Winchester Hotels

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Top 10 trending Winchester hotels

The Inn at Grass Roots Hill

3.0 star property
The price is €449
includes taxes & fees
12 Aug - 13 Aug
The Inn at Grass Roots Hill

Travelodge by Wyndham Brunswick near Frederick

2.0 star property
9.2 out of 10, Wonderful, (355)
"Clean and appears newly renovated. Very happy with our room."
The price is €99
includes taxes & fees
12 Aug - 13 Aug
Travelodge by Wyndham Brunswick near Frederick

Wayside Inn

3.5 star property
9.2 out of 10, Wonderful, (402)
"We stayed last year on July 4th. ...really liked it...decided to make it an annual event. I like the small town atmosphere. "
The price is €98
includes taxes & fees
12 Aug - 13 Aug
Wayside Inn

Quality Inn & Suites

2.5 star property
7.2 out of 10, Good, (784)
"Very easy check in, pool is warm and clean. Will visit again if in the area. "
The price is €61
includes taxes & fees
24 Aug - 25 Aug
Quality Inn & Suites

Glen Gordon Manor

3.5 star property
9.8 out of 10, Exceptional, (89)
"The location is good."
The price is €234
includes taxes & fees
19 Aug - 20 Aug
Glen Gordon Manor

L'Auberge Provencale Inn & Restaurant

4.0 star property
9.6 out of 10, Exceptional, (168)
"Beautiful historic property well maintained and on the way to Skyline Drive. Breakfast was divine!"
The price is €236
includes taxes & fees
18 Aug - 19 Aug
L'Auberge Provencale Inn & Restaurant

Twi-Lite Inn

2.0 star property
8.2 out of 10, Very good, (517)
"Great pool and quiet area to stay in"
The price is €75
includes taxes & fees
12 Aug - 13 Aug
Twi-Lite Inn

Super 8 by Wyndham Front Royal

2.0 star property
7.4 out of 10, Good, (1001)
"Convenient to Skyline Drive in Shenandoah National Park."
The price is €66
includes taxes & fees
12 Aug - 13 Aug
Super 8 by Wyndham Front Royal

Relax Inn Motel

2.0 star property
8.2 out of 10, Very good, (238)
"Clean, quiet and convenient. Check in process was quick and easy, with the very friendly and helpful staff. I would absolutely stay here again."
The price is €59
includes taxes & fees
17 Aug - 18 Aug
Relax Inn Motel

Fairfield Inn & Suites by Marriott Winchester

2.5 star property
9.0 out of 10, Wonderful, (748)
"Clean and comfortable room, wonderful breakfast, pleasant personnel"
The price is €91
includes taxes & fees
24 Aug - 25 Aug
Fairfield Inn & Suites by Marriott Winchester

Comfort Inn & Suites Winchester

2.5 star property
9.4 out of 10, Exceptional, (1003)
"Perfect stay for our family while on the road"
The price is €91
includes taxes & fees
17 Aug - 18 Aug
Comfort Inn & Suites Winchester

Blue Ridge Motel

2.0 star property
7.0 out of 10, Good, (128)
"Inexpensive for a 1 night stopover. Dated rooms and limited facilities . Comfy sleep though"
Blue Ridge Motel

Ramada by Wyndham Strasburg/Shenandoah Valley

2.5 star property
8.2 out of 10, Very good, (1012)
"Service was great "
The price is €64
includes taxes & fees
1 Sept - 2 Sept
Ramada by Wyndham Strasburg/Shenandoah Valley

APM Inn & Suites

2.0 star property
6.6 out of 10, (320)
"very nice and cheap place to stay"
The price is €53
includes taxes & fees
29 Aug - 30 Aug
APM Inn & Suites

Quality Inn Winchester

2.5 star property
9.2 out of 10, Wonderful, (1003)
"Great place , great front desk staff, super clean & very quiet"
The price is €71
includes taxes & fees
1 Sept - 2 Sept
Quality Inn Winchester

Quality Inn Stephens City - Winchester South

2.5 star property
8.0 out of 10, Very good, (598)
"Great stay!"
The price is €66
includes taxes & fees
1 Sept - 2 Sept
Quality Inn Stephens City - Winchester South

