Search Winchester hotels

Start date: Check-in selected.
To Date
End date: Check-out

    Change your mind

    Book hotels with free cancellation

    Treat yourself

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

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Tonight
25 Oct - 26 Oct
Tomorrow
26 Oct - 27 Oct
Next weekend
31 Oct - 2 Nov
In two weeks
7 Nov - 9 Nov

Filter by

Guest rating
Guest rating
Star rating

Top hotels and accommodation in Winchester

2 restaurants, breakfast, lunch, dinner served; American cuisine
The George Washington Hotel, A Wyndham Grand Hotel
The George Washington Hotel, A Wyndham Grand Hotel
3.5 star property
9.4 out of 10, Exceptional, (1006)
"Very nice hotel "
United States
Paul
The price is AU$220
includes taxes & fees
2 Nov - 3 Nov
The George Washington Hotel, A Wyndham Grand Hotel
Exterior
La Quinta Inn & Suites by Wyndham Winchester
La Quinta Inn & Suites by Wyndham Winchester
3.0 star property
9.2 out of 10, Wonderful, (2183)
"Great hotel"
United States
David
The price is AU$171
includes taxes & fees
29 Oct - 30 Oct
La Quinta Inn & Suites by Wyndham Winchester
In-room safe, desk, iron/ironing board, free cots/infant beds
Travelodge by Wyndham Winchester
Travelodge by Wyndham Winchester
2.5 star property
8.6 out of 10, Excellent, (1109)
"It's been a great stay so far"
United States
Sabrina
The price is AU$115
includes taxes & fees
4 Nov - 5 Nov
Travelodge by Wyndham Winchester
Snack bar
TRU By Hilton Winchester
TRU By Hilton Winchester
2.5 star property
9.0 out of 10, Wonderful, (731)
"Clean room easy check in/out"
United States
Edward
The price is AU$150
includes taxes & fees
18 Nov - 19 Nov
TRU By Hilton Winchester
Suite, 1 Bedroom
Candlewood Suites Winchester by IHG
Candlewood Suites Winchester by IHG
2.5 star property
8.8 out of 10, Excellent, (525)
"Lots of parking. "
United States
Douglas
The price is AU$149
includes taxes & fees
2 Nov - 3 Nov
Candlewood Suites Winchester by IHG
Exterior
Holiday Inn Winchester Se-Historic Gateway by IHG
Holiday Inn Winchester Se-Historic Gateway by IHG
3.0 star property
9.0 out of 10, Wonderful, (1005)
"Great stay value"
United States
Timothy
The price is AU$135
includes taxes & fees
23 Nov - 24 Nov
Holiday Inn Winchester Se-Historic Gateway by IHG
Exterior
Quality Inn Winchester
Quality Inn Winchester
2.5 star property
9.2 out of 10, Wonderful, (1003)
"Staff was super friendly and accommodating "
United States
John
The price is AU$126
includes taxes & fees
23 Nov - 24 Nov
Quality Inn Winchester
Porch
Hampton Inn Winchester-University/Mall Area
Hampton Inn Winchester-University/Mall Area
2.5 star property
9.0 out of 10, Wonderful, (1004)
"Staff was excellent !!! Hotel was clean and comfortable in great location !!! Would stay here again !!! "
United States
Mary
The price is AU$177
includes taxes & fees
3 Nov - 4 Nov
Hampton Inn Winchester-University/Mall Area
Lobby
Microtel Inn & Suites by Wyndham Winchester
Microtel Inn & Suites by Wyndham Winchester
2.5 star property
9.2 out of 10, Wonderful, (1344)
"Great place with very cute rooms!! "
United States
kristy
The price is AU$130
includes taxes & fees
23 Nov - 24 Nov
Microtel Inn & Suites by Wyndham Winchester
Restaurant
Courtyard by Marriott Winchester
Courtyard by Marriott Winchester
3.0 star property
8.8 out of 10, Excellent, (889)
" Nice hotel"
United States
Grace
The price is AU$179
includes taxes & fees
31 Oct - 1 Nov
Courtyard by Marriott Winchester
1 bedroom, pillow-top beds, desk, laptop workspace
SpringHill Suites by Marriott Winchester
SpringHill Suites by Marriott Winchester
2.5 star property
9.6 out of 10, Exceptional, (748)
"Nice place, very quiet, comfie beds, and great staff. "
United States
Leslie
The price is AU$186
includes taxes & fees
2 Nov - 3 Nov
SpringHill Suites by Marriott Winchester
Exterior
Comfort Inn & Suites Winchester
Comfort Inn & Suites Winchester
2.5 star property
9.4 out of 10, Exceptional, (1044)
"The breakfast was good and a quiet place to stay "
United States
Lawrence
The price is AU$169
includes taxes & fees
31 Oct - 1 Nov
Comfort Inn & Suites Winchester
Indoor pool
Hilton Garden Inn Winchester
Hilton Garden Inn Winchester
3.0 star property
8.8 out of 10, Excellent, (500)
"Great hotel"
United States
DONNA D
The price is AU$166
includes taxes & fees
9 Nov - 10 Nov
Hilton Garden Inn Winchester
Exterior
Fairfield Inn & Suites by Marriott Winchester
Fairfield Inn & Suites by Marriott Winchester
2.5 star property
9.0 out of 10, Wonderful, (779)
"Super friendly staff, clean rooms, very convenient. I would definitely stay here again. "
United States
Kathleen
The price is AU$155
includes taxes & fees
2 Nov - 3 Nov
Fairfield Inn & Suites by Marriott Winchester
Lobby
Spark by Hilton Winchester
Spark by Hilton Winchester
3.0 star property
9.0 out of 10, Wonderful, (1005)
"Great location close to restaurants "
United States
SILVIA
The price is AU$151
includes taxes & fees
9 Nov - 10 Nov
Spark by Hilton Winchester
Iron/ironing board, free cots/infant beds, rollaway beds, free WiFi
Days Inn by Wyndham Winchester
Days Inn by Wyndham Winchester
2.0 star property
6.6 out of 10, (466)
"Staff was pleasant"
United States
Marie
The price is AU$110
includes taxes & fees
9 Nov - 10 Nov
Days Inn by Wyndham Winchester
Property amenity
Holiday Inn Express Hotel & Suites Winchester by IHG
Holiday Inn Express Hotel & Suites Winchester by IHG
2.5 star property
9.0 out of 10, Wonderful, (789)
"Great place to stay!!"
United States
Thomas
The price is AU$207
includes taxes & fees
23 Nov - 24 Nov
Holiday Inn Express Hotel & Suites Winchester by IHG
Lobby
Country Inn & Suites by Radisson, Winchester, VA
Country Inn & Suites by Radisson, Winchester, VA
3.0 star property
8.8 out of 10, Excellent, (1007)
"Our third stay here. Very nice and convenient to 81. "
United States
Dawn
The price is AU$152
includes taxes & fees
9 Nov - 10 Nov
Country Inn & Suites by Radisson, Winchester, VA
Lobby
Sleep Inn & Suites Winchester near University
Sleep Inn & Suites Winchester near University
2.5 star property
7.8 out of 10, Good, (1014)
"Better than where we are now."
United States
Robert
The price is AU$120
includes taxes & fees
23 Nov - 24 Nov
Sleep Inn & Suites Winchester near University
Desk, blackout curtains, free cots/infant beds, free WiFi
Red Roof Inn Winchester, VA
Red Roof Inn Winchester, VA
2.0 star property
7.4 out of 10, Good, (1005)
"Really friendly staff, room was clean and perfect for our family and dog. "
United States
Sabrina
The price is AU$115
includes taxes & fees
3 Nov - 4 Nov
Red Roof Inn Winchester, VA
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Our guide on where to stay in Winchester

