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

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Oct 16 - Oct 18
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Oct 23 - Oct 25

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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, (1,001 reviews)
"The room was very comfortable. Uno's was a wonderful place to eat!"
United States
Carol
The price is ₩174,743
₩197,983 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, (2,274 reviews)
"Great place to stay the night after a long drive"
United States
lucy
The price is ₩144,748
₩161,105 total
includes taxes & fees
Oct 18 - Oct 19
La Quinta Inn & Suites by Wyndham Winchester
A spacious lobby with a checkered floor, yellow chairs, a green carpet, and a wall with the text "It only takes a spark".

3. Spark by Hilton Winchester

Spark by Hilton Winchester
3.0 star property
2 km from Old Town Winchester
9.2 out of 10, Wonderful, (1,005 reviews)
"Very nice and welcoming staff, nice location, pool and included breakfast available!"
United States
carrie
The price is ₩102,516
₩116,151 total
includes taxes & fees
Oct 18 - Oct 19
Spark by Hilton Winchester
A Courtyard by Marriott hotel with a covered entrance, multiple floors, and a brick facade.

4. 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)
"Very clean, very comfortable beds, generous room good pillow, selection, clean, and roomy bathroom"
United States
John
The price is ₩135,567
₩150,885 total
includes taxes & fees
Oct 18 - Oct 19
Courtyard by Marriott 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, (1,440 reviews)
"Great place to stop during road trip, breakfast was satisfying and coffee was good"
United States
Katheryne
The price is ₩115,798
₩128,883 total
includes taxes & fees
Nov 8 - Nov 9
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, (952 reviews)
"Great place to stay in Winchester."
United States
Thomas
The price is ₩124,175
₩138,207 total
includes taxes & fees
Nov 1 - Nov 2
Fairfield Inn & Suites by Marriott Winchester
A gym with treadmills, exercise balls, and a mirrored wall.

7. 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 ₩129,871
₩147,143 total
includes taxes & fees
Nov 1 - Nov 2
Hampton Inn Winchester-University/Mall Area
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, (1,003 reviews)
"For the price we could not ask for more......well run hotel.....thanks!"
United States
Jeffrey
The price is ₩132,686
₩151,700 total
includes taxes & fees
Nov 9 - Nov 10
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, (1,003 reviews)
"Hotel was very clean and breakfast was delicious with a lot of options"
United States
Kailyn
The price is ₩114,297
₩127,212 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 ₩133,289
₩148,350 total
includes taxes & fees
Oct 18 - Oct 19
Comfort Inn & Suites Winchester
An outdoor patio with a fire feature, seating, and a covered area.

11. 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, (907 reviews)
"Clean, receptive staff, great breakfast."
United States
Michael
The price is ₩152,146
₩169,339 total
includes taxes & fees
Nov 8 - Nov 9
SpringHill Suites by Marriott Winchester
A modern dining area with a large white table, blue chairs, and a flat-screen TV mounted on the wall.

12. 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 ₩152,790
₩170,054 total
includes taxes & fees
Nov 12 - Nov 13
Holiday Inn Express Hotel & Suites Winchester by IHG
A spacious hotel dining area with multiple tables and chairs, large windows, and a kitchen area visible in the background.

13. 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, (556 reviews)
"Clean room, easy on and off, coffee and water complimentary"
United States
Wendy
The price is ₩161,769
₩183,284 total
includes taxes & fees
Oct 18 - Oct 19
Hilton Garden Inn Winchester
A restaurant interior with a bar area, seating, and artwork on the walls.

14. 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, (1,001 reviews)
"Always a great stay when golfing at Blue Ridge Shadows!"
United States
Brian
The price is ₩145,070
₩160,012 total
includes taxes & fees
Nov 12 - Nov 13
DoubleTree by Hilton Front Royal Blue Ridge Shadows
A hotel lobby with seating, a reception desk, and a refrigerated display.

15. 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, (531 reviews)
"Always a great place to land!! Love the location!! Great walking areas, a grocery store and lots of restaurants within walking distance!! Many many good wineries as well!!"
United States
Lori
The price is ₩151,516
₩168,639 total
includes taxes & fees
Oct 18 - Oct 19
TownePlace Suites by Marriott 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 ₩118,372
₩131,748 total
includes taxes & fees
Nov 8 - Nov 9
Country Inn & Suites by Radisson, Winchester, VA
A hotel room with two beds, a desk, a TV, and a window with a view.

17. 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, (949 reviews)
"Clean room and quiet and breakfast great"
United States
Michael
The price is ₩141,773
₩160,628 total
includes taxes & fees
Oct 18 - Oct 19
Hampton Inn Winchester N/Conference Center, VA
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.

18. 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, (1,080 reviews)
"Very nice stay great staff and very clean"
United States
john
The price is ₩95,158
₩104,955 total
includes taxes & fees
Oct 18 - Oct 19
Travelodge by Wyndham 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.

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, (652 reviews)
"Nice place to stay. Convenient for our travels."
United States
marilyn
The price is ₩113,922
₩126,802 total
includes taxes & fees
Nov 1 - Nov 2
Candlewood Suites Winchester by IHG
A hotel lobby with a reception desk, seating area with a round table, and a bar.

20. Fairfield Inn & Suites Strasburg Shenandoah Valley

Fairfield Inn & Suites Strasburg Shenandoah Valley
3.0 star property
24.9 km from Old Town Winchester
9.0 out of 10, Wonderful, (1,000 reviews)
"Very affordable, nice rooms, and conveniently located - greatly enjoyed our stay!"
United States
Patrick
The price is ₩135,567
₩150,887 total
includes taxes & fees
Nov 1 - Nov 2
Fairfield Inn & Suites Strasburg Shenandoah Valley
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

Travelodge by Wyndham Winchester

Travelodge by Wyndham Winchester

8/10 Good
"Room was spacious and clean, great with my dog. Breakfast was continental, with waffles or toast, cereal, or yogurt. We were in an outside room for convenience to take dog outside, but there was hardly any grass on that end of the hotel for her to 'go'. The grassy area was on the other end of the hotel. The front desk staff was helpful and accommodating."
Gwen 1-night trip
Posted 1 hour ago
Travelodge by Wyndham Winchester

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.