La Quinta Inn & Suites by Wyndham Winchester

3.0 star property
9.2 out of 10, Wonderful, (2126)
"One of our fave places to stay when we visit Winchester. "
The price is €97
includes taxes & fees
1 Sept - 2 Sept
La Quinta Inn & Suites by Wyndham Winchester

Hampton Inn Winchester-University/Mall Area

2.5 star property
9.0 out of 10, Wonderful, (1003)
"Very comfortable bed and room temperature was perfect."
The price is €107
includes taxes & fees
17 Aug - 18 Aug
Hampton Inn Winchester-University/Mall Area

Fairfield Inn & Suites Strasburg Shenandoah Valley

2.5 star property
9.0 out of 10, Wonderful, (1001)
"Everything was fine; nothing outstanding but nothing bad either. Good place for an overnight stay while traveling "
The price is €108
includes taxes & fees
24 Aug - 25 Aug
Fairfield Inn & Suites Strasburg Shenandoah Valley

Baymont by Wyndham Front Royal Near Shenandoah National Park

2.5 star property
6.4 out of 10, (859)
"We had a great stay. Clean and staff was friendly "
The price is €52
includes taxes & fees
2 Sept - 3 Sept
Baymont by Wyndham Front Royal Near Shenandoah National Park
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Where to stay in Winchester

Find the best Winchester areas for the activities you enjoy most.
Old Town Winchester map

Old Town Winchester

2 out of top 10 points of interest in this area

Old Town Winchester is popular for its abundant dining options, and if you're looking for more to see and do, you might think about a trip to Bright Box Theater or Shenandoah Valley Discovery Museum.

Winchester Historic District map

Winchester Historic District

1 out of top 10 points of interest in this area

While visiting Winchester Historic District, you might make a stop by sights like Bright Box Theater and Winchester Little Theater.

Winchester and related destinations

Stroll through the charming pedestrian mall in the historic district, where shops and excellent restaurants await. Delve into local culture at the Museum of the Shenandoah Valley or catch a show at the Bright Box Theatre.

Top Winchester Hotel Reviews

Frequently asked questions

Where is the best place to stay in Winchester?

Comfort Inn & Suites Winchester is a favourite property for Expedia customers. This hotel offers free breakfast and free parking. Other top choices based on reviews include SpringHill Suites by Marriott Winchester and The George Washington Hotel, A Wyndham Grand Hotel. See all available top hotels, or vacation rentals in Winchester.

What are some of the best holiday rentals that Winchester has to offer?

Secluded Mountain Home Features Breathtaking Valley Views and Hot Tub: This holiday home rental outside of Winchester is located on a river, and has a fireplace, a balcony and a BBQ to put you at ease in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. It offers a garden, a selection of games and 1 hot tub so that you can immerse yourself in your holiday. See all vacation rentals in Winchester.

If I need to cancel my hotel reservation in Winchester, will I receive a refund?

Yes! The majority of hotel room reservations are refundable provided that you cancel before the hotel’s cancellation deadline, which in most cases is within 24 or 48 hours of your arrival date. If you booked a non-refundable reservation, you might be able to still cancel and be given a refund within a 24-hour period of booking. Filter your search by fully refundable to find flexible hotel deals in Winchester.

What's the best budget-friendly accommodation in Winchester?

Based on reviews, La Quinta Inn & Suites by Wyndham Winchester is a popular hotel for our travellers who want a more economical choice, and features free buffet breakfast and free Wi-Fi. Other options to stay on the cheap include Microtel Inn & Suites by Wyndham Winchester and Travelodge by Wyndham Winchester. View all budget hotels in Winchester.

What's the best family accommodation in Winchester?

Holiday Inn Winchester Se-Historic Gateway by IHG is a hotel with an indoor pool and a restaurant, and it's a top choice on Expedia for families. Other good choices for your child-friendly holiday include Microtel Inn & Suites by Wyndham Winchester and Country Inn & Suites by Radisson, Winchester, VA. Also, attractions such as Shenandoah Valley Discovery Museum and Nalls Farm Market are fun for children of all ages. Find more child-friendly accommodations in Winchester.

