Old Town Winchester Hotels, 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, (1,005 reviews)
"Clean charming place to stay in the area "
United States
Elizabeth
The price is NZ$254
includes taxes & fees
24 June - 25 June
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, (1,006 reviews)
"room was clean and staff was friendly"
United States
Carol
The price is NZ$140
includes taxes & fees
10 June - 11 June
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, (1,013 reviews)
"Great stay, close to our venue and staff was very accommodating!"
United States
Kara
The price is NZ$139
includes taxes & fees
28 June - 29 June
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, (279 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 NZ$125
includes taxes & fees
15 June - 16 June
Relax Inn Motel

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, (289 reviews)
"Everything was great"
United States
Maurice
The price is NZ$124
includes taxes & fees
10 June - 11 June
Travelodge By Wyndham Charles Town/Harpers Ferry

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 NZ$426
includes taxes & fees
10 June - 11 June
L'Auberge Provencale Inn & Restaurant

Hampton Inn Front Royal

Hampton Inn Front Royal
2.5 star property
25 km from Old Town Winchester
9.0 out of 10, Wonderful, (1,003 reviews)
"Clean , close to National park"
United States
Robert
The price is NZ$247
includes taxes & fees
8 July - 9 July
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, (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 NZ$304
includes taxes & fees
10 June - 11 June
Hillbrook Inn

Gateway Inn

Gateway Inn
2.0 star property
27.8 km from Old Town Winchester
5.0 out of 10, (10 reviews)
"Bare bones, but perfectly adequate hotel if you just want a bed, a hot shower and a little TV (didn’t check the WIFI, but Verizon worked fine in the room anyway). Easy parking, friendly front desk person. I’d stay again. (Fridge and microwave were also handy). "
United States
Anonymous traveller
The price is NZ$113
includes taxes & fees
10 June - 11 June
Gateway Inn

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 NZ$248
includes taxes & fees
14 June - 15 June
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, (1,116 reviews)
"Neat place and excellent stay"
United States
Anoop
The price is NZ$191
includes taxes & fees
7 July - 8 July
Comfort Inn & Suites Winchester

Blue Ridge Motel

Blue Ridge Motel
2.0 star property
27.9 km from Old Town Winchester
7.0 out of 10, Good, (137 reviews)
"Room was very dirty, sheets had holes in them and no coffee"
United States
Paul
The price is NZ$112
includes taxes & fees
10 June - 11 June
Blue Ridge Motel

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, (1,000 reviews)
"Best breakfast week had all week at a hotel. Friendly staff & clean rooms."
United States
Lauren
The price is NZ$130
includes taxes & fees
21 June - 22 June
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, (2,277 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 NZ$230
includes taxes & fees
30 June - 1 July
La Quinta 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, (991 reviews)
"I will go there again and again and again"
United States
Cathylee
The price is NZ$200
includes taxes & fees
15 June - 16 June
Courtyard by Marriott Winchester

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, (953 reviews)
"Everything was fine, good breakfast"
United States
Steven
The price is NZ$117
includes taxes & fees
21 June - 22 June
Baymont by Wyndham Front Royal Near Shenandoah National Park

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, (898 reviews)
"Extremely good! Loved our stay."
United States
Tabassum
The price is NZ$210
includes taxes & fees
28 June - 29 June
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, (447 reviews)
"Lovely inn with gracious hosts and fabulous breakfast. "
United States
Megan
The price is NZ$298
includes taxes & fees
16 June - 17 June
The Carriage Inn B&B

APM Inn & Suites

APM Inn & Suites
2.0 star property
2.3 km from Old Town Winchester
7.0 out of 10, Good, (454 reviews)
"Good place"
United States
Orlando
The price is NZ$141
includes taxes & fees
20 June - 21 June
APM Inn & Suites

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, (583 reviews)
"Property was clean and staff was helpful."
United States
Lee
The price is NZ$232
includes taxes & fees
10 June - 11 June
The Inn at Charles Town - Hollywood Casino
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.

Our guide on 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.
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 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.

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