5 star hotels in Winchester, VA

1. Holiday Inn Winchester SE-Historic Gateway, an IHG Hotel (3-star hotel)

About this hotel

A 3-minute drive from Shenandoah University, this contemporary hotel is off the I-81 and also 2.4 miles from the Old Court House Civil War Museum.Straightforward rooms come with flat-screen TVs and desks, plus minifridges, microwaves and premium cable channels. Kids 19 and under stay free with an adult and there’s free WiFi in every room, as well as a choice of hard and soft pillows.The facility also offers an on-site restaurant serving American cuisine (where kids 12 and under eat free) and an indoor pool and fitness center, plus a 24-hour convenience store and free parking.

Things You Need to Know

  • Guests praised the beds
  • 6 min drive to Winchester-Frederick County Visitor Center
  • One of the few hotels in the area with room service
  • Guests liked the service
  • Guests mentioned pools 22 times
  • The fitness center has elliptical machines and treadmills
  • One of the few hotels in the area with a bar

Feedback From Real Customers

V Jollytrip

Made a reservation for one night based on Google reviews Room was just okay There was a strong odor (not pleasant felt like bath room smell) in the lobby near the check in

Room is bit congested and shower liner was not cleaned and stinky Carpet looked old Reservation said breakfast is complimentary We got a coupon for breakfast This is where it gets interesting Breakfast area is not buffet but need to order items from the menu We have been told that coupon covers only 1 item and you need to pay for anything other than your 1st pick including coffee/tea! Service was terribly slow and not at all worth to sit and wait We have stayed at many Holiday Inn Express hotels which serve decent breakfast Overall experience was bad We would never go back to this place

Scott Perry

Super clean place We were a little nervous, because I think it was only 3 or 3½ stars, but it was great Staff was friendly enough, room was very clean, orderly, and bathroom was stocked with essentials

Unfortunately, we had to depart early, so I cannot comment on the breakfast that was included Definitely would stay here again if passing thru this area

Amber Davidson

Good place to stay Decent breakfast but you must pay I wish the pool and fitness center stayed open 24/7

So that’s annoying THE most annoying part is the laundry, it needs quarters, there is no machine for quarters even if you have cash (which I never do) They also won’t give you quarters (or don’t have quarters) at the front desk unless you have cash Ughhhh Crappier places have laundry for free If you can’t manage to have quarters (and can ideally charge to the room or to a card for them) make it free!!!

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2. Historic Rosemont Manor

About this hotel

This stately, historic B&B and event venue with 60 acres of woodland and gardens, is 8.5 miles from Interstate 81 and 16.5 miles from Sky Meadows State Park.The 12 individually decorated, refined rooms and suites feature polished antique furniture, hardwood floors, free Wi-Fi (no TVs) and en suite bathrooms (some featuring original marble fixtures, some with showers only); many add iPod docks, 4-poster beds and sitting areas.There are free snacks and bottled water. In addition to a Southern-style breakfast served in a dining room or a sunroom, there’s formal event space, catering and salon services (fee), plus tea events (surcharge).

Things You Need to Know

  • One of the few hotels in the area with air conditioning
  • 12 min drive to Veramar Vineyard
  • Guests mentioned rooms 14 times

Feedback From Real Customers

Kelsea Kephart

WOW!!!! We got married at Rosemont last weekend 01/29/22 and I am still processing how incredible it was We rented the entire manor property for the weekend, which I can not recommend more It allowed for us to enjoy our time with guests etc and not feel like we wasted money on one rushed day

Michael, our wedding planner was a blessing He stuck by my side for the past two years and helped me create the wedding of my dreams!! Seriously, he is an expert and my biggest helper The grounds are beautiful and our winter wedding came to life with snow, fireworks, amazing food and drinks Our guests are still not over the experience they had and we will forever remember this as the best time in our entire life I wish I could do it a million times over! Thank you Rosemont !!!

Rachel Yearick

Every wedding I have photographed at the Barn here has been lovely There is something magical about the lighting with the “waterfall” background! It’s been amazing exploring the land around as I photograph couples & document their love in such a unique setting And the spotlight “last dance” option is perfection! I look forward to more weddings at the barn!

