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Check prices for these dates

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26 Apr - 27 Apr
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27 Apr - 28 Apr
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1 May - 3 May
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8 May - 10 May

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Our top choices for Old Town Winchester hotels

Bar (on property)

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, (1,005 reviews)
" Try nice hotel and a great location. "
United States
Steven
The price is Rp2.246.317
Rp2.545.077 total
includes taxes & fees
11 May - 12 May
The George Washington Hotel, A Wyndham Grand Hotel
Exterior

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, (884 reviews)
"Location was excellent"
United States
Jennie
The price is Rp1.850.739
Rp2.096.889 total
includes taxes & fees
4 May - 5 May
Hampton Inn Winchester N/Conference Center, VA
Exterior

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, (1,104 reviews)
"Neat place and excellent stay"
United States
Anoop
The price is Rp1.865.039
Rp2.029.162 total
includes taxes & fees
21 May - 22 May
Comfort Inn & Suites Winchester
Lobby

Spark by Hilton Winchester

Spark by Hilton Winchester
3.0 star property
2 km from Old Town Winchester
9.0 out of 10, Wonderful, (1,004 reviews)
"Great location, clean rooms and friendly staff."
United States
Daniel
The price is Rp1.404.646
Rp1.591.465 total
includes taxes & fees
4 May - 5 May
Spark by Hilton Winchester
Lobby

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
8.0 out of 10, Very good, (1,001 reviews)
"Very accessible to restaurants and stores"
United States
Scott
The price is Rp1.209.476
Rp1.366.604 total
includes taxes & fees
28 Apr - 29 Apr
Days Inn by Wyndham Charles Town/Harpers Ferry
2 bars/lounges, sports bar

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, (1,001 reviews)
"Clean room, super friendly people, great breakfast, and the shuttle was awesome!"
United States
India
The price is Rp1.240.316
Rp1.401.558 total
includes taxes & fees
30 Apr - 1 May
Rodeway Inn & Suites Charles Town
Lobby

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, (1,445 reviews)
"Had a fantastic experience at this hotel. Very good location and the hotel is new and clean. "
United States
Naif
The price is Rp1.640.201
Rp1.784.408 total
includes taxes & fees
5 May - 6 May
Microtel Inn & Suites by Wyndham Winchester
Restaurant

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, (566 reviews)
"Staff was great, rooms were clean and transportation to the casino was great."
United States
Edward
The price is Rp1.757.186
Rp2.140.359 total
includes taxes & fees
3 May - 4 May
The Inn at Charles Town - Hollywood Casino
Free daily buffet breakfast

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, (2,264 reviews)
"Very nice would stay there again"
United States
John
The price is Rp1.891.744
Rp2.058.218 total
includes taxes & fees
27 Apr - 28 Apr
La Quinta Inn & Suites by Wyndham Winchester
Room, 1 King Bed, Non Smoking | Premium bedding, pillow-top beds, blackout curtains, iron/ironing board

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, (279 reviews)
"Basic accommodations, clean room, friendly staff, decent continental breakfast options. Overall, a very nice stay for the price range. "
United States
Kevin
The price is Rp1.098.349
Rp1.241.349 total
includes taxes & fees
27 Apr - 28 Apr
Travelodge By Wyndham Charles Town/Harpers Ferry
Exterior

Quality Inn Winchester

Quality Inn Winchester
2.5 star property
4.3 km from Old Town Winchester
9.2 out of 10, Wonderful, (1,001 reviews)
"pet friendly"
United States
Monica
The price is Rp1.449.820
Rp1.577.403 total
includes taxes & fees
3 May - 4 May
Quality Inn Winchester
Restaurant

Hampton Inn Martinsburg South-Inwood

Hampton Inn Martinsburg South-Inwood
2.5 star property
22.3 km from Old Town Winchester
9.2 out of 10, Wonderful, (652 reviews)
"Very clean, friendly staff would definitely stay there again. "
United States
John
The price is Rp1.794.917
Rp2.010.307 total
includes taxes & fees
9 May - 10 May
Hampton Inn Martinsburg South-Inwood
Lobby

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, (1,065 reviews)
"Very clean and great rates will stay again if in the area "
United States
Cindi
The price is Rp1.223.259
Rp1.330.940 total
includes taxes & fees
27 Apr - 28 Apr
Travelodge by Wyndham Winchester
Exterior

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, (848 reviews)
"Great visit! "
United States
Susan
The price is Rp1.944.810
Rp2.115.953 total
includes taxes & fees
4 May - 5 May
SpringHill Suites by Marriott Winchester
Exterior

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, (965 reviews)
"Beautiful hotel!"
United States
David
The price is Rp1.843.503
Rp2.005.730 total
includes taxes & fees
12 May - 13 May
Courtyard by Marriott Winchester
Front of property

The Carriage Inn B&B

The Carriage Inn B&B
3.5 star property
29.3 km from Old Town Winchester
9.6 out of 10, Exceptional, (446 reviews)
"Lovely inn with gracious hosts and fabulous breakfast. "
United States
Megan
The price is Rp2.902.742
Rp3.280.057 total
includes taxes & fees
7 May - 8 May
The Carriage Inn B&B
Bar (on property)

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, (1,001 reviews)
"Very nice hotel! Great for an overnight stop."
United States
Marlies
The price is Rp2.035.606
Rp2.245.273 total
includes taxes & fees
10 May - 11 May
DoubleTree by Hilton Front Royal Blue Ridge Shadows
Snack bar

TRU By Hilton Winchester

TRU By Hilton Winchester
2.5 star property
4.4 km from Old Town Winchester
9.0 out of 10, Wonderful, (823 reviews)
"Its always a pleasure to stay there"
United States
Steven
The price is Rp1.963.761
Rp2.136.572 total
includes taxes & fees
4 May - 5 May
TRU By Hilton Winchester
Lobby

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, (844 reviews)
"great rooms!"
United States
Justine Patrick E.F.
The price is Rp1.596.267
Rp1.736.739 total
includes taxes & fees
19 May - 20 May
Fairfield Inn & Suites by Marriott Winchester
Reception

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, (497 reviews)
"Great place to rest. Clean and family/pet friendly. "
United States
Noe
The price is Rp1.947.738
Rp2.119.138 total
includes taxes & fees
27 Apr - 28 Apr
TownePlace 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 for the activities you enjoy most.
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

Comfort Inn & Suites Winchester

Comfort Inn & Suites Winchester

10/10 Excellent
"Very clean and up to date. Staff very personable. "
William 1-night trip
Posted 15 hours ago
Comfort Inn & Suites 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 12 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.