Find the best Winchester areas for the activities you enjoy most.

Old Town Winchester

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

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

Stay near popular Winchester attractions

Museum of the Shenandoah Valley

4.5/5 (47 reviews)
You can spend time browsing the exhibits at Museum of the Shenandoah Valley during your trip to Winchester. Visit the top-notch restaurants or cosy cafes in this walkable area.
See properties

Shenandoah University

4.3/5 (137 reviews)
Enjoy the student vibe when you visit Shenandoah University during your trip to Winchester. While in this walkable area, you can savour the top-notch restaurants.
See properties

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.

See all hotels in Winchester

Top Winchester Hotel Reviews

Travelodge by Wyndham Winchester

Travelodge by Wyndham Winchester

10/10 Excellent
"Clean room and eat on and off to I81"
Fred 1-night trip
Posted 18 hours ago
Travelodge by Wyndham Winchester

More cheap accommodation in Winchester

Hampton Inn Winchester-University/Mall Area

Hampton Inn Winchester-University/Mall Area

640 East Jubal Early Drive, Winchester, VA
The price is AU$177 per night from 3 Nov to 4 Nov
AU$177
3 Nov - 4 Nov
includes taxes & fees
9/10 Wonderful! (1,000 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?
Charming 1800s Farmhouse on 47 Acres — Riverfront w/Views, Hot Tub, Pet-Friendly: 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. Kitchen amenities include a dishwasher, a fridge and a stovetop. 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?
Microtel Inn & Suites by Wyndham Winchester is a hotel with an indoor pool and free parking, and it's a top choice on Expedia for families. Other good choices for your child-friendly holiday include Country Inn & Suites by Radisson, Winchester, VA and Quality Inn Winchester. 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. Other good choices for a stay with your sweetheart include Secret Gardens Carriage House and ANS Inn has clean, spacious rooms located on 5 acres with little traffic.. 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 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. Other choices to soak up the local history include Secret Gardens Carriage House and ANS Inn has clean, spacious rooms located on 5 acres with little traffic.. 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 78 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.

Explore a world of travel with Expedia