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5 Apr - 6 Apr
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6 Apr - 7 Apr
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10 Apr - 12 Apr
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17 Apr - 19 Apr

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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, (1,004 reviews)
"Location of hotel is great for walking to restaurants and shops. "
United States
Paul
The price is ฿3,994
฿4,525 total
includes taxes & fees
19 Apr - 20 Apr
The George Washington Hotel, A Wyndham Grand Hotel
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, (1,002 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 ฿3,190
฿3,550 total
includes taxes & fees
12 Apr - 13 Apr
Hampton Inn Front Royal
Porch

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 ฿2,027
฿2,256 total
includes taxes & fees
7 Apr - 8 Apr
Relax Inn Motel
Reception

Home2 Suites By Hilton Winchester

Home2 Suites By Hilton Winchester
3.0 star property
3.6 km from Old Town Winchester
The price is ฿3,190
฿3,614 total
includes taxes & fees
12 Apr - 13 Apr
Home2 Suites By Hilton Winchester
Room, 1 King Bed, Non Smoking | Premium bedding, pillow-top beds, blackout curtains, iron/ironing board

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, (273 reviews)
"Decent continental breakfast. Night staff is friendly and helpful. Accessible. "
United States
David
The price is ฿2,084
฿2,355 total
includes taxes & fees
7 Apr - 8 Apr
Travelodge By Wyndham Charles Town/Harpers Ferry
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, (1,001 reviews)
"Breakfast options were minimal."
United States
gregory
The price is ฿2,092
฿2,328 total
includes taxes & fees
13 Apr - 14 Apr
Super 8 by Wyndham Front Royal Near Shenandoah National Park
Free daily buffet breakfast

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, (2,272 reviews)
"Very nice would stay there again"
United States
John
The price is ฿3,589
฿3,905 total
includes taxes & fees
7 Apr - 8 Apr
La Quinta Inn & Suites by Wyndham Winchester
Seasonal outdoor pool

Twi-Lite Inn

Twi-Lite Inn
2.0 star property
27.8 km from Old Town Winchester
8.2 out of 10, Very good, (548 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 ฿2,452
฿2,729 total
includes taxes & fees
7 Apr - 8 Apr
Twi-Lite Inn
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, (568 reviews)
"Clean room, friendly and helpful staff, good breakfast, I would stay again."
United States
Catherine
The price is ฿4,151
฿4,644 total
includes taxes & fees
12 Apr - 13 Apr
TownePlace Suites by Marriott Front Royal
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, (443 reviews)
"Lovely inn with gracious hosts and fabulous breakfast. "
United States
Megan
The price is ฿5,507
฿6,223 total
includes taxes & fees
14 Apr - 15 Apr
The Carriage Inn B&B
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
8.0 out of 10, Very good, (1,004 reviews)
"Very accessible to restaurants and stores"
United States
Scott
The price is ฿2,236
฿2,526 total
includes taxes & fees
27 Apr - 28 Apr
Days Inn by Wyndham Charles Town/Harpers Ferry
Restaurant

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, (871 reviews)
"The staff was wonderful! "
United States
Jayne
The price is ฿3,474
฿3,936 total
includes taxes & fees
18 Apr - 19 Apr
Hampton Inn Winchester N/Conference Center, VA
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, (1,094 reviews)
"Overall a pleasant stay!"
United States
Mark
The price is ฿3,361
฿3,656 total
includes taxes & fees
27 Apr - 28 Apr
Comfort Inn & Suites Winchester
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, (1,004 reviews)
"Nice staff, clean with a convenient location make it a good choice for a stay in Winchester. "
United States
Mira
The price is ฿2,814
฿3,189 total
includes taxes & fees
12 Apr - 13 Apr
Spark by Hilton Winchester
Lobby

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, (836 reviews)
"We stay here a lot and it is always consistently clean and service is great. "
United States
Kim
The price is ฿3,029
฿3,295 total
includes taxes & fees
8 Apr - 9 Apr
Fairfield Inn & Suites by Marriott Winchester
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, (951 reviews)
"Great location"
Canada
jim
The price is ฿3,498
฿3,805 total
includes taxes & fees
13 Apr - 14 Apr
Courtyard by Marriott Winchester
2 bars/lounges, sports bar

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, (1,000 reviews)
"Clean room, super friendly people, great breakfast, and the shuttle was awesome!"
United States
India
The price is ฿2,222
฿2,511 total
includes taxes & fees
19 Apr - 20 Apr
Rodeway Inn & Suites Charles Town
Bar (on property)

DoubleTree by Hilton Front Royal Blue Ridge Shadows

DoubleTree by Hilton Front Royal Blue Ridge Shadows
4.0 star property
21.9 km from Old Town Winchester
9.0 out of 10, Wonderful, (1,000 reviews)
"Clean, staff was very polite and efficient."
United States
Marc
The price is ฿3,278
฿3,616 total
includes taxes & fees
12 Apr - 13 Apr
DoubleTree by Hilton Front Royal Blue Ridge Shadows
Dining

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 ฿3,972
฿4,707 total
includes taxes & fees
7 Apr - 8 Apr
Wayside Inn
Front of property

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 ฿5,851
฿7,370 total
includes taxes & fees
7 Apr - 8 Apr
Hillbrook Inn
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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Where to stay in Old Town Winchester

Find the best Old Town Winchester areas for the activities you enjoy most. Learn more about Old Town Winchester
Learn more about Old Town Winchester
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 Shenandoah Valley Discovery Museum.

Top Old Town Winchester Hotel Reviews

Microtel Inn & Suites by Wyndham Winchester

Microtel Inn & Suites by Wyndham Winchester

10/10 Excellent
"I love staying at the Microtel In Winchester VA. It's close to highway exit and many options for dining. The staff are amazing and friendly. The rooms are always clean. Highly recommend it....and I will be back."
Josephine 1-night trip
Posted 4 hours ago
Microtel Inn & Suites by Wyndham 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 Expedia customer reviews, The George Washington Hotel, A Wyndham Grand Hotel is the highest ranked property 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.