Hotels in Old Town Winchester, 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)
"Great hotel!"
United States
CHARLES
The price is RM513
RM581 total
includes taxes & fees
21 Jan - 22 Jan
The George Washington Hotel, A Wyndham Grand Hotel

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, (2,244 reviews)
"yes, room was spotless very nice place to stay"
United States
ROBERT
The price is RM372
RM405 total
includes taxes & fees
19 Jan - 20 Jan
La Quinta Inn & Suites by Wyndham 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, (1,091 reviews)
"We have stayed here many times on our way to Massachusetts and find it perfect every time."
United States
Patsy
The price is RM397
RM432 total
includes taxes & fees
19 Jan - 20 Jan
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
8.4 out of 10, Very good, (1,001 reviews)
"Staff was friendly, rooms were clean and area was nice"
United States
Meghan
The price is RM306
RM341 total
includes taxes & fees
22 Jan - 23 Jan
Ramada by Wyndham Strasburg/Shenandoah Valley

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, (1,001 reviews)
"Nice place to stay"
United States
Cynthia
The price is RM270
RM306 total
includes taxes & fees
18 Jan - 19 Jan
Days Inn by Wyndham Charles Town/Harpers Ferry

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, (440 reviews)
"Excellent accommodations and breakfast. "
United States
William
The price is RM525
RM593 total
includes taxes & fees
10 Feb - 11 Feb
The Carriage Inn B&B

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, (1,009 reviews)
"Certainly will stay again "
United States
philip
The price is RM259
RM292 total
includes taxes & fees
28 Jan - 29 Jan
Rodeway Inn & Suites Charles Town

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, (532 reviews)
"Friendly staff, comfortable bed, convenient location "
United States
Kourtney
The price is RM486
RM585 total
includes taxes & fees
21 Jan - 22 Jan
The Inn at Charles Town - Hollywood Casino

SpringHill Suites by Marriott Winchester

SpringHill Suites by Marriott Winchester
2.5 star property
5.3 km from Old Town Winchester
9.4 out of 10, Exceptional, (797 reviews)
"Great stay!"
United States
Rene
The price is RM410
RM446 total
includes taxes & fees
1 Feb - 2 Feb
SpringHill Suites by Marriott Winchester

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, (1,001 reviews)
"Clean rooms and property. Staff was amazing. Hot tub and pool area were great and clean. Very comfortable stay. Only issue was shower was very slow to drain but confident staff will fix it for next"
United States
Edward
The price is RM395
RM436 total
includes taxes & fees
1 Feb - 2 Feb
DoubleTree by Hilton Front Royal Blue Ridge Shadows

Fairfield Inn & Suites by Marriott Winchester

Fairfield Inn & Suites by Marriott Winchester
2.5 star property
2.9 km from Old Town Winchester
9.0 out of 10, Wonderful, (815 reviews)
"We stay here a lot and it is always consistently clean and service is great. "
United States
Kim
The price is RM365
RM397 total
includes taxes & fees
18 Jan - 19 Jan
Fairfield Inn & Suites by Marriott 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, (266 reviews)
"Room was very clean and quiet!"
United States
Mary ann
The price is RM258
RM292 total
includes taxes & fees
18 Jan - 19 Jan
Travelodge By Wyndham Charles Town/Harpers Ferry

Hampton Inn Front Royal

Hampton Inn Front Royal
2.5 star property
25 km from Old Town Winchester
9.0 out of 10, Wonderful, (1,008 reviews)
"Room was spotless, place was quiet and our welcome at the desk was perfect"
United States
Merrill
The price is RM412
RM458 total
includes taxes & fees
21 Jan - 22 Jan
Hampton Inn Front Royal

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, (1,430 reviews)
"Clean room and bathroom, friendly staff, helpful."
United States
Thomas
The price is RM331
RM360 total
includes taxes & fees
26 Jan - 27 Jan
Microtel Inn & Suites by Wyndham Winchester

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, (1,001 reviews)
"Clean efficient room with good front desk service. Convienence to Highway 81 and eateries."
United States
Chris
The price is RM331
RM360 total
includes taxes & fees
1 Feb - 2 Feb
Country Inn & Suites by Radisson, Winchester, VA

Hillbrook Inn

Hillbrook Inn
4.0 star property
21.7 km from Old Town Winchester
8.6 out of 10, Excellent, (673 reviews)
"Wonderful staff, and fall cottage was lovely."
United States
Henrik
The price is RM644
RM822 total
includes taxes & fees
21 Jan - 22 Jan
Hillbrook Inn

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, (788 reviews)
"Clean room, good breakfast, easy check in/out."
United States
Joseph
The price is RM312
RM339 total
includes taxes & fees
26 Jan - 27 Jan
TRU By Hilton Winchester

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, (1,004 reviews)
"Good condition "
United States
Phillip
The price is RM251
RM279 total
includes taxes & fees
18 Jan - 19 Jan
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, (1,002 reviews)
"Good hotel on our road trip"
United States
Janet
The price is RM312
RM354 total
includes taxes & fees
1 Feb - 2 Feb
Spark by Hilton Winchester

Holiday Inn Winchester Se-Historic Gateway by IHG

Holiday Inn Winchester Se-Historic Gateway by IHG
3.0 star property
3.2 km from Old Town Winchester
9.0 out of 10, Wonderful, (1,001 reviews)
"Great room cozy bed fabulous restaurant great staff on property"
United States
joyce
The price is RM308
RM347 total
includes taxes & fees
22 Jan - 23 Jan
Holiday Inn Winchester Se-Historic Gateway by IHG
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 Handley Regional Library.

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 11 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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