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Check prices for these dates

This weekend
31 Jul - 2 Aug
Next weekend
7 Aug - 9 Aug

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Our top choices for Old Town Winchester hotels

Bar (on property)

1. 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, (1,006 reviews)
"Clean room, great location, friendly staff"
United States
Kristen
The price is ฿4,393
฿4,977 total
includes taxes & fees
26 Aug - 27 Aug
The George Washington Hotel, A Wyndham Grand Hotel
Restaurant

2. Hampton Inn Winchester N/Conference Center, VA

Hampton Inn Winchester N/Conference Center, VA
2.5 star property
2.1 km from Old Town Winchester
9.2 out of 10, Wonderful, (916 reviews)
"The room was very clean and the front desk staffs were very nice."
United States
Angelina
The price is ฿3,702
฿4,195 total
includes taxes & fees
2 Aug - 3 Aug
Hampton Inn Winchester N/Conference Center, VA
Free daily buffet breakfast

3. La Quinta Inn & Suites by Wyndham Winchester

La Quinta Inn & Suites by Wyndham Winchester
3.0 star property
2.9 km from Old Town Winchester
9.2 out of 10, Wonderful, (2,275 reviews)
"It was very quiet and clean, great place to stay!"
United States
Wendy
The price is ฿3,669
฿4,084 total
includes taxes & fees
30 Jul - 31 Jul
La Quinta Inn & Suites by Wyndham Winchester
Lobby

4. Spark by Hilton Winchester

Spark by Hilton Winchester
3.0 star property
2 km from Old Town Winchester
9.0 out of 10, Wonderful, (1,009 reviews)
"Excellent hotel, very clean, nice beds."
United States
Sarat
The price is ฿2,448
฿2,773 total
includes taxes & fees
2 Aug - 3 Aug
Spark by Hilton Winchester
Lobby

5. Fairfield Inn & Suites by Marriott Winchester

Fairfield Inn & Suites by Marriott Winchester
3.0 star property
2.9 km from Old Town Winchester
9.2 out of 10, Wonderful, (901 reviews)
"Breakfast was great and very good price.would very much stay again."
United States
george
The price is ฿3,122
฿3,475 total
includes taxes & fees
10 Aug - 11 Aug
Fairfield Inn & Suites by Marriott Winchester
Snack bar

6. TRU By Hilton Winchester

TRU By Hilton Winchester
2.5 star property
4.4 km from Old Town Winchester
9.2 out of 10, Wonderful, (1,024 reviews)
"Great location and pleasant stay."
United States
Kelly
The price is ฿3,369
฿3,750 total
includes taxes & fees
30 Jul - 31 Jul
TRU By Hilton Winchester
Lobby

7. Microtel Inn & Suites by Wyndham Winchester

Microtel Inn & Suites by Wyndham Winchester
2.5 star property
4.1 km from Old Town Winchester
9.2 out of 10, Wonderful, (1,443 reviews)
"Pleasant stay!"
Canada
Angele
The price is ฿3,427
฿3,814 total
includes taxes & fees
2 Aug - 3 Aug
Microtel Inn & Suites by Wyndham Winchester
Reception

8. TownePlace Suites by Marriott Winchester

TownePlace Suites by Marriott Winchester
3.0 star property
3 km from Old Town Winchester
8.8 out of 10, Excellent, (518 reviews)
"Overall great place to stay. This is the third time we have stayed here. The air conditioning for the property is i"
United States
Joseph
The price is ฿3,809
฿4,240 total
includes taxes & fees
2 Aug - 3 Aug
TownePlace Suites by Marriott Winchester
Exterior

9. Comfort Inn & Suites Winchester

Comfort Inn & Suites Winchester
2.5 star property
7.8 km from Old Town Winchester
9.4 out of 10, Exceptional, (1,143 reviews)
"Clean room, quiet and Good breakfast"
United States
Richard
The price is ฿3,518
฿3,915 total
includes taxes & fees
26 Aug - 27 Aug
Comfort Inn & Suites Winchester
Exterior

