Old Town Winchester hotels in 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, (1,008 reviews)
"Location of hotel is great for walking to restaurants and shops. "
United States
Paul
The price is HK$1,021
HK$1,157 total
includes taxes & fees
28 Apr - 29 Apr
The George Washington Hotel, A Wyndham Grand Hotel

Relax Inn Motel

Relax Inn Motel
2.0 star property
27.6 km from Old Town Winchester
8.2 out of 10, Very good, (263 reviews)
"On my way back from shenendoah and Luray to dc place was fine "
United States
tara
The price is HK$486
HK$540 total
includes taxes & fees
13 Apr - 14 Apr
Relax Inn Motel

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)
"Breakfast options were minimal."
United States
gregory
The price is HK$501
HK$558 total
includes taxes & fees
27 Apr - 28 Apr
Super 8 by Wyndham Front Royal Near Shenandoah National Park

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, (276 reviews)
"Decent continental breakfast. Night staff is friendly and helpful. Accessible. "
United States
David
The price is HK$499
HK$564 total
includes taxes & fees
12 Apr - 13 Apr
Travelodge By Wyndham Charles Town/Harpers Ferry

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)
"Very accessible to restaurants and stores"
United States
Scott
The price is HK$530
HK$599 total
includes taxes & fees
30 Apr - 1 May
Days Inn by Wyndham Charles Town/Harpers Ferry

Hampton Inn Front Royal

Hampton Inn Front Royal
2.5 star property
25 km from Old Town Winchester
9.0 out of 10, Wonderful, (1,005 reviews)
"All the staff members were so nice and kind!! The hotel room I booked were very clean and spotless, and the breakfast was even fresh too!"
United States
Kenny
The price is HK$897
HK$999 total
includes taxes & fees
29 Apr - 30 Apr
Hampton Inn Front Royal

Hillbrook Inn

Hillbrook Inn
4.0 star property
21.7 km from Old Town Winchester
8.6 out of 10, Excellent, (676 reviews)
"Wonderful staff, and fall cottage was lovely."
United States
Henrik
The price is HK$1,146
HK$1,479 total
includes taxes & fees
13 Apr - 14 Apr
Hillbrook Inn

Twi-Lite Inn

Twi-Lite Inn
2.0 star property
27.8 km from Old Town Winchester
8.2 out of 10, Very good, (549 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 HK$587
HK$654 total
includes taxes & fees
13 Apr - 14 Apr
Twi-Lite Inn

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, (557 reviews)
"Best place to stay if there for casino or a show."
United States
Kevin
The price is HK$902
HK$1,089 total
includes taxes & fees
13 Apr - 14 Apr
The Inn at Charles Town - Hollywood Casino

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, (569 reviews)
"Clean room, friendly and helpful staff, good breakfast, I would stay again."
United States
Catherine
The price is HK$995
HK$1,113 total
includes taxes & fees
16 Apr - 17 Apr
TownePlace Suites by Marriott Front Royal

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, (2,267 reviews)
"Very nice would stay there again"
United States
John
The price is HK$860
HK$935 total
includes taxes & fees
12 Apr - 13 Apr
La Quinta Inn & Suites by Wyndham Winchester

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, (1,102 reviews)
"Overall a pleasant stay!"
United States
Mark
The price is HK$848
HK$922 total
includes taxes & fees
26 Apr - 27 Apr
Comfort Inn & Suites Winchester

Wayside Inn

Wayside Inn
3.5 star property
19.8 km from Old Town Winchester
9.2 out of 10, Wonderful, (426 reviews)
"Old building but clean and very comfortable. Perfect spot and price."
United States
Caroline
The price is HK$951
HK$1,128 total
includes taxes & fees
12 Apr - 13 Apr
Wayside Inn

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, (1,002 reviews)
"Nice room and good location for an overnight stay."
United States
Edward
The price is HK$659
HK$733 total
includes taxes & fees
29 Apr - 30 Apr
Ramada by Wyndham Strasburg/Shenandoah Valley

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 HK$532
HK$602 total
includes taxes & fees
27 Apr - 28 Apr
Rodeway Inn & Suites Charles Town

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, (873 reviews)
"The staff was wonderful! "
United States
Jayne
The price is HK$841
HK$953 total
includes taxes & fees
22 Apr - 23 Apr
Hampton Inn Winchester N/Conference Center, VA

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, (444 reviews)
"Lovely inn with gracious hosts and fabulous breakfast. "
United States
Megan
The price is HK$1,187
HK$1,342 total
includes taxes & fees
28 Apr - 29 Apr
The Carriage Inn B&B

Fairfield Inn & Suites by Marriott Winchester

Fairfield Inn & Suites by Marriott Winchester
3.0 star property
2.9 km from Old Town Winchester
9.0 out of 10, Wonderful, (838 reviews)
"We stay here a lot and it is always consistently clean and service is great. "
United States
Kim
The price is HK$726
HK$789 total
includes taxes & fees
15 Apr - 16 Apr
Fairfield Inn & Suites by Marriott Winchester

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, (958 reviews)
"Great location"
Canada
jim
The price is HK$838
HK$912 total
includes taxes & fees
22 Apr - 23 Apr
Courtyard by Marriott Winchester

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, (1,080 reviews)
"Very clean and great rates will stay again if in the area "
United States
Cindi
The price is HK$556
HK$605 total
includes taxes & fees
12 Apr - 13 Apr
Travelodge by Wyndham 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.

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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