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Check prices for these dates

Tonight
26 Apr - 27 Apr
Tomorrow
27 Apr - 28 Apr
Next weekend
1 May - 3 May
In two weeks
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
26 May - 27 May
The George Washington Hotel, A Wyndham Grand Hotel
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

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)
"clean room,great staff,nice parking lot,average breakfast."
United States
John
The price is Rp1.309.404
Rp1.457.401 total
includes taxes & fees
27 Apr - 28 Apr
Super 8 by Wyndham Front Royal Near Shenandoah National Park
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, (1,002 reviews)
"Staff couldn’t be more pleasant, hotel updated,breakfast, coffee was a great self serve. Hotel was a stone throw from Shenandoah National park!"
United States
AMY
The price is Rp1.963.761
Rp2.185.666 total
includes taxes & fees
10 May - 11 May
Hampton Inn Front Royal
Front of property

Hillbrook Inn

Hillbrook Inn
4.0 star property
21.7 km from Old Town Winchester
8.6 out of 10, Excellent, (677 reviews)
"Wonderful staff, and fall cottage was lovely."
United States
Henrik
The price is Rp2.739.411
Rp3.498.866 total
includes taxes & fees
10 May - 11 May
Hillbrook Inn
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
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
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
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
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, (849 reviews)
"The hotel is a little dated, but very clean. Breakfast had a good selection. "
United States
Deborah
The price is Rp1.809.045
Rp1.968.241 total
includes taxes & fees
3 May - 4 May
Holiday Inn Express Winchester South-Stephens City by IHG
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, (572 reviews)
"Clean"
United States
Padmanabhan
The price is Rp2.188.083
Rp2.447.914 total
includes taxes & fees
17 May - 18 May
TownePlace Suites by Marriott Front Royal
Porch

Relax Inn Motel

Relax Inn Motel
2.0 star property
27.6 km from Old Town Winchester
8.4 out of 10, Very good, (266 reviews)
"On my way back from shenendoah and Luray to dc place was fine "
United States
tara
The price is Rp1.119.885
Rp1.246.518 total
includes taxes & fees
27 Apr - 28 Apr
Relax Inn Motel
Dining

Wayside Inn

Wayside Inn
3.5 star property
19.8 km from Old Town Winchester
9.2 out of 10, Wonderful, (428 reviews)
"Old building but clean and very comfortable. Perfect spot and price."
United States
Caroline
The price is Rp2.093.323
Rp2.481.053 total
includes taxes & fees
27 Apr - 28 Apr
Wayside Inn
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
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
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
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
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
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
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
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 14 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.