10. Courtyard by Marriott Winchester

Courtyard by Marriott Winchester
3.0 star property
3.1 km from Old Town Winchester
9.0 out of 10, Wonderful, (1,000 reviews)
"Staff extremely helpful and nice. Good food in restaurant"
United States
Valerie
The price is ฿3,605
฿4,013 total
includes taxes & fees
12 Aug - 13 Aug
Courtyard by Marriott Winchester
Free breakfast

11. Holiday Inn Express Hotel & Suites Winchester by IHG

Holiday Inn Express Hotel & Suites Winchester by IHG
2.5 star property
3.1 km from Old Town Winchester
9.0 out of 10, Wonderful, (856 reviews)
"Pool hot tub breakfast rooms were amazing for family trip. Staff was really nice too"
United States
Edward
The price is ฿3,459
฿3,850 total
includes taxes & fees
9 Aug - 10 Aug
Holiday Inn Express Hotel & Suites Winchester by IHG
Fitness facility

12. Hampton Inn Winchester-University/Mall Area

Hampton Inn Winchester-University/Mall Area
2.5 star property
2.1 km from Old Town Winchester
9.0 out of 10, Wonderful, (1,002 reviews)
"We stay here on the way to NY ,great location ,close to I-81,"
United States
John
The price is ฿3,452
฿3,911 total
includes taxes & fees
16 Aug - 17 Aug
Hampton Inn Winchester-University/Mall Area
Exterior

13. Holiday Inn Winchester Se-Historic Gateway by IHG

Holiday Inn Winchester Se-Historic Gateway by IHG
3.0 star property
3.2 km from Old Town Winchester
9.0 out of 10, Wonderful, (1,008 reviews)
"Very clean and nicely decorated property"
United States
shayla
The price is ฿2,799
฿3,216 total
includes taxes & fees
16 Aug - 17 Aug
Holiday Inn Winchester Se-Historic Gateway by IHG
Interior

14. Hilton Garden Inn Winchester

Hilton Garden Inn Winchester
3.0 star property
2.1 km from Old Town Winchester
9.0 out of 10, Wonderful, (540 reviews)
"Our stay was very nice , would stay again. "
United States
James
The price is ฿3,007
฿3,407 total
includes taxes & fees
1 Aug - 2 Aug
Hilton Garden Inn Winchester
Exterior

15. SpringHill Suites by Marriott Winchester

SpringHill Suites by Marriott Winchester
2.5 star property
5.3 km from Old Town Winchester
9.4 out of 10, Exceptional, (879 reviews)
"Comfortable for my family of 6. Great breakfast."
United States
Julianne
The price is ฿3,825
฿4,257 total
includes taxes & fees
3 Aug - 4 Aug
SpringHill Suites by Marriott Winchester
Lobby

16. Travelodge by Wyndham Winchester

Travelodge by Wyndham Winchester
2.5 star property
2.9 km from Old Town Winchester
8.6 out of 10, Excellent, (1,053 reviews)
"Great staff, clean rooms and good breakfast."
United States
Jeffrey
The price is ฿2,325
฿2,564 total
includes taxes & fees
28 Jul - 29 Jul
Travelodge by Wyndham Winchester
Exterior

17. Quality Inn Winchester

Quality Inn Winchester
2.5 star property
4.3 km from Old Town Winchester
9.4 out of 10, Exceptional, (1,006 reviews)
"Dated property, but reasonable rates and great staff."
United States
John
The price is ฿3,328
฿3,704 total
includes taxes & fees
24 Aug - 25 Aug
Quality Inn Winchester
Lobby