Sean and Nichole Osborn

My wife and I booked the Rosemont Manor for our wedding last Fall and had an incredible experience If you’re reading this and considering this location for your big day, we cannot recommend it enough (and we looked at a TON of venues in the Western Virginia area) First and foremost, our wedding coordinator, Michael Haymaker, went above and beyond to ensure that we were well taken care with all the additional considerations with respect to Covid

Not only that, but the entire venue staff were incredibly accommodating through our planning process and were timely in all correspondenceWhen we first toured the property, we were given the choice between hosting our event at either the manor or the barn (both located on the property) We opted for the manor and also booked the guest rooms and 2 cottages for friends and family The Bird’s Nest suite (the newly wed cottage) was perfect for my wife and I’s first night as a married couple For anyone with a taste for history or the gorgeous property, the stay is absolutely incredible and feels like a true bed and breakfast from the past It was very beautiful and super convenient to have family and friends staying on the property the whole timePlanning leading up to the event took place over a year and half and never once did we feel ignored or forgotten Between coordinating the guest stay and ensuring our vendors were updated on information they needed, we never had to question that everything was on track Michael wanted to meet with us several times to kick things off and then numerous times leading up to the event to ensure nothing fell through unseen We always knew that these meetings were important, but in hindsight, this meticulous planning and organizing was critical to the success of the event We never could have hosted anything half as extravagant without all the planning that Michael offered and assisted with Nothing was overlookedAll the work we did with Michael was highlighted and then elevated by the clear level of experience and professionalism all staff exhibited on the big day We received numerous compliments on how friendly and accommodating everyone working was My wife and I were particularly blown away by how everything just worked With the unknowns of trying to do a mostly outdoor event (Covid) we were worried about the weather, but the Rosemont staff handled everything exceptionally There was one last minute hiccup (due to an oversight on our part) and we didn’t have space in the reception area for a photobooth we had requested Michael stepped in and told me not to worry about it Needless to say, it was taken care of before we even had time to worry about it The evening was truly flawlessWe would recommend the Rosemont Manor to anyone even remotely considering it Their experience, professionalism and genuine care for their patrons was of the highest caliber You will not regret booking with Rosemont, period

3. Tru by Hilton Winchester (2-star hotel)

  • Address: 118 Mercedes Ct, Winchester, VA 22603
  • Phone: (540) 545-8100
  • Ratings: 4.3 (366 reviews) Very good Eco-certified
  • Website : Tru by Hilton Winchester
  • Check-in time: 3:00 PM
  • Check-out time: 12:00 PM
  • Quick Summary: Straightforward rooms in a casual hotel featuring a heated indoor pool & a fitness room.

About this hotel

In a grassy commercial area off the junction of US-11 and I-81, this low-key hotel is 5 miles from the Museum of the Shenandoah Valley and 3 miles from Old Town Winchester, featuring a lively pedestrian mall.Functional, streamlined rooms with colorful accent walls feature flat-screen TVs, Wi-Fi and minifridges, as well as desks.Complimentary coffee, tea and hot chocolate are offered 24 hours. A bright lounge includes work spaces, a pool table and a cozy sitting area. There’s also a dining room, a heated indoor pool and a gym, plus a 24-hour snack store. Breakfast and parking are available.

Things You Need to Know

  • 6 min drive to Third Winchester Battlefield Park
  • Guests praised the friendly service
  • Guests liked the clean rooms but some thought they were small
  • Some guests complained about the kitchenettes but others praised the beds
  • Guests mentioned “Soap” 15 times
  • Guests mentioned lobbies 21 times
  • One of the few hotels in the area with a casino
  • One of the few hotels in the area with an indoor pool

Feedback From Real Customers

Marsha Emch

Overall, this hotel is really good! The swimming pool was not heated or was not heated very well, but there were towels available and the pool deck area was nicely furnishedThe room is a bit small but everything functions fine I love that these rooms don’t have carpet

I always bring extra pillows and blankets because hotel rooms lately do not seem to give you enough I love that the room temperature is managed by a wall unit The soap dispensers are funky — in a good way! The room could have been cleaned a bit better as there were dust bunnies in the cornersThe staff is very friendly and helpful and tried to assist us whenever we needed it The decor of the lobby is great and very inviting I love that they have a pool table in the lobby We didn’t get a chance to play since it was always in use but this is a great additionOverall I really liked this hotel and would stay here again I only gave it 4 stars instead of 5 since there were some small issues (cold pool and room could have been cleaner)

Aaren Dow

The hotel itself is nice, when we arrived late there was a party going on in the lobby so, parking was very limited The 2 queen room is average size I’m not a fan of connecting rooms

The walls are thin Our neighbors sounded as if they were in the room with us- we could hear their child crying and throwing up all night The upstairs people were going to fall through the ceiling it seemed We were not able to sleep much after 2 days of traveling Location wise it is great A lot of food options and they even have a list by the elevators of top attractions, restaurants and things to do Which I thought was unique I don’t recommend this hotel if you’re looking for quiet rest It’s utterly impossible- I’ve stayed in many hotels and this is by far the loudest one Even out of staying in the middle of Time Square in NY

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4. Hampton Inn Winchester-University/Mall Area (3-star hotel)

About this hotel

This unfussy hotel beside Shenandoah University is a 3-minute walk from the Shenandoah Summer Music Theatre and 2 miles from historic Downtown Winchester.Contemporary rooms include free Wi-Fi, desks, flat-screen TVs, microwaves, minifridges and coffeemakers. Some rooms add pull-out sofas.Breakfast and parking are included. There’s also a fitness center, a business center and an outdoor pool.

