A white neoclassical building with columns, an American flag, and a clock tower.

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Oct 9 - Oct 11
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Oct 16 - Oct 18

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Our top choices for Old Town Winchester hotels

A courtyard with a fountain, tables with white tablecloths, and brick buildings.

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, (1,002 reviews)
"The room was very comfortable. Uno's was a wonderful place to eat!"
United States
Carol
The price is ₩174,754
₩197,995 total
includes taxes & fees
Oct 28 - Oct 29
The George Washington Hotel, A Wyndham Grand Hotel
A modern dining area with a high ceiling, recessed lighting, and a large window providing natural light.

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, (2,272 reviews)
"Nice room, good breakfast. Friendly staff, definitely would stay here again."
United States
Earl
The price is ₩137,519
₩153,058 total
includes taxes & fees
Oct 4 - Oct 5
La Quinta Inn & Suites by Wyndham Winchester
A Courtyard by Marriott hotel with a covered entrance, multiple floors, and a brick facade.

3. 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, (1,003 reviews)
"Awesome location! Friendly staff"
United States
Angel J
The price is ₩135,575
₩150,895 total
includes taxes & fees
Oct 18 - Oct 19
Courtyard by Marriott Winchester
A spacious lobby with a checkered floor, yellow chairs, a green carpet, and a wall with the text "It only takes a spark".

4. Spark by Hilton Winchester

Spark by Hilton Winchester
3.0 star property
2 km from Old Town Winchester
9.2 out of 10, Wonderful, (1,004 reviews)
"Very nice and welcoming staff, nice location, pool and included breakfast available!"
United States
carrie
The price is ₩103,608
₩117,388 total
includes taxes & fees
Nov 2 - Nov 3
Spark by Hilton Winchester
A modern lobby with a seating area, a flat-screen TV, and a large window offering a view of the outdoors.

5. 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, (1,444 reviews)
"Very clean hotel and rooms. Breakfast was very good too!"
United States
Marcia
The price is ₩123,311
₩137,246 total
includes taxes & fees
Nov 1 - Nov 2
Microtel Inn & Suites by Wyndham Winchester
A modern hotel lobby with a sofa set, two armchairs, a coffee table, and a reception desk.

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, (943 reviews)
"Great stay"
United States
Dawn
The price is ₩124,183
₩138,216 total
includes taxes & fees
Nov 2 - Nov 3
Fairfield Inn & Suites by Marriott Winchester
A modern hotel lobby with a reception desk, seating area, and a large window providing natural light.

7. 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, (943 reviews)
"Clean room and quiet and breakfast great"
United States
Michael
The price is ₩141,781
₩160,638 total
includes taxes & fees
Oct 18 - Oct 19
Hampton Inn Winchester N/Conference Center, VA
A Holiday Inn hotel with a modern design, featuring a covered entrance and multiple floors.

8. 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, (1,006 reviews)
"Rooms very clean with comfortable beds after a long day of driving!"
United States
Jennifer
The price is ₩135,374
₩154,692 total
includes taxes & fees
Oct 7 - Oct 8
Holiday Inn Winchester Se-Historic Gateway by IHG
A self-service beverage station with a refrigerated drink dispenser, a coffee machine, and a variety of snacks.

9. 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, (1,001 reviews)
"Hotel was very clean and breakfast was delicious with a lot of options"
United States
Kailyn
The price is ₩119,800
₩133,338 total
includes taxes & fees
Nov 1 - Nov 2
TRU By Hilton Winchester
A Comfort Inn & Suites building with a modern design, featuring a prominent logo on the facade, a covered entrance, and multiple windows.

10. 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, (1,133 reviews)
"Great location with easy access to nice dining. Very courteous staff."
United States
John
The price is ₩132,158
₩147,092 total
includes taxes & fees
Oct 11 - Oct 12
Comfort Inn & Suites Winchester
A modern dining area with a large white table, blue chairs, and a flat-screen TV mounted on the wall.

