Hotels in Old Town 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, (1,001 reviews)
"Location of hotel is great for walking to restaurants and shops. "
United States
Paul
The price is S$177
includes taxes & fees
20 Apr - 21 Apr
The George Washington Hotel, A Wyndham Grand Hotel

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)
"Just passing thru, clean room."
United States
James
The price is S$147
includes taxes & fees
26 Apr - 27 Apr
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, (263 reviews)
"Nice place for the price, in this town it's pretty much the best place to stay if you don't want to pay 150+ "
United States
James
The price is S$88
includes taxes & fees
9 Apr - 10 Apr
Relax Inn Motel

Home2 Suites By Hilton Winchester

Home2 Suites By Hilton Winchester
3.0 star property
3.6 km from Old Town Winchester
4.0 out of 10, (1 review)
"Our first room was not cleaned when we went in so they moved us to another room. In the new room there was no body wash in the shower. Breakfast was underwhelming with limited options and what was there was dry and tasted old. There were no towels in the pool area and when asked they brought hand towels not even big enough to dry off a 6 year old! Not the experience we are used to for this brand of hotel. "
United States
Courtney
The price is S$141
includes taxes & fees
19 Apr - 20 Apr
Home2 Suites 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, (275 reviews)
"Decent continental breakfast. Night staff is friendly and helpful. Accessible. "
United States
David
The price is S$92
includes taxes & fees
12 Apr - 13 Apr
Travelodge By Wyndham Charles Town/Harpers Ferry

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, (1,002 reviews)
"Excellent, very nice front desk folks, great room, lived the availability to make tea"
United States
Barbara
The price is S$91
includes taxes & fees
14 Apr - 15 Apr
Super 8 by Wyndham Front Royal Near Shenandoah National Park

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, (2,266 reviews)
"Convenient location, polite staff, good value for the price."
United States
Jill
The price is S$153
includes taxes & fees
9 Apr - 10 Apr
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, (549 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 S$107
includes taxes & fees
9 Apr - 10 Apr
Twi-Lite Inn

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, (569 reviews)
"Clean room, friendly and helpful staff, good breakfast, I would stay again."
United States
Catherine
The price is S$182
includes taxes & fees
12 Apr - 13 Apr
TownePlace Suites by Marriott Front Royal

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, (444 reviews)
"Lovely inn with gracious hosts and fabulous breakfast. "
United States
Megan
The price is S$218
includes taxes & fees
30 Apr - 1 May
The Carriage Inn B&B

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)
"Very accessible to restaurants and stores"
United States
Scott
The price is S$98
includes taxes & fees
30 Apr - 1 May
Days Inn by Wyndham Charles Town/Harpers Ferry

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, (872 reviews)
"The staff was wonderful! "
United States
Jayne
The price is S$156
includes taxes & fees
14 Apr - 15 Apr
Hampton Inn Winchester N/Conference Center, VA

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, (1,096 reviews)
"Best hotel we have been in in a long time-a repeat!! Clean, everything worked, great friendly staff."
United States
Elodie
The price is S$145
includes taxes & fees
29 Apr - 30 Apr
Comfort Inn & Suites Winchester

Spark by Hilton Winchester

Spark by Hilton Winchester
3.0 star property
2 km from Old Town Winchester
9.0 out of 10, Wonderful, (1,001 reviews)
"Clean and excellent staff!"
United States
Diane
The price is S$125
includes taxes & fees
19 Apr - 20 Apr
Spark by Hilton Winchester

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, (838 reviews)
"We stay here a lot and it is always consistently clean and service is great. "
United States
Kim
The price is S$129
includes taxes & fees
14 Apr - 15 Apr
Fairfield Inn & Suites by Marriott 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, (954 reviews)
"Staff is friendly and the rooms are clean. Location is convenient to everything in Winchester "
United States
Robert
The price is S$149
includes taxes & fees
16 Apr - 17 Apr
Courtyard by Marriott Winchester

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 S$98
includes taxes & fees
26 Apr - 27 Apr
Rodeway Inn & Suites Charles Town

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 S$148
includes taxes & fees
26 Apr - 27 Apr
DoubleTree by Hilton Front Royal Blue Ridge Shadows

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 S$184
includes taxes & fees
12 Apr - 13 Apr
Wayside Inn

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 S$257
includes taxes & fees
12 Apr - 13 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.

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 Shenandoah Valley Discovery Museum.

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 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.

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