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Top hotels and accommodation in Winchester

Exterior
La Quinta Inn & Suites by Wyndham Winchester

La Quinta Inn & Suites by Wyndham Winchester

3.0 star property
Winchester
9.2 out of 10, Wonderful, (2214)
"The room was clean and in good condition"
United States
Jeffrey
Travelling with family
The price is AU$154
includes taxes & fees
16 Dec - 17 Dec
La Quinta Inn & Suites by Wyndham 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
Old Town Winchester
9.4 out of 10, Exceptional, (1006)
"Got nice quiet and spacious room."
United States
Mark
Travelling solo
The price is AU$217
includes taxes & fees
7 Dec - 8 Dec
The George Washington Hotel, A Wyndham Grand Hotel
Snack bar
TRU By Hilton Winchester

TRU By Hilton Winchester

2.5 star property
Winchester
9.0 out of 10, Wonderful, (765)
"Clean decent size room. easy parking"
United States
Zuzka
Travelling solo
The price is AU$121
includes taxes & fees
5 Jan - 6 Jan 2026
TRU By Hilton Winchester
Lobby
Travelodge by Wyndham Winchester

Travelodge by Wyndham Winchester

2.5 star property
Winchester
8.6 out of 10, Excellent, (1102)
"Friendly staff and a clean room."
United States
Kim
The price is AU$112
includes taxes & fees
14 Dec - 15 Dec
Travelodge by Wyndham Winchester
Exterior
Holiday Inn Winchester Se-Historic Gateway by IHG

Holiday Inn Winchester Se-Historic Gateway by IHG

3.0 star property
Winchester
9.0 out of 10, Wonderful, (1003)
"The bar and restaurant, when open, is very nice and convenient."
United States
Kenna
Travelling for leisure
The price is AU$126
includes taxes & fees
14 Dec - 15 Dec
Holiday Inn Winchester Se-Historic Gateway by IHG
Lobby
Microtel Inn & Suites by Wyndham Winchester

Microtel Inn & Suites by Wyndham Winchester

2.5 star property
Winchester
9.2 out of 10, Wonderful, (1370)
"Clean comfortable room, friendly staff."
United States
Jay
The price is AU$119
includes taxes & fees
5 Jan - 6 Jan 2026
Microtel Inn & Suites by Wyndham Winchester
Exterior
Quality Inn Winchester

Quality Inn Winchester

2.5 star property
Winchester
9.2 out of 10, Wonderful, (1003)
"room was comfortable and clean"
United States
Mike
Travelling for leisure
The price is AU$125
includes taxes & fees
14 Dec - 15 Dec
Quality Inn Winchester
Suite, 1 Bedroom
Candlewood Suites Winchester by IHG

Candlewood Suites Winchester by IHG

2.5 star property
Winchester
8.8 out of 10, Excellent, (542)
"Property was very clean. in a safe location and close to the interstate"
United States
Dana
Travelling solo
The price is AU$128
includes taxes & fees
3 Jan - 4 Jan 2026
Candlewood Suites Winchester by IHG
Pillow-top beds, desk, laptop workspace, blackout curtains
SpringHill Suites by Marriott Winchester

SpringHill Suites by Marriott Winchester

2.5 star property
Winchester
9.4 out of 10, Exceptional, (773)
"Comfortable beds and clean room"
United States
Sharon
Travelling with family
The price is AU$176
includes taxes & fees
14 Dec - 15 Dec
SpringHill Suites by Marriott Winchester
Indoor pool
Hilton Garden Inn Winchester

Hilton Garden Inn Winchester

3.0 star property
Winchester
9.0 out of 10, Wonderful, (507)
"Friendly staff and clean room."
United States
Jennie
Travelling for leisure
The price is AU$164
includes taxes & fees
14 Dec - 15 Dec
Hilton Garden Inn Winchester
Lobby
Spark by Hilton Winchester

Spark by Hilton Winchester

3.0 star property
Winchester
9.0 out of 10, Wonderful, (1001)
"Exceptionally comfortable beds at this location!"
United States
Sheryl
Travelling for leisure
The price is AU$129
includes taxes & fees
4 Jan - 5 Jan 2026
Spark by Hilton Winchester
Exterior
Fairfield Inn & Suites by Marriott Winchester

Fairfield Inn & Suites by Marriott Winchester

2.5 star property
Winchester
9.0 out of 10, Wonderful, (797)
"This was a very clean well run hotel"
United States
David
Travelling with partner
The price is AU$153
includes taxes & fees
16 Dec - 17 Dec
Fairfield Inn & Suites by Marriott Winchester
Porch
Hampton Inn Winchester-University/Mall Area

