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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, (1,005 reviews)
"The staff was helpful and kind. The architecture was incredible."
United States
Allison
The price is ¥20,697
¥23,449 total
includes taxes & fees
May 27 - May 28
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, (1,009 reviews)
"Location is right across the road from Spelunker's, the best casual restaurant in Virginia."
United States
Rachel
The price is ¥10,953
¥12,191 total
includes taxes & fees
May 19 - May 20
Super 8 by Wyndham Front Royal Near Shenandoah National Park

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)
"Everything about this special place is incredible."
United States
James
The price is ¥34,145
¥37,661 total
includes taxes & fees
May 19 - May 20
L'Auberge Provencale Inn & Restaurant

Spark by Hilton Winchester

Spark by Hilton Winchester
3.0 star property
2 km from Old Town Winchester
9.0 out of 10, Wonderful, (1,021 reviews)
"Great location, clean rooms and friendly staff."
United States
Daniel
The price is ¥13,249
¥15,011 total
includes taxes & fees
Jun 8 - Jun 9
Spark by Hilton Winchester

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, (280 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 ¥10,120
¥11,435 total
includes taxes & fees
May 19 - May 20
Travelodge By Wyndham Charles Town/Harpers Ferry

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 ¥22,716
¥29,411 total
includes taxes & fees
May 25 - May 26
Hillbrook Inn

Hampton Inn Front Royal

Hampton Inn Front Royal
2.5 star property
25 km from Old Town Winchester
9.0 out of 10, Wonderful, (1,012 reviews)
"I enjoyed my stay. The room was clean and the breakfast was varied."
United States
Brenda
The price is ¥19,433
¥21,629 total
includes taxes & fees
May 31 - Jun 1
Hampton Inn Front Royal

Relax Inn Motel

Relax Inn Motel
2.0 star property
27.6 km from Old Town Winchester
8.2 out of 10, Very Good, (274 reviews)
"The owners/managers are delightful. The room was very nice with excellent bedding. I look forward to staying there again "
United States
Sarah
The price is ¥10,318
¥11,485 total
includes taxes & fees
May 19 - May 20
Relax Inn Motel

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, (576 reviews)
"Very friendly staff in a great location and well maintained. Convenient shuttle to the casino. Staff was exceptionally friendly and helpful"
United States
Kevin
The price is ¥15,219
¥18,634 total
includes taxes & fees
May 19 - May 20
The Inn at Charles Town - Hollywood Casino

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)
"Best breakfast week had all week at a hotel. Friendly staff & clean rooms."
United States
Lauren
The price is ¥11,020
¥12,453 total
includes taxes & fees
Jun 9 - Jun 10
Days Inn by Wyndham Charles Town/Harpers Ferry

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, (2,273 reviews)
"Friendly staff, clean spacious rooms, plenty of parking and a great breakfast. We enjoyed our stay here for sure!!"
United States
Natalie
The price is ¥18,549
¥20,182 total
includes taxes & fees
May 31 - Jun 1
La Quinta Inn & Suites by Wyndham Winchester

Wayside Inn

Wayside Inn
3.5 star property
19.8 km from Old Town Winchester
9.2 out of 10, Wonderful, (433 reviews)
"The history surrounding this place is fascinating. It was such a charming historic inn."
United States
Bethany
The price is ¥19,287
¥22,860 total
includes taxes & fees
May 24 - May 25
Wayside Inn

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)
"Neat place and excellent stay"
United States
Anoop
The price is ¥17,049
¥18,549 total
includes taxes & fees
Jun 8 - Jun 9
Comfort Inn & Suites Winchester

Motel 6 Front Royal, VA

Motel 6 Front Royal, VA
2.0 star property
27.7 km from Old Town Winchester
7.0 out of 10, Good, (515 reviews)
"No drinking water faucet ."
United States
Naveen
The price is ¥9,523
¥10,599 total
includes taxes & fees
May 26 - May 27
Motel 6 Front Royal, VA

APM Inn & Suites

APM Inn & Suites
2.0 star property
2.3 km from Old Town Winchester
7.0 out of 10, Good, (437 reviews)
"Wonderful staff, very friendly & helpful… Room was clean, bed was comfortable & a good assortment of toiletries. They even provided coffee, bottled water & treats! Would stay again! "
United States
Brenda
The price is ¥9,666
¥10,951 total
includes taxes & fees
Jun 3 - Jun 4
APM Inn & Suites

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 ¥23,802
¥26,896 total
includes taxes & fees
Jun 1 - Jun 2
The Carriage Inn B&B

Twi-Lite Inn

Twi-Lite Inn
2.0 star property
27.8 km from Old Town Winchester
8.2 out of 10, Very Good, (553 reviews)
"The room was very clean and comfortable. We enjoyed our stay and enjoyed being able to pull up to the room and unload with no steps or elevator to get on."
United States
Lawanda
The price is ¥13,333
¥14,839 total
includes taxes & fees
May 19 - May 20
Twi-Lite Inn

TownePlace Suites by Marriott Winchester

TownePlace Suites by Marriott Winchester
3.0 star property
3 km from Old Town Winchester
8.8 out of 10, Excellent, (501 reviews)
"Nice stay.. but the large mirror in front of the toilet freaked me out "
United States
Jennifer
The price is ¥17,946
¥19,526 total
includes taxes & fees
May 19 - May 20
TownePlace Suites by Marriott Winchester

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, (889 reviews)
"Location was excellent"
United States
Jennie
The price is ¥17,052
¥19,320 total
includes taxes & fees
May 25 - May 26
Hampton Inn Winchester N/Conference Center, VA

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, (978 reviews)
"Beautiful hotel!"
United States
David
The price is ¥16,985
¥18,479 total
includes taxes & fees
Jun 2 - Jun 3
Courtyard by Marriott 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 and neighborhoods 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 a historic neighborhood known for its array of dining options. Are you looking for Old Town Winchester travel tips? Be sure to check out Bright Box Theater and Shenandoah Valley Discovery Museum while you're in the neighborhood.
Where is the best place to stay in Old Town Winchester?
Based on our traveler 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 can I expect to find in the Old Town Winchester area?
With 13 Expedia hotels and other accommodations 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, most hotel bookings are fully refundable if cancelled prior to the accommodation's cancellation deadline, which is usually within 24-48 hours of your scheduled arrival. If you booked a non-refundable reservation, it may still be possible to cancel it and get a refund within 24 hours of your booking. Plug in your dates, click on "Search", then filter by "fully refundable" to get top deals in Old Town Winchester.
Where can I learn more about changing or cancelling my trip to Old Town Winchester?
For additional details about rescheduling or cancelling your trip to Old Town Winchester, head over to our customer service page.
What is there to do around this Winchester neighborhood?
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 George Washington's Office are some other stops to visit in the neighborhood. A few places to visit in the area around Old Town Winchester include Handley Regional Library, 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.