Things You Need to Know

  • Guests liked the clean rooms, which have TVs
  • Walking distance to Winchester-Frederick County Visitor Center and the Abram’s Delight
  • Guests praised the friendly service
  • Guests mentioned lobbies 11 times
  • One of the few hotels in the area with a casino
  • One of the few hotels in the area with an outdoor pool

Feedback From Real Customers

Robert Francis

Man I must say this place was a win Came just to unwind on the long weekend The breakfast was pretty good

The location is ideal for any Winchester visit We actually went to drive in theater, and decided to make trip if it They even discounted my room a little because I was a Diamond member and they only had small rooms left We will definitely be back

breanna McCormick

Booked Hampton inn because it’s been one of the better hotels I’ve stayed at until this one Called hours prior to us arriving to make sure the pool was open as because we have kids We was told it was open

We arrived later in the evening, the pool was closed, and would be the remainder of the night, but to be assured it would be open at 7am the next day Well here we are 7am And “as far as she knows it’s going to be closed all day”……I will not return

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5. Holiday Inn Express & Suites Winchester (3-star hotel)

About this hotel

Located between 2 shopping malls, 3 miles west of Interstate 81, this suburban hotel is 2.5 miles from Winchester’s historic district, 1.7 miles from the Shenandoah Medical Center and 4.2 miles from the Shenandoah University campus.Contemporary rooms have minifridges, microwaves, work desks, cable TV, in-room movies and free WiFi. Suites add pull-out sofas and kids 19 and under stay free with an adult.Free hot breakfast is offered daily. There’s also an indoor pool, hot tub, fitness/business centers, meeting room and laundry machines. Parking is free.

Things You Need to Know

  • The rooms have refrigerators
  • 7 min drive to the Thomas J. Jackson Headquarters
  • Guests praised the friendly service
  • Guests liked “a pillow”, mentioned 10 times in reviews
  • One of the few hotels in the area with a hot tub
  • Guests praised the indoor pool

Feedback From Real Customers

Ryan Podrasky

The staff was very friendly and eager to help They assisted us in finding our rewards account and asked about our room preferences This was the only working hot tub in the area at the time and it was greatly appreciated after a long day

We were late getting to breakfast but it was still hot, fresh, and full when we arrived Room, pool, and dining area were clean and comfortable We will definitely be back

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6. Country Inn & Suites by Radisson, Winchester, VA (2-star hotel)

About this hotel

A mile from Interstate 81, this straightforward hotel is 7 miles from the Museum of the Shenandoah Valley and 8 miles from Old Town Winchester.Down-to-earth rooms feature microwaves, minifridges, and tea and coffeemakers, plus cable TV and free Wi-Fi. Suites add sitting areas with sofabeds. Some have separate living rooms.Freebies include parking and a breakfast buffet. There’s also a heated indoor pool and a fitness center, plus a business center and guest laundry facilities.

Things You Need to Know

  • The down-to-earth rooms have TVs and coffee makers
  • 7 min drive to the Newtown History Center
  • One of the few hotels in the area with room service
  • Guests praised the restaurant
  • Guests mentioned “cookies” 17 times
  • Guests praised the breakfast
  • Guests praised the fitness center
  • Guests praised the nightlife

Feedback From Real Customers

Kevin Belleville

Not a good place for families! Check in was great, the staff was super friendly In our room my two children and myself fell asleep Later that night, my wife who is a smoker went outside around 11pm had her cigarette and to get our tablets from the vehicle

As she walked down the hallway a man came running down the hallway at her from behind She quickly turned around right before he tried to rob her of her belongings They were alone in the hallway, she scared him off, he then apologized and ran She was so shooken up she spent the rest of the night checking the peep hole The staff said sorry they couldn’t even access the cameras she is still traumatized by it Was supposed to receive a call from management but that phone call never came After our own investigating of the hallway we came to find out strangers who were not checked into the hotel were entering/exiting the building as they pleased without a problem using the emergency stairwell To top it all off the continental breakfast that was included had nothing as staff stated they had run out of food because no had ordered any supplies

