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 ₩178,095
₩201,781 total
includes taxes & fees
Oct 4 - Oct 5
The George Washington Hotel, A Wyndham Grand Hotel
A spacious lobby with a checkered floor, yellow chairs, a green carpet, and a wall with the text "It only takes a spark".

2. Spark by Hilton Winchester

Spark by Hilton Winchester
3.0 star property
2 km from Old Town Winchester
9.2 out of 10, Wonderful, (1,002 reviews)
"Great stay"
Canada
Peter
The price is ₩106,846
₩121,055 total
includes taxes & fees
Oct 4 - Oct 5
Spark by Hilton Winchester
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, (2,268 reviews)
"Nice room, good breakfast. Friendly staff, definitely would stay here again."
United States
Earl
The price is ₩148,891
₩165,720 total
includes taxes & fees
Sep 27 - Sep 28
La Quinta Inn & Suites by Wyndham Winchester
A modern hotel lobby with a sofa set, two armchairs, a coffee table, and a reception desk.

4. 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, (939 reviews)
"Great stay"
United States
Dawn
The price is ₩126,557
₩140,858 total
includes taxes & fees
Sep 28 - Sep 29
Fairfield Inn & Suites by Marriott Winchester
A modern hotel lobby with a reception desk, seating area, and a large window providing natural light.

5. 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 ₩131,020
₩148,446 total
includes taxes & fees
Oct 25 - Oct 26
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.

6. 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, (1,077 reviews)
"Very nice stay great staff and very clean"
United States
john
The price is ₩94,252
₩103,964 total
includes taxes & fees
Sep 27 - Sep 28
Travelodge by Wyndham Winchester
A Holiday Inn hotel with a modern design, featuring a covered entrance and multiple floors.

7. 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 ₩140,695
₩160,690 total
includes taxes & fees
Oct 25 - Oct 26
Holiday Inn Winchester Se-Historic Gateway by IHG
A modern interior with a geometric ceiling design, recessed lighting, and hanging pendant lights.

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, (554 reviews)
"Clean room, easy on and off, coffee and water complimentary"
United States
Wendy
The price is ₩159,054
₩180,207 total
includes taxes & fees
Oct 5 - Oct 6
Hilton Garden Inn Winchester
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, (1,006 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 ₩113,945
₩126,821 total
includes taxes & fees
Oct 25 - Oct 26
Quality Inn Winchester
A modern lobby with a seating area, a flat-screen TV, and a large window offering a view of the outdoors.

10. 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, (1,455 reviews)
"Very clean hotel and rooms. Breakfast was very good too!"
United States
Marcia
The price is ₩137,574
₩153,119 total
includes taxes & fees
Oct 25 - Oct 26
Microtel Inn & Suites 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.

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, (644 reviews)
"Loved the room and the bed was actually very comfortable. Very nice"
United States
Bridget
The price is ₩132,499
₩147,471 total
includes taxes & fees
Sep 28 - Sep 29
Candlewood Suites Winchester by IHG
A Courtyard by Marriott hotel with a covered entrance, multiple floors, and a brick facade.

12. 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)
"This place was so well kept up amd clean. I hope to stay there again when traveling"
United States
Karen
The price is ₩145,021
₩161,409 total
includes taxes & fees
Oct 8 - Oct 9
Courtyard by Marriott Winchester
A spacious living room with a fireplace, wooden staircase, and a bookshelf.

13. 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, (1,002 reviews)
"Great stay."
United States
Allen
The price is ₩127,445
₩141,848 total
includes taxes & fees
Oct 25 - Oct 26
Country Inn & Suites by Radisson, Winchester, VA
A hotel lobby with seating, a reception desk, and a refrigerated display.

14. 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 ₩153,078
₩170,375 total
includes taxes & fees
Oct 8 - Oct 9
TownePlace Suites by Marriott Winchester
A gym with treadmills, exercise balls, and a mirrored wall.

15. 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 ₩145,603
₩164,968 total
includes taxes & fees
Oct 25 - Oct 26
Hampton Inn Winchester-University/Mall Area
A lobby with a green wall, a reception desk, and seating area with sofas and armchairs.

16. 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, (1,004 reviews)
"I have stayed here before, and will come again. This hotel always preforms well."
United States
Connor
The price is ₩110,644
₩123,147 total
includes taxes & fees
Oct 12 - Oct 13
Sleep Inn & Suites Winchester near University
A hotel room with a bed, bedside table, lamp, chair, and a desk with a chair.

17. Red Roof Inn Winchester, VA

Red Roof Inn Winchester, VA
2.0 star property
2.8 km from Old Town Winchester
7.4 out of 10, Good, (1,000 reviews)
"Excellent stay"
United States
Ellen
The price is ₩94,094
₩104,723 total
includes taxes & fees
Sep 27 - Sep 28
Red Roof Inn Winchester, VA
A modern dining area with a large white table, blue chairs, and a flat-screen TV mounted on the wall.

18. 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 ₩159,780
₩177,836 total
includes taxes & fees
Oct 25 - Oct 26
Holiday Inn Express Hotel & Suites Winchester by IHG
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, (503 reviews)
"Staff were very friendly and helpful"
United States
Katrina
The price is ₩79,909
₩90,537 total
includes taxes & fees
Oct 17 - Oct 18
APM Inn & Suites
A self-service beverage station with a refrigerated drink dispenser, a coffee machine, and a variety of snacks.

20. 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 ₩132,130
₩147,062 total
includes taxes & fees
Oct 18 - Oct 19
TRU By Hilton 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

TRU By Hilton Winchester

TRU By Hilton Winchester

10/10 Excellent
"Overnight stay on a road trip. Wonderful front desk staff, friendly & professional. Room was in excellent condition. Very comfy bed, clean bathroom with great towels, delicious breakfast buffet with plenty of options. Definitely on the list to stay again!"
Susan 1-night trip
Posted 5 hours ago
TRU By Hilton 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.