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

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Sep 25 - Sep 27
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Oct 2 - Oct 4

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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, (1,004 reviews)
"Classic hotel with perfect ambiance. Enjoyed our stay to the max. Lobby bar was very cool. Whole experience was top notch. Can highly recommend!"
United States
Carol
The price is ₩176,704
₩200,206 total
includes taxes & fees
Oct 5 - Oct 6
The George Washington Hotel, A Wyndham Grand Hotel
A gym with treadmills, exercise balls, and a mirrored wall.

2. 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 ₩144,430
₩163,640 total
includes taxes & fees
Sep 30 - Oct 1
Hampton Inn Winchester-University/Mall Area
A modern dining area with a high ceiling, recessed lighting, and a large window providing natural light.

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, (2,266 reviews)
"Nice room, good breakfast. Friendly staff, definitely would stay here again."
United States
Earl
The price is ₩154,504
₩171,964 total
includes taxes & fees
Sep 27 - Sep 28
La Quinta Inn & Suites by Wyndham Winchester
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.

4. 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, (1,074 reviews)
"Very nice stay great staff and very clean"
United States
john
The price is ₩93,516
₩103,152 total
includes taxes & fees
Sep 27 - Sep 28
Travelodge by Wyndham Winchester
A modern hotel lobby with a sofa set, two armchairs, a coffee table, and a reception desk.

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, (938 reviews)
"Great stay"
United States
Dawn
The price is ₩125,569
₩139,758 total
includes taxes & fees
Sep 29 - Sep 30
Fairfield Inn & Suites by Marriott Winchester
A modern lobby with a seating area, a flat-screen TV, and a large window offering a view of the outdoors.

6. 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, (1,452 reviews)
"Very clean hotel and rooms. Breakfast was very good too!"
United States
Marcia
The price is ₩138,709
₩154,383 total
includes taxes & fees
Oct 25 - Oct 26
Microtel Inn & Suites by Wyndham Winchester
A modern interior with a geometric ceiling design, recessed lighting, and hanging pendant lights.

7. 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 ₩157,811
₩178,799 total
includes taxes & fees
Oct 5 - Oct 6
Hilton Garden Inn Winchester
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, (1,000 reviews)
"Rooms very clean with comfortable beds after a long day of driving!"
United States
Jennifer
The price is ₩140,621
₩160,607 total
includes taxes & fees
Oct 25 - Oct 26
Holiday Inn Winchester Se-Historic Gateway by IHG
A modern hotel with a covered outdoor area, landscaped gardens, and a parking lot.

9. 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)
"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 ₩114,886
₩127,868 total
includes taxes & fees
Oct 25 - Oct 26
Quality Inn Winchester
A modern dining area with a large white table, blue chairs, and a flat-screen TV mounted on the wall.

10. 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 ₩161,100
₩179,304 total
includes taxes & fees
Oct 25 - Oct 26
Holiday Inn Express Hotel & Suites Winchester by IHG
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.

11. 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, (642 reviews)
"Loved the room and the bed was actually very comfortable. Very nice"
United States
Bridget
The price is ₩131,464
₩146,320 total
includes taxes & fees
Sep 27 - Sep 28
Candlewood Suites Winchester by IHG
A modern hotel lobby with a reception desk, seating area, and a large window providing natural light.

12. 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, (939 reviews)
"Clean room and quiet and breakfast great"
United States
Michael
The price is ₩138,819
₩157,281 total
includes taxes & fees
Oct 25 - Oct 26
Hampton Inn Winchester N/Conference Center, VA
A hotel lobby with seating, a reception desk, and a refrigerated display.

13. 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, (527 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 ₩153,217
₩170,530 total
includes taxes & fees
Sep 28 - Sep 29
TownePlace Suites by Marriott Winchester
An outdoor patio with a fire feature, seating, and a covered area.

14. 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, (900 reviews)
"Clean, receptive staff, great breakfast."
United States
Michael
The price is ₩165,780
₩184,514 total
includes taxes & fees
Oct 5 - Oct 6
SpringHill Suites by Marriott Winchester
A self-service beverage station with a refrigerated drink dispenser, a coffee machine, and a variety of snacks.

15. 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, (1,007 reviews)
"Hotel was very clean and breakfast was delicious with a lot of options"
United States
Kailyn
The price is ₩133,221
₩148,275 total
includes taxes & fees
Oct 11 - Oct 12
TRU By Hilton 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, (1,000 reviews)
"Great stay."
United States
Allen
The price is ₩128,497
₩143,017 total
includes taxes & fees
Oct 25 - Oct 26
Country Inn & Suites by Radisson, Winchester, VA
A lobby with a green wall, a reception desk, and seating area with sofas and armchairs.

17. Sleep Inn & Suites Winchester near University

Sleep Inn & Suites Winchester near University
2.5 star property
3.1 km from Old Town Winchester
7.6 out of 10, Good, (1,003 reviews)
"I have stayed here before, and will come again. This hotel always preforms well."
United States
Connor
The price is ₩109,779
₩122,184 total
includes taxes & fees
Oct 12 - Oct 13
Sleep Inn & Suites Winchester near University
A Courtyard by Marriott hotel with a covered entrance, multiple floors, and a brick facade.

18. 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, (1,001 reviews)
"This place was so well kept up amd clean. I hope to stay there again when traveling"
United States
Karen
The price is ₩145,153
₩161,556 total
includes taxes & fees
Oct 5 - Oct 6
Courtyard by Marriott Winchester
An indoor swimming pool with clear water, surrounded by windows and potted plants.

19. APM Inn & Suites

APM Inn & Suites
2.0 star property
2.3 km from Old Town Winchester
7.0 out of 10, Good, (501 reviews)
"Staff were very friendly and helpful"
United States
Katrina
The price is ₩79,286
₩89,832 total
includes taxes & fees
Oct 1 - Oct 2
APM Inn & Suites
A modern hotel lobby with a green sofa, blue chairs, a dining table, and large windows offering a view of the outdoors.

20. Holiday Inn Express Winchester South-Stephens City by IHG

Holiday Inn Express Winchester South-Stephens City by IHG
2.5 star property
12.4 km from Old Town Winchester
8.2 out of 10, Very good, (894 reviews)
"Very nice place"
United States
Kevin
The price is ₩115,201
₩128,219 total
includes taxes & fees
Sep 27 - Sep 28
Holiday Inn Express Winchester South-Stephens City 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

Microtel Inn & Suites by Wyndham Winchester

Microtel Inn & Suites by Wyndham Winchester

10/10 Excellent
"Room was very clean.The staff were helpful and pleasant. The rooms are pretty basic but I would definitely stay again! Fair price!"
Patricia 1-night trip
Posted 1 hour ago
Microtel Inn & Suites 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.