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

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Nov 6 - Nov 8
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Nov 13 - Nov 15

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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, (1,003 reviews)
"Always great place and the old nostalgic look is the best"
United States
Christophe
The price is ₩174,859
₩198,116 total
includes taxes & fees
Nov 19 - Nov 20
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, (2,262 reviews)
"Great place to stay the night after a long drive"
United States
lucy
The price is ₩138,876
₩154,567 total
includes taxes & fees
Nov 8 - Nov 9
La Quinta Inn & Suites by Wyndham Winchester
A modern lobby with a seating area, a flat-screen TV, and a large window offering a view of the outdoors.

3. 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)
"Perfect accommodation- great breakfast and attentive gracious staff"
United States
Kathleen
The price is ₩108,365
₩120,609 total
includes taxes & fees
Nov 8 - Nov 9
Microtel Inn & Suites by Wyndham Winchester
A Holiday Inn hotel with a modern design, featuring a covered entrance and multiple floors.

4. 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, (1,005 reviews)
"Great hotel."
United States
Nicholas
The price is ₩127,409
₩145,830 total
includes taxes & fees
Dec 6 - Dec 7
Holiday Inn Winchester Se-Historic Gateway by IHG
A spacious lobby with a checkered floor, yellow chairs, a green carpet, and a wall with the text "It only takes a spark".

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, (1,005 reviews)
"Clean room, great staff, good parking and free breakfast"
United States
Albert
The price is ₩86,947
₩98,511 total
includes taxes & fees
Dec 6 - Dec 7
Spark by Hilton 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, (970 reviews)
"Great place to stay in Winchester."
United States
Thomas
The price is ₩124,258
₩138,299 total
includes taxes & fees
Nov 8 - Nov 9
Fairfield Inn & Suites by Marriott Winchester
A Courtyard by Marriott hotel with a covered entrance, multiple floors, and a brick facade.

7. 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, (1,002 reviews)
"We had an amazing stay and will be back! The rooms were clean and comfy and staff were very helpful."
United States
Jessica
The price is ₩143,637
₩159,867 total
includes taxes & fees
Nov 12 - Nov 13
Courtyard by Marriott Winchester
A modern hotel lobby with a central dining area, a reception desk, and a large window providing natural light.

8. 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, (961 reviews)
"The breakfast was delicious, it was very welcoming very clean best ever had at motel"
United States
Elizabeth
The price is ₩141,867
₩160,735 total
includes taxes & fees
Nov 16 - Nov 17
Hampton Inn Winchester N/Conference Center, VA
A spacious restaurant with a central island, seating areas, and a mural on the back wall.

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, (1,000 reviews)
"Hotel was very clean and breakfast was delicious with a lot of options"
United States
Kailyn
The price is ₩108,875
₩121,178 total
includes taxes & fees
Nov 15 - Nov 16
TRU By Hilton Winchester
A modern dining area with tables and chairs, large windows, 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, (871 reviews)
"Very clean comfortable bed good breakfast"
United States
David
The price is ₩149,331
₩166,205 total
includes taxes & fees
Dec 6 - Dec 7
Holiday Inn Express Hotel & Suites Winchester by IHG
A Comfort Inn & Suites building with a modern design, featuring a prominent logo on the facade, a covered entrance, and multiple windows.

11. Comfort Inn & Suites Winchester

Comfort Inn & Suites Winchester
2.5 star property
7.8 km from Old Town Winchester
9.6 out of 10, Exceptional, (1,150 reviews)
"Convenient to the highway and reasonably priced."
United States
Donna S.
The price is ₩133,149
₩148,195 total
includes taxes & fees
Nov 29 - Nov 30
Comfort Inn & Suites Winchester
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, (915 reviews)
"Clean, receptive staff, great breakfast."
United States
Michael
The price is ₩152,247
₩169,451 total
includes taxes & fees
Nov 22 - Nov 23
SpringHill Suites by Marriott Winchester
An outdoor seating area with a fire feature, wicker furniture, and a building with multiple windows.