Rachel Wineman

We have stayed at this hotel so many times when visiting my grandmother and have always really enjoyed our stay It’s more expensive than surrounding hotels, but the quality of the rooms and service made it worth it But this time, there were so many things wrong with our room

The toilet bowl had black mildew under the edges like it hadn’t been scrubbed in so long The bathroom fan was broken so the room stayed very humid with 4 people (2 adults, 2 kids) showering The shower rod was broken and tipped forward so the curtain bunched in the middle and water sprayed out around the sides The blankets had stains The mini fridge wouldn’t work upon arrival We discovered it had never been defrosted and had an inch of ice on the back inside panel We spent awhile with a hair dryer defrosting it Some water got on the carpet, so we mopped it up with a towel The towel came up black, as did our feet whenever walking barefoot in the room because the carpet was filthy I understand that staffing is a problem all over right now, but the quality of this hotel has fallen dramatically while the price remains high, and I doubt we will stay here again unless convinced they have improved substantially

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7. TownePlace Suites by Marriott Winchester (3-star hotel)

About this hotel

Off of I-81, this unassuming all-suite hotel is 3 miles from Museum of the Shenandoah Valley’s art and history exhibits.Relaxed suites include free Wi-Fi, flat-screen TVs, and sitting areas with pull-out sofas, as well as kitchens with microwaves and dishwashers. The 1- and 2-bedroom suites provide separate living rooms.Continental breakfast and parking are complimentary. There’s a seasonal outdoor pool, plus a patio with a BBQ grill. Other amenities include a 24/7 exercise room and a business center.

Things You Need to Know

  • Guests praised the rooms and the kitchenettes
  • One of the few hotels in the area with room service
  • Some guests complained about the bathrooms
  • Guests praised the restaurant
  • The fitness center has weight machines
  • One of the few hotels in the area with a casino
  • One of the few hotels in the area with an outdoor pool
  • One of the few hotels in the area with a spa

Feedback From Real Customers

Jamie Andres

This hotel is the absolutely, hands down, the BEST HOTEL we’ve ever stayed at!! From the hospitality of the receptionists, to the cleanliness of our room, to the continental breakfast served

The beds are also extremely comfortable and the 2 room suite is spacious The TV’s were all programmed with my name and a welcome message too! This hotel goes above and beyond for its guests and we wouldn’t hesitate to stay here again! We purposefully stayed again last night after being here six weeks prior (on 2 separate trips), and look forward to staying there again in the future!!!!!!!!

M. Torres

This TownePlace Suites is conveniently located and easy to get to There’s plenty of parking space and it’s also near a number of restaurants (or gas stations) within the areaAs soon as we walked through the slightly unusual entrance, we checked in with ease

Entering our room, it looks like a little apartment with a small, not mini, fridge, an electric stove, and a sink There’s a decent number of cabinets and space despite the king sized bed in the main space TV might be oddly placed, but it allows to be watched from the sofaThis location has a gym, pool, and a small business center The bathroom is spacious and the shower works greatThe AC blows very cold and it’s easy to control from the wallI would definitely come back here again, and of note, this hotel is pet friendly

Robin Ness

The staff went far above any expectations The room was very clean The beds were extremely comfortable

We had a 2br suite, and loved the fact that each room had its own heat/ac controls If we were staying longer we would have utilized the well stocked kitchen, but instead we used the full size fridge to store water and left overs Breakfast was also very very tasty The staff were helpful and happy Nobody was fussing over anything at all, and they had the best of attitudes When we left there we made a decision that we would never stay anywhere else Even though it is a pet friendly hotel and we did see a good amount of doggies, you would never have known it We did not hear barking, and we never smelled dog We had some unexpected last minute situations, and stayed an extra night (thank goodness it wasn’t booked) The staff from the front desk to the housekeeping again, superb! We are truly looking forward to returning

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8. Courtyard by Marriott Winchester Medical Center (3-star hotel)

About this hotel

This straightforward hotel is 1.5 miles from the Museum of the Shenandoah Valley and 2.5 miles from the Rock Harbor Golf Course.Contemporary-styled rooms offer free WiFi, desks with ergonomic chairs, flat-screen TVs with premium cable channels and coffeemakers.Social spaces include a living room-style lobby and an outdoor courtyard. The American restaurant serves breakfast. There’s also a business center with workstations and printers, and 3 meeting rooms. Other amenities include an indoor pool, a whirlpool and an exercise room, plus free on-site parking.

