Search Winchester hotels

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Filter by

Guest rating
Guest rating
Property class

Top hotels and accommodation in Winchester

Country Inn & Suites by Radisson, Winchester, VA

3.0 star property
8.8 out of 10, Excellent, (1002)
"Great stay for a great price!"
The price is AU$159
includes taxes & fees
4 Aug - 5 Aug
Country Inn & Suites by Radisson, Winchester, VA

Comfort Inn & Suites Winchester

2.5 star property
9.4 out of 10, Exceptional, (1015)
"Perfect stay for our family while on the road"
The price is AU$162
includes taxes & fees
17 Aug - 18 Aug
Comfort Inn & Suites Winchester

Hampton Inn Front Royal

2.5 star property
9.0 out of 10, Wonderful, (1011)
"Great stay!"
The price is AU$187
includes taxes & fees
17 Aug - 18 Aug
Hampton Inn Front Royal

Quality Inn Winchester

2.5 star property
9.2 out of 10, Wonderful, (1001)
"Great place , great front desk staff, super clean & very quiet"
The price is AU$141
includes taxes & fees
5 Aug - 6 Aug
Quality Inn Winchester

Fairfield Inn & Suites by Marriott Winchester

2.5 star property
9.0 out of 10, Wonderful, (744)
"Clean and comfortable room, wonderful breakfast, pleasant personnel"
The price is AU$162
includes taxes & fees
17 Aug - 18 Aug
Fairfield Inn & Suites by Marriott Winchester

Holiday Inn Winchester Se-Historic Gateway by IHG

3.0 star property
9.0 out of 10, Wonderful, (1001)
"Staff was super nice when checking in!"
The price is AU$155
includes taxes & fees
3 Aug - 4 Aug
Holiday Inn Winchester Se-Historic Gateway by IHG

SpringHill Suites by Marriott Winchester

2.5 star property
9.4 out of 10, Exceptional, (667)
"Great breakfast! "
The price is AU$194
includes taxes & fees
3 Aug - 4 Aug
SpringHill Suites by Marriott Winchester

Courtyard by Marriott Winchester

3.0 star property
8.8 out of 10, Excellent, (849)
"Nice hotel! "
The price is AU$179
includes taxes & fees
6 Aug - 7 Aug
Courtyard by Marriott Winchester

Microtel Inn & Suites by Wyndham Winchester

2.5 star property
9.0 out of 10, Wonderful, (1323)
"Clean comfortable room, friendly staff. "
The price is AU$136
includes taxes & fees
17 Aug - 18 Aug
Microtel Inn & Suites by Wyndham Winchester

TownePlace Suites by Marriott Winchester

3.0 star property
8.8 out of 10, Excellent, (449)
"Staff was amazing! "
The price is AU$179
includes taxes & fees
1 Aug - 2 Aug
TownePlace Suites by Marriott Winchester

La Quinta Inn & Suites by Wyndham Winchester

3.0 star property
9.2 out of 10, Wonderful, (2092)
"Nice spacious room and they had a good breakfast. "
The price is AU$173
includes taxes & fees
4 Aug - 5 Aug
La Quinta Inn & Suites by Wyndham Winchester

Ramada by Wyndham Strasburg/Shenandoah Valley

2.5 star property
8.2 out of 10, Very good, (1000)
"Great location off the highway, restaurant on site was very good, staff was friendly and quick check in"
The price is AU$125
includes taxes & fees
17 Aug - 18 Aug
Ramada by Wyndham Strasburg/Shenandoah Valley

Super 8 by Wyndham Front Royal

2.0 star property
7.4 out of 10, Good, (1006)
"Convenient to Skyline Drive in Shenandoah National Park."
The price is AU$128
includes taxes & fees
2 Aug - 3 Aug
Super 8 by Wyndham Front Royal

TRU By Hilton Winchester

2.5 star property
9.0 out of 10, Wonderful, (688)
"I stop every time I travel south and it is consistently a great hotel and staff is phenomenal"
The price is AU$161
includes taxes & fees
18 Aug - 19 Aug
TRU By Hilton Winchester

Fairfield Inn & Suites Strasburg Shenandoah Valley

2.5 star property
9.0 out of 10, Wonderful, (1000)
"Excellent "
The price is AU$193
includes taxes & fees
17 Aug - 18 Aug
Fairfield Inn & Suites Strasburg Shenandoah Valley

Holiday Inn Express Winchester South-Stephens City by IHG

2.5 star property
8.2 out of 10, Very good, (761)
"Always great!"
The price is AU$155
includes taxes & fees
3 Aug - 4 Aug
Holiday Inn Express Winchester South-Stephens City by IHG

Hampton Inn Winchester N/Conference Center, VA

2.5 star property
9.2 out of 10, Wonderful, (786)
"A good solid Hampton inn, close to historic downtown with lots of restaurants and bars."
The price is AU$191
includes taxes & fees
10 Aug - 11 Aug
Hampton Inn Winchester N/Conference Center, VA

Sleep Inn & Suites Winchester near University

2.5 star property
8.0 out of 10, Very good, (1016)
"Great stay offered a haven on a long trip!"
The price is AU$121
includes taxes & fees
31 Aug - 1 Sept
Sleep Inn & Suites Winchester near University

L'Auberge Provencale Inn & Restaurant

4.0 star property
9.6 out of 10, Exceptional, (166)
"This is a great place for a romantic get-away and so close to Washington DC. Very close to Winchester for other restaurants and shop, although the food at the hotel is awesome."
The price is AU$380
includes taxes & fees
4 Aug - 5 Aug
L'Auberge Provencale Inn & Restaurant

Travelodge by Wyndham Winchester

2.5 star property
8.4 out of 10, Very good, (1102)
"Good location great value friendly staff"
The price is AU$117
includes taxes & fees
3 Aug - 4 Aug
Travelodge by Wyndham Winchester
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.
Save an average of 15% on thousands of hotels when you're signed in

Our guide on 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.

Stay near top Winchester attractions

Rock Harbor Golf Course

Rock Harbor Golf Course

Enjoy a round of golf in Winchester at Rock Harbor Golf Course. While in this walkable area, you can savour the top-notch restaurants.

Winchester and related destinations

Come to Winchester and enjoy its history, dining and entertainment.

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?

Downtown Harpers Ferry! Charming Historic House in Harpers Ferry National Park!: This holiday home rental outside of Winchester is located on a river, and has a fireplace, a patio and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop. Make the most of private gardens in this rental home to help you unwind. 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 73 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, Stonewall Jackson's Headquarters and Abram's Delight 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.