Winchester Hotels from S$88

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28 Nov - 29 Nov
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Top 10 trending Winchester hotels

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, (2238)
"A run of the mill motel good for a travel break."
United States
CARL
The price is S$132
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, (1007)
"Love this hotel and the location. Staff is super friendly. "
United States
Casey
The price is S$186
includes taxes & fees
28 Dec - 29 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, (757)
"The hotel was clean and the staff was pleasant."
United States
Sherri
The price is S$113
includes taxes & fees
29 Dec - 30 Dec
TRU By Hilton Winchester
Lobby
Travelodge by Wyndham Winchester

Travelodge by Wyndham Winchester

2.5 star property
Winchester
8.6 out of 10, Excellent, (1097)
"Good price, good location "
United States
George
The price is S$96
includes taxes & fees
1 Dec - 2 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 room was very clean and the staff were friendly and courteous."
United States
Maria
The price is S$110
includes taxes & fees
8 Dec - 9 Dec
Holiday Inn Winchester Se-Historic Gateway by IHG
Exterior
Quality Inn Winchester

Quality Inn Winchester

2.5 star property
Winchester
9.2 out of 10, Wonderful, (1006)
"Staff are amazing stayed twice in a week and every one was so kind friendly and happy to have us The women who is in the breakfast room was super The rooms where clean and comfortable "
United States
Koren
The price is S$107
includes taxes & fees
10 Dec - 11 Dec
Quality Inn Winchester
Lobby
Microtel Inn & Suites by Wyndham Winchester

Microtel Inn & Suites by Wyndham Winchester

2.5 star property
Winchester
9.2 out of 10, Wonderful, (1372)
"Excellent accommodations"
United States
Loretta
The price is S$105
includes taxes & fees
28 Dec - 29 Dec
Microtel Inn & Suites by Wyndham Winchester
In-room safe, desk, laptop workspace, blackout curtains
Candlewood Suites Winchester by IHG

Candlewood Suites Winchester by IHG

2.5 star property
Winchester
8.8 out of 10, Excellent, (541)
"Very clean room, excellent staff!!!"
United States
James
The price is S$112
includes taxes & fees
29 Dec - 30 Dec
Candlewood Suites Winchester by IHG
Indoor pool
Hilton Garden Inn Winchester

Hilton Garden Inn Winchester

3.0 star property
Winchester
9.0 out of 10, Wonderful, (506)
"Great hotel"
United States
DONNA D
The price is S$140
includes taxes & fees
7 Dec - 8 Dec
Hilton Garden Inn Winchester
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, (770)
"Clean room, nice area, friendly staff "
United States
chad
The price is S$143
includes taxes & fees
28 Dec - 29 Dec
SpringHill 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, (1002)
"Staff, clean room, very comfortable bed!"
United States
Terri
The price is S$152
includes taxes & fees
4 Dec - 5 Dec
Hampton Inn Winchester-University/Mall Area
Lobby
Spark by Hilton Winchester

Spark by Hilton Winchester

3.0 star property
Winchester
9.0 out of 10, Wonderful, (1006)
"Great location close to restaurants "
United States
SILVIA
The price is S$120
includes taxes & fees
7 Dec - 8 Dec
Spark by Hilton Winchester
Exterior
Comfort Inn & Suites Winchester

Comfort Inn & Suites Winchester

2.5 star property
Winchester
9.4 out of 10, Exceptional, (1069)
"Staff was very friendly, room clean and neat."
United States
Arnold
The price is S$131
includes taxes & fees
3 Dec - 4 Dec
Comfort Inn & Suites Winchester
Restaurant
Courtyard by Marriott Winchester

Courtyard by Marriott Winchester

3.0 star property
Winchester
8.8 out of 10, Excellent, (906)
"The staff is very friendly and helpful"
United States
Michael
The price is S$151
includes taxes & fees
4 Dec - 5 Dec
Courtyard by Marriott Winchester
Reception
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, (1011)
"Have stayed here multiple times -always good"
United States
Robert
The price is S$129
includes taxes & fees
14 Dec - 15 Dec
Country Inn & Suites by Radisson, Winchester, VA
Exterior
Fairfield Inn & Suites by Marriott Winchester

Fairfield Inn & Suites by Marriott Winchester

2.5 star property
Winchester
9.0 out of 10, Wonderful, (795)
"Quick check in, clean room, friendly staff."
United States
Darcy
The price is S$131
includes taxes & fees
9 Dec - 10 Dec
Fairfield Inn & Suites by Marriott Winchester
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, (795)
"Great place to stay!!"
United States
Thomas
The price is S$134
includes taxes & fees
15 Dec - 16 Dec
Holiday Inn Express Hotel & Suites Winchester by IHG
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, (477)
"Staff was pleasant"
United States
Marie
The price is S$88
includes taxes & fees
8 Dec - 9 Dec
Days Inn by Wyndham Winchester
Lobby
Sleep Inn & Suites Winchester near University

Sleep Inn & Suites Winchester near University

2.5 star property
Winchester
7.8 out of 10, Good, (1006)
"The rooms were clean and the facility seemed safe and well maintained. The room had seen many patches and repairs and had a distinct smell. The indoor pool, “gym” and breakfast were a plus. "
United States
tyshia
The price is S$93
includes taxes & fees
21 Dec - 22 Dec
Sleep Inn & Suites Winchester near University
Coffee service
Motel 6 Winchester, VA

Motel 6 Winchester, VA

2.0 star property
Winchester
8.2 out of 10, Very good, (1008)
"Very good and convenient budget motel in Winchester, happy to recommend."
United States
Jane
The price is S$100
includes taxes & fees
4 Dec - 5 Dec
Motel 6 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.
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Image gallery for Guest House at Mt. Independence

Flat-screen TV

Guest House at Mt. Independence

4.0 star property
Delaplane
10/10Exceptional (3 reviews)
12% off
Price is S$713
for 2 nights, 1 room
S$357 per night
includes taxes & fees
Guest House at Mt. Independence
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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.
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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.
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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

Country Inn & Suites by Radisson, Winchester, VA

Country Inn & Suites by Radisson, Winchester, VA

10/10 Excellent
"Great stay!"
gary 1-night trip
Posted 2 days ago
Country Inn & Suites by Radisson, Winchester, VA

More cheap stays in Winchester

Hampton Inn Martinsburg

Hampton Inn Martinsburg

975 Foxcroft Ave Martinsburg WV
The price is S$122 per night from 29 Dec to 30 Dec
S$122
29 Dec - 30 Dec
includes taxes & fees
8.4/10 Very Good! (979 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.
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 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 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 Patsy Cline Historic House, Stonewall Jackson's Headquarters 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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