Things You Need to Know

  • Guests mentioned the rooms are clean
  • 7 min drive to the Museum of the Shenandoah Valley
  • Some guests complained about the kitchenettes but others praised the beds
  • Some guests complained about the American restaurant
  • Guests mentioned lobbies 25 times
  • Guests mentioned “Bistro” 15 times
  • The fitness center has weight machines and treadmills
  • Guests praised the bar

Feedback From Real Customers

Robert Woolley

I don’t know who rated this so low This is a Courtyard not the 4 seasons I am a lifetime platinum member and I’ve seen some run down ones and this is not one

The lobby is nice The design is fresh What I care about is a clean room Clean bathroom Can the room stay dark in the morning? I hate when there’s a gap in the curtains Nice big screen TV with streaming options Water pressure in the shower This Courtyard has it all I would definitely stay here again

Amarjit Kumari

This was our first points redemption stay and we were excited to use a free night for a quick getaway We checked in early afternoon and although the parking lot was empty, we were denied an upgrade Our Marriott Elite status was disregarded and we were given a room right next to the elevators

The parking lot remained empty throughout the night and early morning The room was superficially cleaned by housekeeping The phone on the nightstand was dirty and appeared to not have been wiped down, including the bed headboard and other furniture doors You could see the glare of handling from sitting on the couch There was visible dirt under the tv as well The room was definitely renovated with a modern touch; however, the bathroom was disregarded in this aspect with poor lighting Despite the room being modern, the overall layout was poorly designed For example, if you wanted to lay in the bed and watch tv, the closet came in the way The ac also appeared outdated and the vents were very dirty I also found it inappropriate for housekeeping staff to knock on our door at 9am when we had the DND sign on the door knob and check out wasn’t until 11amThe location of the hotel is definitely very convenient and right off of the highway The best part of the hotel lobby was the cozy fireplace

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9. SpringHill Suites by Marriott Winchester (2-star hotel)

About this hotel

Set in a commercial area off Interstate 81, this unassuming all-suite hotel is 4 miles from Clearbrook Park and 5 miles from the Museum of the Shenandoah Valley.Low-key suites feature Wi-Fi, flat-screen TVs and sitting areas, plus minifridges, microwaves and coffeemakers.Amenities include an indoor pool and an exercise room, as well as a business center, meeting space and a lobby lounge. Breakfast and parking are available.

Things You Need to Know

  • Guests praised the rooms, which have refrigerators
  • 6 min drive to Third Winchester Battlefield Park
  • Guests liked the service, which has a concierge
  • Guests mentioned bathrooms 15 times
  • Guests mentioned beds 14 times
  • The fitness center has weight machines and treadmills
  • One of the few hotels in the area with an indoor pool

Feedback From Real Customers

Chrissy Myers

This place was obviously a newer establishment, but man is it beautiful! Honestly, we were surprised by the quality of our room based on the price We stayed for a wedding and the service and flexibility of the staff to accommodate us was wonderful and something I’m not often used to with hotels If we find ourselves in that area again, we’ll be sure to stay again

And breakfast was wonderful!!!

Jason Bowers

Friendly staff Great breakfast with terrific hours on weekends Rooms are looking rough already for a newer hotel and could use a deep cleaning

There were oily fingerprint smears on the headboard, marker stains on the desk, dusty AC vents, etc I get hotels don’t clean everyday like they used to but this wasn’t the Marriott quality I’ve come to expect after staying over 1,420 lifetime nights

Tracy Boruff

Do not book threw Expedia They charge a “Extra Guest Fee” for children! The price your given is based on 2 adultsThe room was okay, had a glass sliding door to the bathroom which was different

There was a big stain on foot stool that looked like it could of been cleaned up and there was little black hairs on the two decorative pillows Made me wonder if they actually wash them?

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10. The George Washington A Wyndham Grand Hotel (3-star hotel)

About this hotel

Set in a grand red brick building dating from 1924, this cozy hotel is a 6-minute walk from Handley Library and 1.3 miles from the Museum of the Shenandoah Valley.The warm rooms have free WiFi, flat-screen TVs and designer chairs. Suites add separate living areas, fireplaces and whirlpool tubs, plus minifridges and microwaves.Amenities include a casual restaurant, a lounge with live jazz and a fireplace, and a Roman-style indoor pool and a spa offering beauty treatments. There’s also a business center, meeting space and a grand ballroom, plus a fitness center and free parking.

