Hotels in Old Town Winchester, Winchester

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Our top choices for Old Town Winchester hotels

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, (1,002 reviews)
" Try nice hotel and a great location. "
United States
Steven
The price is RM518
RM587 total
includes taxes & fees
17 May - 18 May
The George Washington Hotel, A Wyndham Grand Hotel

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, (1,002 reviews)
"clean room,great staff,nice parking lot,average breakfast."
United States
John
The price is RM306
RM340 total
includes taxes & fees
12 May - 13 May
Super 8 by Wyndham Front Royal Near Shenandoah National Park

Spark by Hilton Winchester

Spark by Hilton Winchester
3.0 star property
2 km from Old Town Winchester
9.0 out of 10, Wonderful, (1,009 reviews)
"Great location, clean rooms and friendly staff."
United States
Daniel
The price is RM354
RM401 total
includes taxes & fees
25 May - 26 May
Spark by Hilton Winchester

Relax Inn Motel

Relax Inn Motel
2.0 star property
27.6 km from Old Town Winchester
8.4 out of 10, Very good, (268 reviews)
"Nice place for the price, in this town it's pretty much the best place to stay if you don't want to pay 150+ "
United States
James
The price is RM258
RM287 total
includes taxes & fees
12 May - 13 May
Relax Inn Motel

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 RM669
RM756 total
includes taxes & fees
2 Jun - 3 Jun
The Carriage Inn B&B

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)
"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 RM452
RM503 total
includes taxes & fees
17 May - 18 May
Hampton Inn Front Royal

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, (1,002 reviews)
"Very accessible to restaurants and stores"
United States
Scott
The price is RM300
RM339 total
includes taxes & fees
2 Jun - 3 Jun
Days Inn by Wyndham Charles Town/Harpers Ferry

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 RM253
RM286 total
includes taxes & fees
10 May - 11 May
Travelodge By Wyndham Charles Town/Harpers Ferry

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)
"Easy parking, spacious clean rooms, staff friendly and courteous."
United States
Robin
The price is RM425
RM462 total
includes taxes & fees
19 May - 20 May
Courtyard by Marriott Winchester

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, (1,446 reviews)
"Had a fantastic experience at this hotel. Very good location and the hotel is new and clean. "
United States
Naif
The price is RM378
RM411 total
includes taxes & fees
3 May - 4 May
Microtel Inn & Suites by Wyndham Winchester

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, (567 reviews)
"Staff was great, rooms were clean and transportation to the casino was great."
United States
Edward
The price is RM405
RM493 total
includes taxes & fees
11 May - 12 May
The Inn at Charles Town - Hollywood Casino

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)
"Staff was very friendly, clean room and great breakfast!"
United States
Theresa
The price is RM417
RM454 total
includes taxes & fees
1 Jun - 2 Jun
Comfort Inn & Suites Winchester

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, (1,000 reviews)
"Clean room, super friendly people, great breakfast, and the shuttle was awesome!"
United States
India
The price is RM307
RM347 total
includes taxes & fees
2 Jun - 3 Jun
Rodeway Inn & Suites Charles Town

Quality Inn Winchester

Quality Inn Winchester
2.5 star property
4.3 km from Old Town Winchester
9.2 out of 10, Wonderful, (1,002 reviews)
"pet friendly"
United States
Monica
The price is RM350
RM381 total
includes taxes & fees
24 May - 25 May
Quality Inn Winchester

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 RM631
RM807 total
includes taxes & fees
6 May - 7 May
Hillbrook Inn

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)
"Clean, convenient to the highway, breakfast well maintained, friendly staff"
United States
Stephanie
The price is RM427
RM483 total
includes taxes & fees
10 May - 11 May
Hampton Inn Winchester N/Conference Center, VA

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)
"Clean, comfortable room. Staff was nice and I really enjoyed my stay. Motel was in a high traffic area, but still a quiet stay"
United States
Daniel
The price is RM334
RM371 total
includes taxes & fees
3 May - 4 May
Twi-Lite Inn

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, (854 reviews)
"The hotel is a little dated, but very clean. Breakfast had a good selection. "
United States
Deborah
The price is RM417
RM454 total
includes taxes & fees
31 May - 1 Jun
Holiday Inn Express Winchester South-Stephens City by IHG

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, (1,001 reviews)
"Parking is always safe and easy, staff is friendly and breakfast is good"
United States
Talia
The price is RM334
RM372 total
includes taxes & fees
1 Jun - 2 Jun
Ramada by Wyndham Strasburg/Shenandoah Valley

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 RM482
RM572 total
includes taxes & fees
3 May - 4 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.

Where to stay in Old Town Winchester

Find the best Old Town Winchester areas for the activities you enjoy most.

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

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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