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Sep 4 - Sep 6
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Sep 11 - Sep 13

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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, (1,003 reviews)
"Great stay love the area very clean and staff was very helpful"
United States
Jeanette
The price is ₩175,510
₩198,852 total
includes taxes & fees
Sep 13 - Sep 14
The George Washington Hotel, A Wyndham Grand Hotel
Free daily buffet breakfast

2. 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, (2,281 reviews)
"Great stop over"
United States
Raquel
The price is ₩148,066
₩164,798 total
includes taxes & fees
Sep 6 - Sep 7
La Quinta Inn & Suites by Wyndham Winchester
Fitness facility

3. 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, (1,001 reviews)
"I like the cleanliness of the room and the breakfast options."
United States
Henedina
The price is ₩146,002
₩165,420 total
includes taxes & fees
Sep 15 - Sep 16
Hampton Inn Winchester-University/Mall Area
Lobby

4. Days Inn by Wyndham Charles Town/Harpers Ferry

Days Inn by Wyndham Charles Town/Harpers Ferry
2.0 star property
29.6 km from Old Town Winchester
7.8 out of 10, Good, (1,004 reviews)
"staff is kind, room is clean, nice property"
United States
Nathaniel
The price is ₩94,647
₩106,951 total
includes taxes & fees
Sep 7 - Sep 8
Days Inn by Wyndham Charles Town/Harpers Ferry
Lobby

5. Spark by Hilton Winchester

Spark by Hilton Winchester
3.0 star property
2 km from Old Town Winchester
9.2 out of 10, Wonderful, (1,007 reviews)
"The staff was so friendly and the hotel was very clean"
United States
johnny
The price is ₩103,787
₩117,590 total
includes taxes & fees
Sep 28 - Sep 29
Spark by Hilton Winchester
Lobby

6. 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, (926 reviews)
"nice place to stay would recommend for others. very nice breakfast"
United States
Michael
The price is ₩124,720
₩138,814 total
includes taxes & fees
Sep 7 - Sep 8
Fairfield Inn & Suites by Marriott 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, (1,453 reviews)
"Excellent place"
United States
Ricky
The price is ₩117,366
₩130,627 total
includes taxes & fees
Sep 7 - Sep 8
Microtel Inn & Suites by Wyndham Winchester
Interior

8. 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, (548 reviews)
"Very nice property."
United States
Don
The price is ₩157,754
₩178,735 total
includes taxes & fees
Sep 16 - Sep 17
Hilton Garden Inn Winchester
Lobby

9. 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, (1,068 reviews)
"Clean room, convenient, bed was co.fortablr. great low price option."
United States
Thomas
The price is ₩103,238
₩113,874 total
includes taxes & fees
Sep 6 - Sep 7
Travelodge by Wyndham Winchester
2 bars/lounges, sports bar

10. Rodeway Inn & Suites Charles Town

Rodeway Inn & Suites Charles Town
2.0 star property
29.7 km from Old Town Winchester
8.6 out of 10, Excellent, (1,006 reviews)
"This is an excellent place to stay, the casino, national park is near by the hotel"
United States
Biju
The price is ₩99,534
₩112,473 total
includes taxes & fees
Oct 6 - Oct 7
Rodeway Inn & Suites Charles Town
Exterior

11. Quality Inn Winchester

Quality Inn Winchester
2.5 star property
4.3 km from Old Town Winchester
9.4 out of 10, Exceptional, (1,002 reviews)
"Nice breakfast, convenient location and helpful staff."
United States
Scott
The price is ₩107,557
₩119,711 total
includes taxes & fees
Sep 20 - Sep 21
Quality Inn Winchester
Exterior

12. 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, (1,002 reviews)
"Rooms very clean with comfortable beds after a long day of driving!"
United States
Jennifer
The price is ₩138,652
₩158,357 total
includes taxes & fees
Oct 4 - Oct 5
Holiday Inn Winchester Se-Historic Gateway by IHG
Restaurant

13. 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, (929 reviews)
"Rooms were nice clean well stocked"
United States
Jackie
The price is ₩142,395
₩161,333 total
includes taxes & fees
Sep 13 - Sep 14
Hampton Inn Winchester N/Conference Center, VA
Restaurant

