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

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Sep 11 - Sep 13
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Sep 18 - Sep 20

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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)
"Great stay love the area very clean and staff was very helpful"
United States
Jeanette
The price is ₩175,510
₩198,852 total
includes taxes & fees
Sep 13 - Sep 14
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, (2,281 reviews)
"Great stop over"
United States
Raquel
The price is ₩148,066
₩164,798 total
includes taxes & fees
Sep 6 - Sep 7
La Quinta Inn & Suites by Wyndham Winchester
A gym with treadmills, exercise balls, and a mirrored wall.

3. 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 ₩146,002
₩165,420 total
includes taxes & fees
Sep 15 - Sep 16
Hampton Inn Winchester-University/Mall Area
A reception area with a blue door, a reception desk, and two armchairs.

4. Days Inn by Wyndham Charles Town/Harpers Ferry

Days Inn by Wyndham Charles Town/Harpers Ferry
2.0 star property
29.6 km from Old Town Winchester
7.8 out of 10, Good, (1,005 reviews)
"staff is kind, room is clean, nice property"
United States
Nathaniel
The price is ₩94,647
₩106,951 total
includes taxes & fees
Sep 7 - Sep 8
Days Inn by Wyndham Charles Town/Harpers Ferry
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, (1,007 reviews)
"The staff was so friendly and the hotel was very clean"
United States
johnny
The price is ₩103,787
₩117,590 total
includes taxes & fees
Sep 28 - Sep 29
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, (927 reviews)
"nice place to stay would recommend for others. very nice breakfast"
United States
Michael
The price is ₩124,720
₩138,814 total
includes taxes & fees
Sep 7 - Sep 8
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.

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, (1,453 reviews)
"Excellent place"
United States
Ricky
The price is ₩117,366
₩130,627 total
includes taxes & fees
Sep 7 - Sep 8
Microtel Inn & Suites by Wyndham Winchester
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, (548 reviews)
"Very nice property."
United States
Don
The price is ₩156,745
₩177,591 total
includes taxes & fees
Sep 13 - Sep 14
Hilton Garden Inn 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.

9. 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, (1,068 reviews)
"Clean room, convenient, bed was co.fortablr. great low price option."
United States
Thomas
The price is ₩102,307
₩112,847 total
includes taxes & fees
Sep 20 - Sep 21
Travelodge by Wyndham Winchester
A bar area with high stools, a counter, and a patterned carpet.

10. Rodeway Inn & Suites Charles Town

Rodeway Inn & Suites Charles Town
2.0 star property
29.7 km from Old Town Winchester
8.6 out of 10, Excellent, (1,006 reviews)
"This is an excellent place to stay, the casino, national park is near by the hotel"
United States
Biju
The price is ₩99,534
₩112,473 total
includes taxes & fees
Oct 6 - Oct 7
Rodeway Inn & Suites Charles Town
A modern hotel with a covered outdoor area, landscaped gardens, and a parking lot.

11. 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)
"Nice breakfast, convenient location and helpful staff."
United States
Scott
The price is ₩107,557
₩119,711 total
includes taxes & fees
Sep 14 - Sep 15
Quality Inn Winchester
A Holiday Inn hotel with a modern design, featuring a covered entrance and multiple floors.

12. 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, (1,002 reviews)
"Rooms very clean with comfortable beds after a long day of driving!"
United States
Jennifer
The price is ₩138,652
₩158,357 total
includes taxes & fees
Oct 4 - Oct 5
Holiday Inn Winchester Se-Historic Gateway by IHG
A modern hotel lobby with a reception desk, seating area, and a large window providing natural light.

13. 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, (929 reviews)
"Rooms were nice clean well stocked"
United States
Jackie
The price is ₩142,395
₩161,333 total
includes taxes & fees
Sep 13 - Sep 14
Hampton Inn Winchester N/Conference Center, VA
A spacious dining area with round tables and chairs, a large potted plant, and a wall with artwork.

14. 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, (625 reviews)
"Clean rooms,friendly staff"
United States
Stephen
The price is ₩139,989
₩170,248 total
includes taxes & fees
Sep 7 - Sep 8
The Inn at Charles Town - Hollywood Casino
A hotel room with a bed, desk, chair, TV, and lamps.

15. Travelodge By Wyndham Charles Town/Harpers Ferry

Travelodge By Wyndham Charles Town/Harpers Ferry
2.0 star property
29.5 km from Old Town Winchester
7.0 out of 10, Good, (322 reviews)
"Days inn and travel odge were together. Room door was broke. Toilet worked poorly. Breakfast was poor"
United States
Steven
The price is ₩85,816
₩96,989 total
includes taxes & fees
Sep 6 - Sep 7
Travelodge By Wyndham Charles Town/Harpers Ferry
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.

16. 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, (635 reviews)
"Loved the room and the bed was actually very comfortable. Very nice"
United States
Bridget
The price is ₩113,076
₩125,851 total
includes taxes & fees
Sep 13 - Sep 14
Candlewood Suites Winchester by IHG
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, (1,005 reviews)
"I have stayed here before, and will come again. This hotel always preforms well."
United States
Connor
The price is ₩103,491
₩115,186 total
includes taxes & fees
Sep 29 - Sep 30
Sleep Inn & Suites Winchester near University
An indoor swimming pool with clear water, surrounded by windows and potted plants.

18. APM Inn & Suites

APM Inn & Suites
2.0 star property
2.3 km from Old Town Winchester
7.2 out of 10, Good, (492 reviews)
"Excellent staff and rooms. Will stay again"
United States
Teresa
The price is ₩78,749
₩89,224 total
includes taxes & fees
Oct 1 - Oct 2
APM Inn & Suites
A hotel lobby with seating, a reception desk, and a refrigerated display.

19. 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, (524 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 ₩152,181
₩169,377 total
includes taxes & fees
Sep 13 - Sep 14
TownePlace Suites by Marriott Winchester
An outdoor patio with a fire feature, seating, and a covered area.

20. 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, (895 reviews)
"Clean, receptive staff, great breakfast."
United States
Michael
The price is ₩164,660
₩183,268 total
includes taxes & fees
Sep 13 - Sep 14
SpringHill Suites by Marriott 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

Ramada by Wyndham Strasburg/Shenandoah Valley

Ramada by Wyndham Strasburg/Shenandoah Valley

8/10 Good
"We only stayed one night. It was clean, and the breakfast was good. The staff we interacted with were pleasant and helpful. We really appreciated the attached restaurant."
ROBIN 1-night trip
Posted less than an hour ago
Ramada by Wyndham Strasburg/Shenandoah Valley

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 Shenandoah Valley Discovery Museum and Bright Box Theater while you're in the neighborhood.
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.