Things You Need to Know

  • Guests praised the clean, large rooms and the beds
  • Guests praised the showers
  • Walking distance to the Old Court House Civil War Museum and Fort Loudoun
  • One of the few hotels in the area with room service
  • Guests praised the lobby
  • Guests liked the breakfast
  • Guests praised the nightlife

Feedback From Real Customers

Katie White

Beautiful historic hotel We spent the weekend with our 6 month old son Perfect location with many restaurants and stores within walking distance

We stayed in one of the king rooms and it was the perfect size for us and our son in his pack n play The front desk even remembered our request to have a corner room so we didn’t inconvenience other guests We did have some issues with one of the elevators being out of service, but this was quickly resolved by the staff allowing us to use the service elevator since we had our stroller Overall, excellent customer service and we highly recommend this hotel if you are in the Winchester area Look forward to coming back again soon!

Alexandra F

This hotel is lovely! Each room has lots of space, the pool is nice and unique – my guests and my sisters kids a like loved it, my mom was able to get a last minute massage, it is walkable to a lot of lovely restaurants, and the Half Note bar in the hotel Lobby is great to hang out! Oh! and large bathrooms which is great for getting ready!I worked with Felicia to book our hotel block! She was wonderful at helping us work through problems with our guests booking This is the only reason we are giving it 4 stars The booking process was rough for our guests

Every single one of our guests, including ourselves, had issues booking with the block when they called the front desk It always worked out but it was unnecessarily difficult to get a room at times It seems like there is some sort of disconnect between the block and what the front desk is able to do Also the parking with snow was a bit tricky with uncleared spots, and then the garage parking was a bit unclear with valet parking or if we could park there because the outside lot was fullOn a positive note, I booked their largest suite and it was a amazing! I had my bridal party over the night before and the day of to get ready There was also a waterfall shower and large tub!Overall, I would say book here but make sure you have more than enough rooms on hold in your block and have them a few days before the wedding as well

D & L Brannon

For the price the hotel is not worth it The front desk staff were not helpful, friendly or curious They advertised a restaurant and that’s not really true

They do have a bar that only opens at 4pm and serves only bar food A separate breakfast restaurant only serves limited breakfastBooked the Spa located within the hotel Checking the booking two days out, the day before all confirmed the spa treatment We showed up on the day and time of the reservation and they had no record of the reservation The hot tub located in the pool area was cold For the pool there was no changing roomsThey charge for parking which is fair enough In the uncovered parking area loud groups gather well into the evening, shouting and clearly drinking Not a comfortable situationThe rooms were dated Wet marks on the roof of the room caused by leaks, rooms very smallCannot recommend

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11. The Ashby Restaurant

  • Address: 692 Federal St Suite D, Paris, VA 20130
  • Phone: (540) 592-3900
  • Ratings: 4.7 (321 reviews) Excellent
  • Website : The Ashby Restaurant
  • Check-in time: 4:00 PM
  • Check-out time: 11:00 AM
  • Quick Summary: Country-chic rooms in a refined circa-1829 inn offering a farm-to-table restaurant & wine tastings

About this hotel

Set in the foothills of the Blue Ridge Mountains, this secluded, circa-1829 inn is situated off routes 17 and 50. Sky Meadows State Park is 2 miles away.The 10 bright, country-chic rooms feature antiques, hand-painted furnishings, hardwood floors, and en suite or private bathrooms; some also have 4-poster beds, mountain views, private balconies, minifridges, fireplaces and/or TVs with cable channels.Breakfast is served in an elegant, farm-to-table restaurant that also has patio seating. Additional amenities include wine tastings, a guest library and a garden with a fire pit. Kids age 12 and up are welcome. There’s no cellphone service.

Things You Need to Know

  • One of the few hotels in the area with air conditioning
  • 2 min drive to Sky Meadows State Park
  • Guests praised the friendly service, which has a concierge
  • One of the few hotels in the area with a restaurant
  • Guests mentioned “wineries” 10 times
  • Guests praised the breakfast
  • Guests praised the mountain views
  • One of the few hotels in the area with a bar

Feedback From Real Customers

Rebecca Adelman

What a delightful surprise ! The Ashby Inn is a sweet, charming gem nestled into the Virginia countryside We had booked for lunch even though the menu is limited ,and we were truly very happy with our leisurely lunchOur server greeted us , and was ready to show us our requested table on the terrace but suggested it was a bit chilly ,and offered us apleasant window table inside

What a nice touch to start our meal Good service means such a lot ,and can make all the difference Thank you so much for making us feel comfortableOur lunch ended up being 3 courses ! All absolutely delicious, and so beautifully presented As a cook I truly appreciated and noticed every detail-including all the hard work involved in each step of preparation -so hats off to Chef and his crew ! BRAVO!Our server had just the right balance of being attentive without being intrusive ,or making us feel rushed as we savored every mouthfulWe left feeling happy ! After so long with Covid restrictions it was such a treat !I have never written such an extensive review before but I felt so “at home” at The Ashby Thank you all for a most enjoyable and memorable lunch We will be back !

