Old Town Winchester Hotels, Winchester

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Check prices for these dates

Tonight
30 Apr - 1 May
Tomorrow
1 May - 2 May
This weekend
1 May - 3 May
Next weekend
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, (1,001 reviews)
" Try nice hotel and a great location. "
United States
Steven
The price is AU$207
includes taxes & fees
7 May - 8 May
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, (1,003 reviews)
"clean room,great staff,nice parking lot,average breakfast."
United States
John
The price is AU$119
includes taxes & fees
4 May - 5 May
Super 8 by Wyndham Front Royal Near Shenandoah National Park
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, (1,006 reviews)
"Great location, clean rooms and friendly staff."
United States
Daniel
The price is AU$128
includes taxes & fees
27 May - 28 May
Spark by Hilton Winchester
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, (267 reviews)
"On my way back from shenendoah and Luray to dc place was fine "
United States
tara
The price is AU$101
includes taxes & fees
4 May - 5 May
Relax Inn Motel
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, (447 reviews)
"Lovely inn with gracious hosts and fabulous breakfast. "
United States
Megan
The price is AU$243
includes taxes & fees
18 May - 19 May
The Carriage Inn B&B
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, (1,008 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 AU$178
includes taxes & fees
17 May - 18 May
Hampton Inn Front Royal
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 AU$116
includes taxes & fees
4 May - 5 May
Days Inn by Wyndham Charles Town/Harpers Ferry
Room, 1 King Bed, Non Smoking

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 AU$101
includes taxes & fees
3 May - 4 May
Travelodge By Wyndham Charles Town/Harpers Ferry
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, (966 reviews)
"Beautiful hotel!"
United States
David
The price is AU$162
includes taxes & fees
18 May - 19 May
Courtyard by Marriott 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, (1,451 reviews)
"Had a fantastic experience at this hotel. Very good location and the hotel is new and clean. "
United States
Naif
The price is AU$137
includes taxes & fees
24 May - 25 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 AU$171
includes taxes & fees
4 May - 5 May
The Inn at Charles Town - Hollywood Casino
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, (1,103 reviews)
"Neat place and excellent stay"
United States
Anoop
The price is AU$158
includes taxes & fees
31 May - 1 June
Comfort Inn & Suites Winchester
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, (1,003 reviews)
"Clean room, super friendly people, great breakfast, and the shuttle was awesome!"
United States
India
The price is AU$121
includes taxes & fees
25 May - 26 May
Rodeway Inn & Suites Charles Town
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 AU$129
includes taxes & fees
6 May - 7 May
Quality Inn Winchester
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 AU$275
includes taxes & fees
6 May - 7 May
Hillbrook 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, (886 reviews)
"Location was excellent"
United States
Jennie
The price is AU$171
includes taxes & fees
11 May - 12 May
Hampton Inn Winchester N/Conference Center, VA
Seasonal outdoor pool

Twi-Lite Inn

Twi-Lite Inn
2.0 star property
27.8 km from Old Town Winchester
8.2 out of 10, Very good, (551 reviews)
"Great location and clean room! Would stay again"
United States
Brent
The price is AU$131
includes taxes & fees
3 May - 4 May
Twi-Lite Inn
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, (852 reviews)
"The hotel is a little dated, but very clean. Breakfast had a good selection. "
United States
Deborah
The price is AU$154
includes taxes & fees
10 May - 11 May
Holiday Inn Express Winchester South-Stephens City by IHG
Lobby

Ramada by Wyndham Strasburg/Shenandoah Valley

Ramada by Wyndham Strasburg/Shenandoah Valley
2.5 star property
25.8 km from Old Town Winchester
8.4 out of 10, Very good, (1,000 reviews)
"Parking is always safe and easy, staff is friendly and breakfast is good"
United States
Talia
The price is AU$125
includes taxes & fees
24 May - 25 May
Ramada by Wyndham Strasburg/Shenandoah Valley
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 AU$200
includes taxes & fees
4 May - 5 May
Wayside Inn
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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Our guide on 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

Spark by Hilton Winchester

Spark by Hilton Winchester

8/10 Good
"Great 3star basic hotel. Solid pick"
Gordon 1-night trip
Posted 16 hours 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 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.

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