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

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Check prices for these dates

This weekend
30 Oct - 1 Nov
Next weekend
6 Nov - 8 Nov

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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)
"Always great place and the old nostalgic look is the best"
United States
Christophe
The price is ฿4,402
฿4,988 total
includes taxes & fees
2 Nov - 3 Nov
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 ฿3,647
฿4,059 total
includes taxes & fees
8 Nov - 9 Nov
La Quinta Inn & Suites by Wyndham Winchester
A modern hotel lobby with a sofa set, two armchairs, a coffee table, and a reception desk.

3. 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, (961 reviews)
"Great place to stay in Winchester."
United States
Thomas
The price is ฿3,128
฿3,482 total
includes taxes & fees
2 Nov - 3 Nov
Fairfield Inn & Suites 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, (1,007 reviews)
"Clean room, great staff, good parking and free breakfast"
United States
Albert
The price is ฿2,191
฿2,482 total
includes taxes & fees
15 Nov - 16 Nov
Spark by Hilton Winchester
A modern hotel lobby with a central dining area, a reception desk, 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, (960 reviews)
"The breakfast was delicious, it was very welcoming very clean best ever had at motel"
United States
Elizabeth
The price is ฿3,239
฿3,670 total
includes taxes & fees
9 Nov - 10 Nov
Hampton Inn Winchester N/Conference Center, VA
A Holiday Inn hotel with a modern design, featuring a covered entrance and multiple floors.

6. 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, (1,008 reviews)
"For the price we could not ask for more......well run hotel.....thanks!"
United States
Jeffrey
The price is ฿3,343
฿3,822 total
includes taxes & fees
24 Nov - 25 Nov
Holiday Inn Winchester Se-Historic Gateway by IHG
A modern lobby with a seating area, a flat-screen TV, and a large window offering a view of the outdoors.

7. 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)
"Loved our stay, it was well priced and had everything we needed!"
United States
Christopher
The price is ฿2,836
฿3,157 total
includes taxes & fees
8 Nov - 9 Nov
Microtel Inn & Suites by Wyndham Winchester
A Courtyard by Marriott hotel with a covered entrance, multiple floors, and a brick facade.

8. 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)
"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 ฿3,616
฿4,025 total
includes taxes & fees
2 Nov - 3 Nov
Courtyard by Marriott Winchester
A buffet with multiple self-service stations, including omelets and other prepared foods.

9. 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, (869 reviews)
"Very clean comfortable bed good breakfast"
United States
David
The price is ฿3,950
฿4,397 total
includes taxes & fees
8 Nov - 9 Nov
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.

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, (1,144 reviews)
"Nice hotel. I would stay here again."
United States
Kenneth
The price is ฿3,393
฿3,776 total
includes taxes & fees
22 Nov - 23 Nov
Comfort Inn & Suites Winchester
A self-service beverage station with a refrigerated drink dispenser, a coffee machine, and a variety of snacks.

11. 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 ฿2,879
฿3,205 total
includes taxes & fees
8 Nov - 9 Nov
TRU By Hilton 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, (912 reviews)
"Clean, receptive staff, great breakfast."
United States
Michael
The price is ฿3,833
฿4,266 total
includes taxes & fees
8 Nov - 9 Nov
SpringHill Suites by Marriott Winchester
A modern interior with a geometric ceiling design, recessed lighting, and hanging spherical light fixtures.

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, (558 reviews)
"Beds and pillows were comfortable."
United States
Jay
The price is ฿3,989
฿4,520 total
includes taxes & fees
22 Nov - 23 Nov
Hilton Garden Inn Winchester
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, (532 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 ฿3,817
฿4,248 total
includes taxes & fees
1 Nov - 2 Nov
TownePlace Suites by Marriott Winchester
Snack bar

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 ฿3,272
฿3,707 total
includes taxes & fees
8 Nov - 9 Nov
Hampton Inn Winchester-University/Mall Area
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.

16. 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, (1,087 reviews)
"Very nice stay great staff and very clean"
United States
john
The price is ฿2,397
฿2,644 total
includes taxes & fees
1 Nov - 2 Nov
Travelodge by Wyndham Winchester
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, (1,009 reviews)
"Comfortable bed, friendly staff, and convenient location"
United States
Zohair
The price is ฿3,097
฿3,447 total
includes taxes & fees
26 Nov - 27 Nov
Country Inn & Suites by Radisson, Winchester, VA
A hotel lobby with a reception desk, seating area with a round table, and a bar.

18. 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 ฿4,298
฿4,784 total
includes taxes & fees
8 Nov - 9 Nov
Fairfield Inn & Suites Strasburg Shenandoah Valley
A modern hotel lobby with a green sofa, blue chairs, a dining table, and large windows offering a view of the outdoors.

19. 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, (918 reviews)
"Great hotel"
United States
Michael
The price is ฿2,971
฿3,307 total
includes taxes & fees
1 Nov - 2 Nov
Holiday Inn Express Winchester South-Stephens City by IHG
A restaurant interior with a bar area, seating, and artwork on the walls.

20. 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, (1,003 reviews)
"Clean, quiet and reasonably priced hotel!"
United States
Jeffrey
The price is ฿4,466
฿4,926 total
includes taxes & fees
26 Nov - 27 Nov
DoubleTree by Hilton Front Royal Blue Ridge Shadows
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
1,004 reviews
View
A modern dining area with a high ceiling, recessed lighting, and a large window providing natural light.
La Quinta Inn & Suites by Wyndham Winchester
3.0 star property
9.2
Wonderful
2,274 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
961 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
1,007 reviews
View
A modern hotel lobby with a central dining area, a reception desk, and a large window providing natural light.
Hampton Inn Winchester N/Conference Center, VA
2.5 star property
9.2
Wonderful
960 reviews
View

Hotels recommended for families in Old Town Winchester

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

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)
The price is ฿4,402
฿4,988 total
includes taxes & fees
2 Nov - 3 Nov
The George Washington Hotel, A Wyndham Grand Hotel

Where to stay in Old Town Winchester

Find the best Old Town Winchester areas for the activities you enjoy most. Learn more about Old Town Winchester
Learn more about Old Town Winchester
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
"Bon choix"
Bernard 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 an historic neighbourhood known for its array of dining options. Are you looking for Old Town Winchester travel tips? Make sure that you visit Bright Box Theater and Shenandoah Valley Discovery Museum while you're in the neighbourhood.
Where is the best place to stay in Old Town Winchester?
Based on our traveller 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 should I expect to find in the Old Town Winchester area?
With 13 Expedia hotels and other accommodation options 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, the majority of room reservations are fully refundable provided that you cancel before the hotel's cancellation deadline, which often is within 24-48 hours of your scheduled arrival. If you booked a non-refundable reservation, you might be able to still cancel and be given a refund within 24 hours of your booking. Enter dates in and click on "Search", then use the filter option "fully refundable" to review the best deals available in Old Town Winchester.
What is there to do around this Winchester neighbourhood?
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 worth a visit in the neighbourhood. 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.