14. The Inn at Charles Town - Hollywood Casino

The Inn at Charles Town - Hollywood Casino
3.0 star property
30 km from Old Town Winchester
8.6 out of 10, Excellent, (625 reviews)
"Clean rooms,friendly staff"
United States
Stephen
The price is ₩181,715
₩216,982 total
includes taxes & fees
Oct 5 - Oct 6
The Inn at Charles Town - Hollywood Casino
Room, 1 King Bed, Non Smoking | Premium bedding, pillowtop beds, blackout drapes, iron/ironing board

15. Travelodge By Wyndham Charles Town/Harpers Ferry

Travelodge By Wyndham Charles Town/Harpers Ferry
2.0 star property
29.5 km from Old Town Winchester
7.0 out of 10, Good, (321 reviews)
"Days inn and travel odge were together. Room door was broke. Toilet worked poorly. Breakfast was poor"
United States
Steven
The price is ₩86,598
₩97,854 total
includes taxes & fees
Sep 6 - Sep 7
Travelodge By Wyndham Charles Town/Harpers Ferry
Studio Suite, 1 Bedroom | In-room safe, desk, laptop workspace, blackout drapes

16. 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, (635 reviews)
"Loved the room and the bed was actually very comfortable. Very nice"
United States
Bridget
The price is ₩113,076
₩125,851 total
includes taxes & fees
Sep 13 - Sep 14
Candlewood Suites Winchester by IHG
Lobby sitting area

17. 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, (1,004 reviews)
"I have stayed here before, and will come again. This hotel always preforms well."
United States
Connor
The price is ₩109,643
₩122,034 total
includes taxes & fees
Sep 13 - Sep 14
Sleep Inn & Suites Winchester near University
Pool

18. APM Inn & Suites

APM Inn & Suites
2.0 star property
2.3 km from Old Town Winchester
7.2 out of 10, Good, (491 reviews)
"Excellent staff and rooms. Will stay again"
United States
Teresa
The price is ₩78,749
₩89,224 total
includes taxes & fees
Oct 1 - Oct 2
APM Inn & Suites
Reception

19. 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, (524 reviews)
"The staff was friendly, the room was clean, amenities were sufficient and comparable to similar hotels. We had a very nice stay here."
United States
Katherine
The price is ₩152,181
₩169,377 total
includes taxes & fees
Sep 15 - Sep 16
TownePlace Suites by Marriott Winchester
Exterior

20. 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, (895 reviews)
"Clean, receptive staff, great breakfast."
United States
Michael
The price is ₩164,660
₩183,268 total
includes taxes & fees
Sep 13 - Sep 14
SpringHill Suites by Marriott 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.
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Where to stay in Old Town Winchester

Find the best Old Town Winchester areas and neighborhoods for the activities you enjoy most.
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 Bright Box 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
"Great find! It’s new, it’s clean, great staff! Going again soon a stop on a longer trip into Virginia. It’s right off the highway!"
Lisa 1-night trip
Posted 3 hours ago
Holiday Inn Winchester Se-Historic Gateway by IHG

Frequently asked questions

What is Old Town Winchester like?
Old Town Winchester is a historic neighborhood known for its array of dining options. Are you looking for Old Town Winchester travel tips? Be sure to check out Shenandoah Valley Discovery Museum and Bright Box Theater while you're in the neighborhood.
How many hotels can I expect to find in the Old Town Winchester area?
With 13 Expedia hotels and other accommodations 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, most hotel bookings are fully refundable if cancelled prior to the accommodation's cancellation deadline, which is usually within 24-48 hours of your scheduled arrival. If you booked a non-refundable reservation, it may still be possible to cancel it and get a refund within 24 hours of your booking. Plug in your dates, click on "Search", then filter by "fully refundable" to get top deals in Old Town Winchester.
Where can I learn more about changing or cancelling my trip to Old Town Winchester?
For additional details about rescheduling or cancelling your trip to Old Town Winchester, head over to our customer service page.
What is there to do around this Winchester neighborhood?
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 to visit in the neighborhood. 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.