Christine Kane

We stayed at The Ashby Inn last weekend to celebrate my husband’s birthday The setting is so peaceful and beautiful but it is the staff’s attention to ensure a memorable stay that makes The Ashby our favorite Inn and Restaurant My husband has special dietary restrictions, so I called Wendy ahead of time to see if they could accommodate his special needs

Chef Jonathan Martin went above and beyond to prepare a special delicious meal meeting his dietary requirements for both dinner and breakfast From the special meals, to the cozy rooms, to the peaceful setting, we left The Ashby knowing we will be back soon to enjoy their amazing hospitality!

Chris Weller

Stayed in the East Dominion room in the attic of the inn Bathroom was in a separate area which was inconvenient Had we known the bathroom wasn’t in the room, we would have chosen another

No assistance to guests having to carry luggage up 3 flights of stairs If you’re going to stay, try the Old Schoolhouse building or the lower level of the inn itself for more room and easier access Breakfast was very well done, in fact it was far better than our dinner at the Ashby the night before Had issues with dinner food quality but those were taken care of appropriately by the manager Service was adequate but food preparation time from the kitchen was far too long We were seated for dinner at 7:15, ordered by 7:30, got our soup by 8:05 but didn’t get our main course until 8:50 There were 10 other diners in the dining area but I wouldn’t have expected that to be an issue to create such a waitGrounds are beautiful, staff is accommodating, buildings are clean, plenty of parking, quiet area, comfortable beds, and a nice sampling of Port wine supplied to each room was a nice touch We’ll be back but will ask to have a larger room on the lower floor and make dinner plans for elsewhere

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12. The Inn at Vaucluse Spring

About this hotel

Nestled in the Shenandoah Valley, this countryside lodging, built in 1785, is 5.7 miles from the Belle Grove Plantation and 8 miles from Dinosaur Land.The stately rooms feature fireplaces, rustic decor and Jacuzzi tubs. Some rooms have antique furniture and the studios add fridges and wet bars.There’s an outdoor pool on-site, plus a guest porch area with rocking chairs and views of the Blue Ridge Mountains.

Things You Need to Know

  • 8 min drive to the Cedar Creek and Belle Grove National Historical Park
  • Guests praised the service
  • Guests praised the breakfast

Feedback From Real Customers

Ryan Leitz

We had a wonderful stay in the Gabriel’s room Nice king size bed and Jacuzzi as well The breakfast was so tasty and looked gourmet

The grounds and rooms were well cared for and the hosts were very pleasant! The surrounding area was beautiful and the location was close to some very enjoyable attractions We came away refreshed and relaxed

Mandy Mayfield

Our stay here was incredible The property, accommodations, breakfast and customer service all exceeded our expectations We stayed in the cabin, which was beautifully decorated and very clean

It had a view of the pond, and a cute little porch with rocking chairs Dereck and Tiffany were amazing hosts and Dereck’s breakfasts were gourmet We will definitely be back!

Prashant Sharma

We had a wonderful stay at the Inn – specifically, we stayed in the Cabin by the Pond and it was sublime So peaceful, calm, and completely relaxing The cabin itself is modern with central air, an awesome jacuzzi, rocking chairs both inside by the fireplace and outside on the porch

We sat outside and read books, sipped wine, both in sunny and rainy weather, it was perfect For a day trip, we went to Skyline Drive in Shenandoah and took a relaxing drive, saw some sites We had food in Stephens City and Winchester A perfect getaway and this Inn is superb

13. Hilton Garden Inn Winchester (3-star hotel)

  • Address: 120 Wingate Dr, Winchester, VA 22601
  • Phone: (540) 722-8881
  • Ratings: 4.3 (620 reviews) Very good Eco-certified
  • Website : Hilton Garden Inn Winchester
  • Check-in time: 3:00 PM
  • Check-out time: 12:00 PM
  • Quick Summary: Modern hotel offering upscale rooms & suites, plus an indoor pool, a bar & an American restaurant.