13. TownePlace Suites by Marriott Front Royal

TownePlace Suites by Marriott Front Royal
3.0 star property
24.4 km from Old Town Winchester
9.6 out of 10, Exceptional, (616 reviews)
"Cleaned, maintained hotel near many conveniences."
United States
JoEllen
The price is ₩181,055
₩202,384 total
includes taxes & fees
Dec 6 - Dec 7
TownePlace Suites by Marriott Front Royal
A spacious indoor swimming pool with multiple lanes, surrounded by lounge chairs and a tiled floor.

14. 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, (561 reviews)
"Beds and pillows were comfortable."
United States
Jay
The price is ₩160,395
₩181,727 total
includes taxes & fees
Nov 22 - Nov 23
Hilton Garden Inn Winchester
A spacious lobby with a stone fireplace, blue upholstered sofas, and a chandelier.

15. 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, (1,004 reviews)
"It was a nice stay.. third time staying… relaxing and peaceful"
United States
Adrian
The price is ₩160,562
₩177,100 total
includes taxes & fees
Dec 6 - Dec 7
DoubleTree by Hilton Front Royal Blue Ridge Shadows
A hotel lobby with a reception desk, seating area with a round table, and a bar.

16. 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, (1,001 reviews)
"Very clean room and property. Staff was great. Breakfast was good."
United States
Kayla
The price is ₩163,721
₩182,221 total
includes taxes & fees
Nov 15 - Nov 16
Fairfield Inn & Suites Strasburg Shenandoah Valley
A spacious living room with a fireplace, wooden staircase, and a bookshelf.

17. 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)
"Comfortable bed, friendly staff, and convenient location"
United States
Zohair
The price is ₩114,481
₩127,418 total
includes taxes & fees
Dec 6 - Dec 7
Country Inn & Suites by Radisson, Winchester, VA
A gym with exercise equipment, including a bench, red exercise balls, and a variety of weights.

18. 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 ₩124,623
₩141,198 total
includes taxes & fees
Dec 6 - Dec 7
Hampton Inn Winchester-University/Mall Area
A lobby with a fireplace, comfortable seating, and a large wall with 'The Inn at Charles Town' signage.

19. 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, (657 reviews)
"The staff and place were great, with a shuttle running back and forth to the casino."
United States
HARRY
The price is ₩136,786
₩166,612 total
includes taxes & fees
Nov 19 - Nov 20
The Inn at Charles Town - Hollywood Casino
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, (923 reviews)
"Great hotel"
United States
Michael
The price is ₩112,657
₩125,388 total
includes taxes & fees
Nov 9 - Nov 10
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.
View all properties

Compare popular hotels in Old Town Winchester

Property
Property class
Guest rating
Breakfast included
Pool
Spa
Pet friendly
WiFi included
A courtyard with a fountain, tables with white tablecloths, and brick buildings.
The George Washington Hotel, A Wyndham Grand Hotel
3.5 star property
9.4
Exceptional
1,003 reviews
View
A spacious lobby with a checkered floor, yellow chairs, a green carpet, and a wall with the text "It only takes a spark".
Spark by Hilton Winchester
3.0 star property
9.2
Wonderful
1,005 reviews
View
A modern hotel lobby with a sofa set, two armchairs, a coffee table, and a reception desk.
Fairfield Inn & Suites by Marriott Winchester
3.0 star property
9.2
Wonderful
970 reviews
View
A modern lobby with a seating area, a flat-screen TV, and a large window offering a view of the outdoors.
Microtel Inn & Suites by Wyndham Winchester
2.5 star property
9.2
Wonderful
1,440 reviews
View
An outdoor patio with a grill, seating, and string lights.
Home2 Suites By Hilton Winchester
3.0 star property
9.4
Exceptional
48 reviews
View

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

Spark by Hilton Winchester

Spark by Hilton Winchester

10/10 Excellent
"I was blown away by the welcome we received—the front desk receptionist couldn’t have been better. She is GREAT at her job. This is our first time at a Spark hotel, so I didn’t know what to expect. We booked the suite because it looked like it was a separate room with a real door, but I wasn’t holding my breath because that sort of thing is almost IMPOSSIBLE to find nowadays in a low- to mid-priced hotel. I was thrilled that it is an entirely separate room…Yay!!! The room was comfortable, HUGE, clean, and had wonderful lighting. We were so super-comfortable here, and will seek out Spark hotels in the future!"
Mary Ann 1-night trip
Posted less than an hour ago
Spark 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.