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, (868 reviews)
"Clean room 👌 friendly staff"
United States
Gregory.
The price is ₩168,883
₩187,969 total
includes taxes & fees
Oct 18 - Oct 19
Holiday Inn Express Hotel & Suites Winchester by IHG
An outdoor patio with a fire feature, seating, and a covered area.

12. 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, (902 reviews)
"Clean, receptive staff, great breakfast."
United States
Michael
The price is ₩163,950
₩182,477 total
includes taxes & fees
Nov 1 - Nov 2
SpringHill Suites by Marriott Winchester
A restaurant interior with a bar area, seating, and artwork on the walls.

13. DoubleTree by Hilton Front Royal Blue Ridge Shadows

DoubleTree by Hilton Front Royal Blue Ridge Shadows
4.0 star property
21.9 km from Old Town Winchester
9.0 out of 10, Wonderful, (1,000 reviews)
"Always a great stay when golfing at Blue Ridge Shadows!"
United States
Brian
The price is ₩158,267
₩174,568 total
includes taxes & fees
Nov 1 - Nov 2
DoubleTree by Hilton Front Royal Blue Ridge Shadows
A modern living room with a sofa, armchair, dining table, and chairs. There is a TV mounted on the wall and a small table with a lamp.

14. 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, (1,073 reviews)
"Very nice stay great staff and very clean"
United States
john
The price is ₩95,164
₩104,962 total
includes taxes & fees
Oct 5 - Oct 6
Travelodge by Wyndham Winchester
A modern interior with a geometric ceiling design, recessed lighting, and hanging pendant lights.

15. 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, (554 reviews)
"Clean room, easy on and off, coffee and water complimentary"
United States
Wendy
The price is ₩156,069
₩176,827 total
includes taxes & fees
Oct 12 - Oct 13
Hilton Garden Inn Winchester
A spacious living room with a fireplace, wooden staircase, and a bookshelf.

16. 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, (1,003 reviews)
"Great stay."
United States
Allen
The price is ₩124,276
₩138,319 total
includes taxes & fees
Oct 25 - Oct 26
Country Inn & Suites by Radisson, Winchester, VA
A gym with treadmills, exercise balls, and a mirrored wall.

17. 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, (1,000 reviews)
"I like the cleanliness of the room and the breakfast options."
United States
Henedina
The price is ₩125,255
₩141,914 total
includes taxes & fees
Nov 1 - Nov 2
Hampton Inn Winchester-University/Mall Area
A hotel lobby with seating, a reception desk, and a refrigerated display.

18. 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, (528 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 ₩151,525
₩168,646 total
includes taxes & fees
Oct 8 - Oct 9
TownePlace Suites by Marriott Winchester
A modern hotel with a covered outdoor area, landscaped gardens, and a parking lot.

19. Quality Inn Winchester

Quality Inn Winchester
2.5 star property
4.3 km from Old Town Winchester
9.4 out of 10, Exceptional, (1,004 reviews)
"It was our third time staying here—always such a great place to stay. The staff is the friendliest!"
United States
Joseph
The price is ₩112,790
₩125,536 total
includes taxes & fees
Oct 25 - Oct 26
Quality Inn Winchester
A hotel room with a bed, a brown sofa, a round table, a lamp, a window with a decorative screen, and a framed picture on the wall.

20. 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, (647 reviews)
"Loved the room and the bed was actually very comfortable. Very nice"
United States
Bridget
The price is ₩140,736
₩156,646 total
includes taxes & fees
Oct 25 - Oct 26
Candlewood Suites Winchester by IHG
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

The Inn at Charles Town - Hollywood Casino

The Inn at Charles Town - Hollywood Casino

10/10 Excellent
"Horse racing!!!!"
Jeff 2-night trip
Posted 2 hours ago
The Inn at Charles Town - Hollywood Casino

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 Bright Box Theater and Shenandoah Valley Discovery Museum while you're in the neighborhood.
Where is the best place to stay in Old Town Winchester?
Based on our traveler 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 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.