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Check prices for these dates

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2 Mar - 3 Mar
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3 Mar - 4 Mar
This weekend
6 Mar - 8 Mar
Next weekend
13 Mar - 15 Mar

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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, (1,006 reviews)
"Great hotel!"
United States
CHARLES
The price is Rp2.051.036
Rp2.323.824 total
includes taxes & fees
9 Mar - 10 Mar
The George Washington Hotel, A Wyndham Grand Hotel
Lobby

Super 8 by Wyndham Front Royal Near Shenandoah National Park

Super 8 by Wyndham Front Royal Near Shenandoah National Park
2.0 star property
30.4 km from Old Town Winchester
7.6 out of 10, Good, (1,000 reviews)
"Excellent, very nice front desk folks, great room, lived the availability to make tea"
United States
Barbara
The price is Rp1.141.516
Rp1.270.440 total
includes taxes & fees
7 Mar - 8 Mar
Super 8 by Wyndham Front Royal Near Shenandoah National Park
Garden

L'Auberge Provencale Inn & Restaurant

L'Auberge Provencale Inn & Restaurant
4.0 star property
14.1 km from Old Town Winchester
9.6 out of 10, Exceptional, (176 reviews)
"This B&B has been by far the loveliest, friendliest, cleanest with staff so eager to please. The rural area was so peaceful and relaxing with views of black angus in the fields. Winchester close with quaint shops. The food at the Inn was excellent. "
United States
DONNA
The price is Rp3.459.801
Rp3.816.189 total
includes taxes & fees
17 Mar - 18 Mar
L'Auberge Provencale Inn & Restaurant
Indoor pool

Hampton Inn Front Royal

Hampton Inn Front Royal
2.5 star property
25 km from Old Town Winchester
9.0 out of 10, Wonderful, (1,000 reviews)
"Room was spotless, place was quiet and our welcome at the desk was perfect"
United States
Merrill
The price is Rp1.638.075
Rp1.823.178 total
includes taxes & fees
15 Mar - 16 Mar
Hampton Inn Front Royal
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, (269 reviews)
"Room was very clean and quiet!"
United States
Mary ann
The price is Rp1.070.171
Rp1.209.294 total
includes taxes & fees
4 Mar - 5 Mar
Travelodge By Wyndham Charles Town/Harpers Ferry
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, (1,004 reviews)
"Nice place to stay"
United States
Cynthia
The price is Rp1.120.532
Rp1.266.201 total
includes taxes & fees
5 Mar - 6 Mar
Days Inn by Wyndham Charles Town/Harpers Ferry
Dining

Wayside Inn

Wayside Inn
3.5 star property
19.8 km from Old Town Winchester
9.2 out of 10, Wonderful, (424 reviews)
"Room 14 was great for spirit activity as well as the rest of the property! Highly recommend ghost hunters to explore the inn. Food at their Larick’s tavern was delish!! Overall service and staff were knowledgeable and friendly! We had a great experience for our anniversary! "
United States
Megan
The price is Rp1.208.664
Rp1.500.858 total
includes taxes & fees
4 Mar - 5 Mar
Wayside Inn
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, (442 reviews)
"Excellent accommodations and breakfast. "
United States
William
The price is Rp2.828.273
Rp3.195.948 total
includes taxes & fees
4 Mar - 5 Mar
The Carriage Inn B&B
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, (2,280 reviews)
"Very Friendly staff and clean rooms! "
United States
Kayla
The price is Rp1.833.980
Rp1.995.369 total
includes taxes & fees
5 Mar - 6 Mar
La Quinta Inn & Suites by Wyndham Winchester
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, (1,100 reviews)
"Staff was very friendly and room was great! "
United States
Courtney
The price is Rp1.725.596
Rp1.877.448 total
includes taxes & fees
1 Apr - 2 Apr
Comfort Inn & Suites Winchester
Reception

Home2 Suites By Hilton Winchester

Home2 Suites By Hilton Winchester
3.0 star property
3.6 km from Old Town Winchester
The price is Rp1.734.433
Rp1.965.112 total
includes taxes & fees
28 Mar - 29 Mar
Home2 Suites By Hilton Winchester
Property amenity

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, (564 reviews)
"Clean room, friendly and helpful staff, good breakfast, I would stay again."
United States
Catherine
The price is Rp1.913.718
Rp2.144.405 total
includes taxes & fees
15 Mar - 16 Mar
TownePlace Suites by Marriott Front Royal
Lobby lounge

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, (1,003 reviews)
"We stay here every year on our way to NC. Always very nice and helpful staff."
United States
Catherine
The price is Rp1.698.005
Rp1.889.881 total
includes taxes & fees
7 Mar - 8 Mar
Fairfield Inn & Suites Strasburg Shenandoah Valley
Exterior

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, (827 reviews)
"The room was spotless, staff is excellent. Well, recommend the stay to everyone I know"
United States
Kelso
The price is Rp1.242.238
Rp1.351.555 total
includes taxes & fees
8 Mar - 9 Mar
Holiday Inn Express Winchester South-Stephens City by IHG
Restaurant

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, (865 reviews)
"The staff was wonderful! "
United States
Jayne
The price is Rp1.775.729
Rp2.011.900 total
includes taxes & fees
9 Mar - 10 Mar
Hampton Inn Winchester N/Conference Center, VA
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, (938 reviews)
"Very clean room, nice friendly staff, delicious food at the restaurant "
United States
Julie
The price is Rp1.796.209
Rp1.954.276 total
includes taxes & fees
9 Mar - 10 Mar
Courtyard by Marriott Winchester
Lobby

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
gary
The price is Rp1.530.974
Rp1.665.700 total
includes taxes & fees
15 Mar - 16 Mar
Country Inn & Suites by Radisson, Winchester, VA
Front of property

Hillbrook Inn

Hillbrook Inn
4.0 star property
21.7 km from Old Town Winchester
8.6 out of 10, Excellent, (674 reviews)
"Wonderful staff, and fall cottage was lovely."
United States
Henrik
The price is Rp2.669.133
Rp3.409.104 total
includes taxes & fees
4 Mar - 5 Mar
Hillbrook Inn
Exterior

Blue Ridge Motel

Blue Ridge Motel
2.0 star property
27.9 km from Old Town Winchester
7.2 out of 10, Good, (133 reviews)
"The housekeeper is so friendly and this is a lovely place to stay if you want that country inn vibe "
United States
Misty
Blue Ridge Motel
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, (544 reviews)
"Clean room and facilities and super friendly staff"
United States
Jenn
The price is Rp1.812.828
Rp2.198.258 total
includes taxes & fees
4 Mar - 5 Mar
The Inn at Charles Town - Hollywood Casino
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.
A nice 3 block outdoor downtown shopping area with dining and bars also.
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

Microtel Inn & Suites by Wyndham Winchester

Microtel Inn & Suites by Wyndham Winchester

10/10 Excellent
"Everything,room was amazing, staff so friendly, breakfast very good "
Douglas Gary 1-night trip
Posted 2 days ago
Microtel Inn & Suites by Wyndham 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 Expedia customer reviews, The George Washington Hotel, A Wyndham Grand Hotel is the highest ranked property 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.