Hampton Inn Winchester-University/Mall Area

2.5 star property
Winchester
9.0 out of 10, Wonderful, (1001)
"I loved everything about this hotel mainly the cleanliness and comfort."
United States
Beth
Travelling solo
The price is AU$170
includes taxes & fees
4 Jan - 5 Jan 2026
Hampton Inn Winchester-University/Mall Area
Property amenity
Holiday Inn Express Hotel & Suites Winchester by IHG

Holiday Inn Express Hotel & Suites Winchester by IHG

2.5 star property
Winchester
9.0 out of 10, Wonderful, (797)
"We have a renovated room that is very nice and clean."
United States
Samantha
Travelling for leisure
The price is AU$157
includes taxes & fees
15 Dec - 16 Dec
Holiday Inn Express Hotel & Suites Winchester by IHG
Exterior
Comfort Inn & Suites Winchester

Comfort Inn & Suites Winchester

2.5 star property
Winchester
9.4 out of 10, Exceptional, (1071)
"The room was large and clean"
United States
Johannes
Travelling for leisure
The price is AU$163
includes taxes & fees
16 Dec - 17 Dec
Comfort Inn & Suites Winchester
Restaurant
Courtyard by Marriott Winchester

Courtyard by Marriott Winchester

3.0 star property
Winchester
9.0 out of 10, Wonderful, (911)
"Room was comfortable and clean"
United States
Lisa
Travelling for leisure
The price is AU$176
includes taxes & fees
17 Dec - 18 Dec
Courtyard by Marriott Winchester
Lobby
Country Inn & Suites by Radisson, Winchester, VA

Country Inn & Suites by Radisson, Winchester, VA

3.0 star property
Winchester
8.8 out of 10, Excellent, (1001)
"The kitchen staff has been great."
United States
Debra
Travelling with family
The price is AU$133
includes taxes & fees
4 Jan - 5 Jan 2026
Country Inn & Suites by Radisson, Winchester, VA
Lobby
Sleep Inn & Suites Winchester near University

Sleep Inn & Suites Winchester near University

2.5 star property
Winchester
7.8 out of 10, Good, (1008)
"It [hotel] was clean and had an easy check in"
United States
Valerie
Travelling with partner
The price is AU$97
includes taxes & fees
4 Jan - 5 Jan 2026
Sleep Inn & Suites Winchester near University
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
Winchester
6.6 out of 10, (478)
"The bed, floor, and linens were very CLEAN."
United States
Anthony
Travelling solo
The price is AU$102
includes taxes & fees
8 Dec - 9 Dec
Days Inn by Wyndham Winchester
Desk, blackout curtains, free cots/infant beds, free WiFi
Red Roof Inn Winchester, VA

Red Roof Inn Winchester, VA

2.0 star property
Winchester
7.4 out of 10, Good, (1002)
"The room was clean and very nice."
United States
John J
Travelling solo
The price is AU$100
includes taxes & fees
1 Jan - 2 Jan 2026
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

Great weekend hotel deals in Winchester, VA

Showing deals for:12 Dec - 14 Dec

Image gallery for The Grape Escape - A-Frame Cabin

Exterior

The Grape Escape - A-Frame Cabin

2.0 star property
Linden
10/10Exceptional (11 reviews)
7% off
Price is AU$1,290
for 2 nights, 1 cabin
AU$645 per night
includes taxes & fees
The Grape Escape - A-Frame Cabin
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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 Shenandoah Valley Discovery Museum.

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

Recent Reviews in Winchester

Spark by Hilton Winchester

Spark by Hilton Winchester

10/10 Excellent
"good"
bhagavathgeet 1-night trip
Posted 3 days ago
Spark by Hilton Winchester

More cheap accommodation in Winchester

Hampton Inn Martinsburg

Hampton Inn Martinsburg

975 Foxcroft Ave Martinsburg WV
The price is AU$142 per night from 11 Dec to 12 Dec
AU$142
11 Dec - 12 Dec
includes taxes & fees
8.4/10 Very Good! (985 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?
✨Luxurious Mountaintop Lodge🏔️WOW Scenic Views🫧Hot Tub under the BIG SKY STARS 🌟: This holiday home rental outside of Winchester is located in the mountains, and has a fireplace, a balcony and a BBQ to put you at ease in your new surroundings. It has 5 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. You can relax into your holiday with a selection of games and 1 hot tub. 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 Holiday Inn Winchester Se-Historic Gateway by IHG. Also, attractions such as Shenandoah Valley Discovery Museum and Rocking S Ranch 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 Stonewall Jackson's Headquarters, Patsy Cline Historic House and George Washington's Office. 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 Hilton Garden Inn 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 79 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, Museum of the Shenandoah Valley and Old Court House Civil War Museum. Families come for attractions such as Shenandoah Valley Discovery Museum, Rocking S Ranch and Nalls Farm Market. Notable for its historic sites, landmarks like Stonewall Jackson's Headquarters, Patsy Cline Historic House and George Washington's Office 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.

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