About this hotel

A 4-minute drive to the Patsy Cline Historic House and Museum, this contemporary property is also a 2-minute drive to I-81 and Shenandoah University.Flat-screen TVs, microwaves, minifridges and free WiFi are offered in each room, as well as upscale decor and custom-designed beds. Suites add separate living areas and pull-out sofas.There’s a relaxed bar and a 24/7 market in addition to the cooked-to-order breakfast (fee) and restaurant serving American cuisine. There’s also an indoor pool with a hot tub, a fitness center and an outdoor courtyard. Other amenities include 5 meeting rooms and a business center.

Things You Need to Know

  • Guests praised the clean rooms, which have refrigerators
  • Walking distance to the Abram’s Delight and Winchester-Frederick County Visitor Center
  • One of the few hotels in the area with room service
  • Guests praised the restaurant
  • Guests mentioned lobbies 15 times
  • One of the few hotels in the area with a casino
  • One of the few hotels in the area with a hot tub
  • One of the few hotels in the area with a bar

Feedback From Real Customers

Bethany Wenzel

The staff really put this hotel above and beyond We called before with questions about the wedding block, asked questions during regarding breakfast and additional pillows/blankets, and after checkout about billing Every single time staff were super kind and helpful, especially Jennifer who we talked to at the front desk multiple times for various topics

The rooms are larger than most hotel rooms and were clean but a little dated Bathrooms were a little small but the room space more than made up for it Our pack n play fit without any issue and still plenty of room for the kids to move around We requested a room we could see the train from since the tracks run right along the property but unfortunately did not see one Our room was 302, immediately to the right of the elevators We could hear people talking when loud in the hall but generally it was a very quiet and relaxed hotel The breakfast was fantastic The hotel is very close to several restaurants and activities Will definitely stay here again on future visits to town!

James C Reynolds

I had a one night stay over and it was very pleasant The rooms were comfortable, the A/C was perfect, on full and pumping out beautiful cold air The parking is a bit challenging unless you get there early

I had my 26ft trailer with me, and luckily found a big enough spot out front They unfortunately had their restaurant closed, but had plenty of options for various foods nearbyMy biggest ♥ for this hotel is the staff I left the following day believing I got everything with me Unfortunately that was not the case I got about 20mins North on I-81, when I realized I left an envelope with $1500 on my bed, after🤬🤬🤬, I hauled A$$ back to the hotel I called guest services and told them what happened and of they found it I came screaming into the lot and ran inside And there at the desk were the cleaning staff and the manager, they said they knew it was obviously left by accident and brought it down to the front desk I was speechless, I thanked them so much The money was for my family I wished I had given them more but I couldn’t There really are good people out there

J B

A pleasure to walk into this hotel after being on the road and staying in other not so nice hotels The travel hotel industry needs to step it up Despite all the issues these hotels are facing, this one has a bright lobby, excellent, warm staff, a very decent restaurant with lots of choices and prices that don’t shock

We had a clean, spacious room and the bed was quite comfy

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14. Fairfield Inn & Suites by Marriott Winchester (2-star hotel)

About this hotel

Off Interstate 81, this unassuming hotel is 3 miles from the Shenandoah Valley Discovery Museum and 4 miles from 18th-century art at the Museum of the Shenandoah Valley.Straightforward rooms offer free Wi-Fi, desks and flat-screens, plus coffeemakers, minifridges and microwaves. Upgraded rooms add sitting areas with sofabeds, and suites feature separate living rooms.A breakfast buffet and parking are complimentary. There’s also an indoor pool and an exercise room, as well as a BBQ area and a coin-operated laundry. Other amenities include a business center and meeting space.

Things You Need to Know

  • Guests liked the clean rooms, which have microwaves
  • Guests praised the beds
  • 6 min drive to Winchester-Frederick County Visitor Center
  • Guests liked the friendly service
  • Guests praised the restaurant
  • Guests mentioned pools 14 times
  • The fitness center has weight machines and elliptical machines
  • One of the few hotels in the area with a bar

Feedback From Real Customers

David

The Fairfield Inn I just checked into should not be having guests stay in Room 131 It was not finished yet they issued it to a customerThe window in the room overlooks an actual dump complete with an abandoned school bus, the closet did not have a rod to hang clothes on nor hangers, there was no lighting for the in-room desk, and the TV did not work

There is no where to hang a towel except a hook on the back of the bathroom door I like the Marriott brand a great deal At the same time I will avoid this location going forward

Brian Duplante

The folks here tried their best to provide a positive experience, but we were a little disappointed that the hotel was under major renovations and all of the amenities were closed, due to construction We did get a nice suite on the first floor and at a great price, so this sort of made up for the other issues The grab and go breakfast was a little sparse, but that was to be expected because of the construction going on

It was neither the best nor the worst accommodation on our trip Hence the rating

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