The Courthouse in Winchester, Virginia.

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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, (1,006 reviews)
"Clean charming place to stay in the area "
United States
Elizabeth
The price is 3.431.341 ₫
3.887.710 ₫ total
includes taxes & fees
30 Jun - 1 Jul
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, (1,001 reviews)
"room was clean and staff was friendly"
United States
Carol
The price is 1.736.988 ₫
1.933.320 ₫ total
includes taxes & fees
7 Jul - 8 Jul
Super 8 by Wyndham Front Royal Near Shenandoah National Park

Relax Inn Motel

Relax Inn Motel
2.0 star property
27.6 km from Old Town Winchester
8.4 out of 10, Very good, (282 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 1.789.624 ₫
1.991.746 ₫ total
includes taxes & fees
22 Jun - 23 Jun
Relax Inn Motel

Hillbrook Inn

Hillbrook Inn
4.0 star property
21.7 km from Old Town Winchester
8.6 out of 10, Excellent, (679 reviews)
"Lovely Luxury with a spacious sunset suite. Very comfortable bed and sofa. Wish there were one or more sofa tables. staff were delightful, will definitely come again. Please add a cafe for guests not wanting a large expensive dinner. Breakfast Food was very good. Kitchen well equipped for beverage and snack storage, and very clean."
United States
Margaret
The price is 3.921.382 ₫
5.049.898 ₫ total
includes taxes & fees
23 Jun - 24 Jun
Hillbrook Inn

Baymont by Wyndham Front Royal Near Shenandoah National Park

Baymont by Wyndham Front Royal Near Shenandoah National Park
2.5 star property
29.8 km from Old Town Winchester
6.4 out of 10, (957 reviews)
"Convenient location to Skyline drive, and the caverns. 35 min from Lurray caverns. The room was clean, no issues. Breakfast was common and will get you through. Place was kept clean and staff was really nice."
United States
Craig
The price is 1.566.184 ₫
1.743.163 ₫ total
includes taxes & fees
7 Jul - 8 Jul
Baymont by Wyndham Front Royal Near Shenandoah National Park

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)
"Clean , close to National park"
United States
Robert
The price is 3.431.341 ₫
3.819.081 ₫ total
includes taxes & fees
30 Jun - 1 Jul
Hampton Inn Front Royal

Spark by Hilton Winchester

Spark by Hilton Winchester
3.0 star property
2 km from Old Town Winchester
9.0 out of 10, Wonderful, (1,008 reviews)
"Excellent hotel, very clean, nice beds."
United States
Sarat
The price is 2.573.900 ₫
2.916.229 ₫ total
includes taxes & fees
28 Jun - 29 Jun
Spark by Hilton Winchester

TRU By Hilton Winchester

TRU By Hilton Winchester
2.5 star property
4.4 km from Old Town Winchester
9.2 out of 10, Wonderful, (975 reviews)
"It was great for a stay."
United States
Sheree
The price is 1.822.061 ₫
2.009.734 ₫ total
includes taxes & fees
5 Jul - 6 Jul
TRU By Hilton 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, (1,120 reviews)
"Decent accommodations, friendly staff."
United States
Juliet
The price is 2.730.229 ₫
2.970.489 ₫ total
includes taxes & fees
19 Jul - 20 Jul
Comfort Inn & Suites Winchester

Ramada by Wyndham Strasburg/Shenandoah Valley

Ramada by Wyndham Strasburg/Shenandoah Valley
2.5 star property
25.8 km from Old Town Winchester
8.2 out of 10, Very good, (1,008 reviews)
"Everything thing was good and there is a Mexican bar and restaurant attached to hotel."
United States
Ronald
The price is 2.125.179 ₫
2.365.323 ₫ total
includes taxes & fees
19 Jul - 20 Jul
Ramada by Wyndham Strasburg/Shenandoah Valley

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, (178 reviews)
"Everything about this special place is incredible."
United States
James
The price is 5.897.864 ₫
6.505.343 ₫ total
includes taxes & fees
24 Jun - 25 Jun
L'Auberge Provencale Inn & Restaurant

Wayside Inn

Wayside Inn
3.5 star property
19.8 km from Old Town Winchester
9.2 out of 10, Wonderful, (438 reviews)
"Nice historic place"
United States
Donna
The price is 3.197.637 ₫
3.789.912 ₫ total
includes taxes & fees
22 Jun - 23 Jun
Wayside Inn

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
7.2 out of 10, Good, (301 reviews)
"Everything was great"
United States
Maurice
The price is 1.776.465 ₫
2.007.537 ₫ total
includes taxes & fees
22 Jun - 23 Jun
Travelodge 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, (2,274 reviews)
"Breakfast was great and the staff were very nice!"
United States
Madeline
The price is 3.055.520 ₫
3.324.405 ₫ total
includes taxes & fees
24 Jun - 25 Jun
La Quinta Inn & Suites by Wyndham Winchester

Twi-Lite Inn

Twi-Lite Inn
2.0 star property
27.8 km from Old Town Winchester
8.2 out of 10, Very good, (559 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 2.158.076 ₫
2.402.044 ₫ total
includes taxes & fees
30 Jun - 1 Jul
Twi-Lite 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, (903 reviews)
"The room was very clean and the front desk staffs were very nice."
United States
Angelina
The price is 2.999.726 ₫
3.398.690 ₫ total
includes taxes & fees
27 Jun - 28 Jun
Hampton Inn Winchester N/Conference Center, VA

Fairfield Inn & Suites Strasburg Shenandoah Valley

Fairfield Inn & Suites Strasburg Shenandoah Valley
3.0 star property
24.9 km from Old Town Winchester
9.0 out of 10, Wonderful, (1,001 reviews)
"It was a nice hotel for an over night stay. The room took a while to cool down but the overall stay was great."
United States
Joni
The price is 3.105.524 ₫
3.456.447 ₫ total
includes taxes & fees
5 Jul - 6 Jul
Fairfield Inn & Suites Strasburg Shenandoah Valley

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, (1,456 reviews)
"Excellent stay"
United States
Michael
The price is 2.442.310 ₫
2.657.233 ₫ total
includes taxes & fees
5 Jul - 6 Jul
Microtel Inn & Suites by Wyndham 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, (998 reviews)
"Clean room, pleasant staff."
United States
Kathrina
The price is 2.662.066 ₫
2.896.328 ₫ total
includes taxes & fees
5 Jul - 6 Jul
Courtyard by Marriott Winchester

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
7.8 out of 10, Good, (1,003 reviews)
"Best breakfast week had all week at a hotel. Friendly staff & clean rooms."
United States
Lauren
The price is 1.756.727 ₫
1.985.102 ₫ total
includes taxes & fees
5 Jul - 6 Jul
Days Inn 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.

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 Winchester Little Theater.

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.
How many hotels should I expect to find in the Old Town Winchester area?
With 13 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 George Washington's Office are some other stops worth a visit in the neighbourhood. 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.