What's the best hotel for a couple visiting Winchester?

Peaceful Secret Gardens Tiny Home - loft & stairs lead to a Queen Size Bed is a favourite guest house for couples, and features a garden and laundry facilities. Another good option for a stay with your sweetheart is Secret Gardens Carriage House. See all romantic hotels in Winchester.

What's the best LGBTQ-friendly place to stay in Winchester?

La Quinta Inn & Suites by Wyndham Winchester is a top LGBTQ-friendly hotel that features free breakfast and free Wi-Fi. Holiday Inn Winchester Se-Historic Gateway by IHG and Microtel Inn & Suites by Wyndham Winchester are two other good options for your holiday. See all available hotels listed as LGBTQ-friendly in Winchester.

What's the best dog-friendly accommodation option in Winchester?

La Quinta Inn & Suites by Wyndham Winchester is a top hotel for people travelling with their pets, and offers an indoor pool and free WiFi for its human guests. Other good choices for you and your pet include Microtel Inn & Suites by Wyndham Winchester and Comfort Inn & Suites Winchester. See more pet-friendly hotel accommodations in Winchester.

What's the best luxury hotel in Winchester?

Celebration Retreat is a 5-star holiday home with spa services and in-room kitchens, and it's a popular choice for Expedia travellers looking for an elegant place to stay.

What's the best boutique-style hotel in Winchester?

The George Washington Hotel, A Wyndham Grand Hotel is a favourite 3.5-star hotel with our travellers looking for stylish accommodation, and features 90 guestrooms, 2 restaurants and a bar. If you'd prefer to stay at a boutique hotel, also consider La Quinta Inn & Suites by Wyndham Winchester.

What's the best hotel for a golf holiday in Winchester?

La Quinta Inn & Suites by Wyndham Winchester is a hotel featuring free breakfast and free WiFi, and it's a top choice for golfing nearby. Other good options to stay near a golf course include Fairfield Inn & Suites by Marriott Winchester and Quality Inn. You can tee off at Rock Harbor Golf Course during your trip. See more golf hotels in Winchester.

What's the best accommodation in Winchester to learn about local history?

Based on our travel expertise, Peaceful Secret Gardens Tiny Home - loft & stairs lead to a Queen Size Bed is a top guest house on Expedia for those interested in history, and it features on-site laundry facilities and in-room kitchens. If you're interested in local history, another choice for your stay is Secret Gardens Carriage House. Also, notable landmarks to visit include Patsy Cline Historic House, Stonewall Jackson's Headquarters and Abram's Delight. See more options for historical stays in Winchester.

What are some hotels with pools in Winchester?

La Quinta Inn & Suites by Wyndham Winchester is a top hotel with an indoor pool, free buffet breakfast and free WiFi. Other choices that offer an on-site pool include Microtel Inn & Suites by Wyndham Winchester and Courtyard by Marriott Winchester. View all hotels with pools in Winchester.

What is the best spa hotel in Winchester?

The George Washington Hotel, A Wyndham Grand Hotel is a top spa hotel featuring a 24-hour fitness centre, a bar and an indoor pool. Spend an afternoon at the spa where you’ll find massage treatments. In-room massages are also available. See all spa hotels in Winchester.

How is it to stay in Winchester?

Families will find child-friendly activities in Winchester, and visitors give high marks for the shopping and top-notch restaurants. Scenic and urban, this city attracts tourists with its theatres and entertainment. In Winchester, there are 75 hotels and other accommodation options to choose from. Find out more about Winchester.

What is there to see in Winchester?

Cultural venues include Bright Box Theater, Winchester Little Theater and Museum of the Shenandoah Valley. Families come for attractions such as Shenandoah Valley Discovery Museum, Nalls Farm Market and Rocking S Ranch. Notable for its historic sites, landmarks like Patsy Cline Historic House, Mt Hebron Cemetery and Stonewall Jackson's Headquarters are not to be missed. Take a look at what more there is to see and do in Expedia's Winchester guide.

What's the weather like in Winchester?

The hottest months are usually July and August, with an average temperature of 22°C, while the coldest months are January and February, with an average of 2°C. Average annual precipitation for Winchester is 1172 mm.