18. Country Inn & Suites by Radisson, Winchester, VA

Country Inn & Suites by Radisson, Winchester, VA
3.0 star property
7.5 km from Old Town Winchester
8.8 out of 10, Excellent, (1,005 reviews)
"Always clean and a friendly staff. Breakfast is okay, nothing special, but one of my favorite hotels in the Winchester area."
United States
Josh
The price is ฿2,938
฿3,270 total
includes taxes & fees
9 Aug - 10 Aug
Country Inn & Suites by Radisson, Winchester, VA
Studio Suite, 1 Bedroom | In-room safe, desk, laptop workspace, blackout curtains

19. Candlewood Suites Winchester by IHG

Candlewood Suites Winchester by IHG
2.5 star property
3.1 km from Old Town Winchester
8.8 out of 10, Excellent, (616 reviews)
"Staff was very helpful & friendly. Room was above expectations. Would stay there again."
United States
Marian
The price is ฿2,642
฿2,940 total
includes taxes & fees
2 Aug - 3 Aug
Candlewood Suites Winchester by IHG
Lobby sitting area

20. Sleep Inn & Suites Winchester near University

Sleep Inn & Suites Winchester near University
2.5 star property
3.1 km from Old Town Winchester
7.8 out of 10, Good, (1,007 reviews)
"A clean hotel and friendly staff"
United States
Katrina
The price is ฿2,426
฿2,700 total
includes taxes & fees
17 Aug - 18 Aug
Sleep Inn & Suites Winchester near University
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 Old Town Winchester

Find the best Old Town Winchester areas for the activities you enjoy most. Learn more about Old Town Winchester
Learn more about Old Town Winchester
A red brick church with a blue door and a clock tower.
Photo by Fernando Begay
Open Photo by Fernando Begay

Winchester Historic District

While visiting Winchester Historic District, you might make a stop by sights like Winchester Little Theater and Shenandoah Valley Discovery Museum.

Top Old Town Winchester Hotel Reviews

Holiday Inn Winchester Se-Historic Gateway by IHG

Holiday Inn Winchester Se-Historic Gateway by IHG

10/10 Excellent
"Check in was quick and easy. Clerk was wonderful and knowledgeable about the area. Over all a pleasant stay."
Michele 1-night trip
Posted 2 hours ago
Holiday Inn Winchester Se-Historic Gateway by IHG

Frequently asked questions

What is Old Town Winchester like?
Old Town Winchester is an historic neighbourhood known for its array of dining options. Are you looking for Old Town Winchester travel tips? Make sure that you visit Shenandoah Valley Discovery Museum and Bright Box Theater while you're in the neighbourhood.
Where is the best place to stay in Old Town Winchester?
Based on our traveller data, The George Washington Hotel, A Wyndham Grand Hotel is one of the top choices for your stay in Old Town Winchester. This hotel offers a full-service spa and 2 restaurants.
How many hotels should I expect to find in the Old Town Winchester area?
With 13 Expedia hotels and other accommodation options in Old Town Winchester to choose from, this is a good starting point for exploring the greater Winchester area.
If I need to cancel my hotel reservation in Old Town Winchester, will I receive a refund?
Yes, the majority of room reservations are fully refundable provided that you cancel before the hotel's cancellation deadline, which often is within 24-48 hours of your scheduled arrival. If you booked a non-refundable reservation, you might be able to still cancel and be given a refund within 24 hours of your booking. Enter dates in and click on "Search", then use the filter option "fully refundable" to review the best deals available in Old Town Winchester.
What is there to do around this Winchester neighbourhood?
Sights like Bright Box Theater and Old Court House Civil War Museum can be part of your cultural tour of Old Town Winchester. Shenandoah Valley Discovery Museum and Handley Regional Library are some other stops worth a visit in the neighbourhood. A few places to visit in the area around Old Town Winchester include George Washington's Office, Mt Hebron Cemetery and Winchester Little Theater. When you're sightseeing in Winchester, Stonewall Jackson's Headquarters and Patsy Cline Historic House are also worth a stop.