The Courthouse in Winchester, Virginia.

Old Town Winchester Hotels, Winchester

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Check prices for these dates

This weekend
19 June - 21 June
Next weekend
26 June - 28 June

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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, (1,007 reviews)
"Clean charming place to stay in the area "
United States
Elizabeth
The price is AU$196
includes taxes & fees
21 June - 22 June
The George Washington Hotel, A Wyndham Grand Hotel
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, (1,009 reviews)
"The rooms where very comfortable and clean and the staff was very friendly and price was affordable stay"
United States
Tammy
The price is AU$118
includes taxes & fees
12 July - 13 July
Spark by Hilton Winchester
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, (1,009 reviews)
"room was clean and staff was friendly"
United States
Carol
The price is AU$115
includes taxes & fees
16 June - 17 June
Super 8 by Wyndham Front Royal Near Shenandoah National Park
Front of property

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 AU$251
includes taxes & fees
16 June - 17 June
Hillbrook Inn
Garden

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 AU$351
includes taxes & fees
22 June - 23 June
L'Auberge Provencale Inn & Restaurant
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, (295 reviews)
"Everything was great"
United States
Maurice
The price is AU$108
includes taxes & fees
16 June - 17 June
Travelodge By Wyndham Charles Town/Harpers Ferry
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, (1,009 reviews)
"Clean , close to National park"
United States
Robert
The price is AU$206
includes taxes & fees
1 July - 2 July
Hampton Inn Front Royal
Winery

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, (955 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 AU$98
includes taxes & fees
23 June - 24 June
Baymont by Wyndham Front Royal Near Shenandoah National Park
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
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 AU$107
includes taxes & fees
21 June - 22 June
Days Inn by Wyndham Charles Town/Harpers Ferry
Dining

Wayside Inn

Wayside Inn
3.5 star property
19.8 km from Old Town Winchester
9.2 out of 10, Wonderful, (437 reviews)
"Nice historic place"
United States
Donna
The price is AU$204
includes taxes & fees
16 June - 17 June
Wayside Inn
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, (1,122 reviews)
"Decent accommodations, friendly staff."
United States
Juliet
The price is AU$156
includes taxes & fees
6 July - 7 July
Comfort Inn & Suites Winchester
Combined shower/bathtub, hair dryer, towels

Relax Inn Motel

Relax Inn Motel
2.0 star property
27.6 km from Old Town Winchester
8.2 out of 10, Very good, (280 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 AU$103
includes taxes & fees
5 July - 6 July
Relax Inn Motel
Snack bar

TRU By Hilton Winchester

TRU By Hilton Winchester
2.5 star property
4.4 km from Old Town Winchester
9.0 out of 10, Wonderful, (951 reviews)
"Great hotel good location"
United States
Federico
The price is AU$120
includes taxes & fees
5 July - 6 July
TRU By Hilton Winchester
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, (448 reviews)
"Lovely inn with gracious hosts and fabulous breakfast. "
United States
Megan
The price is AU$246
includes taxes & fees
16 June - 17 June
The Carriage Inn B&B
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, (1,472 reviews)
"Excellent stay"
United States
Michael
The price is AU$141
includes taxes & fees
17 June - 18 June
Microtel Inn & Suites by Wyndham Winchester
Exterior

Quality Inn Winchester

Quality Inn Winchester
2.5 star property
4.3 km from Old Town Winchester
9.2 out of 10, Wonderful, (1,015 reviews)
"Clean, quiet, great breakfast! Perfect for our quick stay in Winchester."
United States
Hannah
The price is AU$143
includes taxes & fees
28 June - 29 June
Quality Inn Winchester
Studio, 1 King Bed, Non Smoking, Refrigerator & Microwave (Wet bar)

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, (899 reviews)
"The room was very clean and the front desk staffs were very nice."
United States
Angelina
The price is AU$183
includes taxes & fees
21 June - 22 June
Hampton Inn Winchester N/Conference Center, VA
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, (996 reviews)
"Clean room, pleasant staff."
United States
Kathrina
The price is AU$165
includes taxes & fees
22 June - 23 June
Courtyard by Marriott Winchester
Lobby

Country Inn & Suites by Radisson, Winchester, VA

Country Inn & Suites by Radisson, Winchester, VA
3.0 star property
7.5 km from Old Town Winchester
8.8 out of 10, Excellent, (1,005 reviews)
"Super clean hotel, no funky smells, good breakfast, comfortable bed, clean washer & Dryer, nice staff, Outback and McDonald’s walking distance We will stay here again"
United States
Teresa
The price is AU$147
includes taxes & fees
8 July - 9 July
Country Inn & Suites by Radisson, Winchester, VA
Property amenity

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, (583 reviews)
"Great location to explore the Shenandoah mountains . Lots of shops and eateries."
United States
katherine
The price is AU$220
includes taxes & fees
30 June - 1 July
TownePlace Suites by Marriott Front Royal
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 Winchester Little Theater.

Top Old Town Winchester Hotel Reviews

Comfort Inn & Suites Winchester

Comfort Inn & Suites Winchester

8/10 Good
"For some reason our bathroom floor was very sticky. The ac was great and the bed and pillows were comfortable."
Kathy 2-night trip
Posted 4 hours ago
Comfort Inn & Suites 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 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 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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