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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, (1,010 reviews)
"Location of hotel is great for walking to restaurants and shops. "
United States
Paul
The price is ฿4,173
฿4,728 total
includes taxes & fees
7 May - 8 May
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, (1,002 reviews)
"Staff very friendly basic room "
United States
John
The price is ฿2,112
฿2,351 total
includes taxes & fees
22 Apr - 23 Apr
Super 8 by Wyndham Front Royal Near Shenandoah National Park

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, (1,004 reviews)
"Clean room, super friendly people, great breakfast, and the shuttle was awesome!"
United States
India
The price is ฿2,304
฿2,604 total
includes taxes & fees
23 Apr - 24 Apr
Rodeway Inn & Suites Charles Town

APM Inn & Suites

APM Inn & Suites
2.0 star property
2.3 km from Old Town Winchester
6.8 out of 10, (407 reviews)
"Very close to rt 81 and places to eat"
United States
Robert
The price is ฿1,872
฿2,121 total
includes taxes & fees
3 May - 4 May
APM Inn & Suites

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 ฿2,189
฿2,474 total
includes taxes & fees
30 Apr - 1 May
Days Inn by Wyndham Charles Town/Harpers Ferry

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
6.8 out of 10, (278 reviews)
"Decent continental breakfast. Night staff is friendly and helpful. Accessible. "
United States
David
The price is ฿2,036
฿2,300 total
includes taxes & fees
28 Apr - 29 Apr
Travelodge 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, (880 reviews)
"The staff was wonderful! "
United States
Jayne
The price is ฿3,430
฿3,886 total
includes taxes & fees
27 Apr - 28 Apr
Hampton Inn Winchester N/Conference Center, VA

Relax Inn Motel

Relax Inn Motel
2.0 star property
27.6 km from Old Town Winchester
8.4 out of 10, Very good, (266 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 ฿1,980
฿2,203 total
includes taxes & fees
29 Apr - 30 Apr
Relax Inn Motel

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, (1,106 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 ฿3,538
฿3,849 total
includes taxes & fees
12 May - 13 May
Comfort Inn & Suites 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, (943 reviews)
"Breakfast was great, the room was clean & warm! We’ll come back for sure!!"
United States
liana
The price is ฿1,981
฿2,205 total
includes taxes & fees
29 Apr - 30 Apr
Baymont by Wyndham Front Royal Near Shenandoah National Park

Travelodge by Wyndham Winchester

Travelodge by Wyndham Winchester
2.5 star property
2.9 km from Old Town Winchester
8.6 out of 10, Excellent, (1,091 reviews)
"Clean and comfortable and safe!"
United States
Mark
The price is ฿2,273
฿2,473 total
includes taxes & fees
22 Apr - 23 Apr
Travelodge by Wyndham Winchester

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, (1,452 reviews)
"Everything,room was amazing, staff so friendly, breakfast very good "
United States
Douglas Gary
The price is ฿2,765
฿3,009 total
includes taxes & fees
10 May - 11 May
Microtel Inn & Suites by Wyndham Winchester

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, (2,268 reviews)
"Convenient location, polite staff, good value for the price."
United States
Jill
The price is ฿3,514
฿3,824 total
includes taxes & fees
22 Apr - 23 Apr
La Quinta Inn & Suites by Wyndham Winchester

Motel 6 Front Royal, VA

Motel 6 Front Royal, VA
2.0 star property
27.7 km from Old Town Winchester
6.8 out of 10, (513 reviews)
"Great Motel 6. Clean and near good restaurants. Large area for walking dogs"
United States
Chris
The price is ฿1,915
฿2,132 total
includes taxes & fees
28 Apr - 29 Apr
Motel 6 Front Royal, VA

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 ฿2,401
฿2,672 total
includes taxes & fees
22 Apr - 23 Apr
Twi-Lite Inn

Super 8 by Wyndham Winchester VA

Super 8 by Wyndham Winchester VA
2.0 star property
3 km from Old Town Winchester
6.2 out of 10, (637 reviews)
"Great location"
United States
Samuel
The price is ฿1,897
฿2,063 total
includes taxes & fees
3 May - 4 May
Super 8 by Wyndham Winchester VA

Hampton Inn Front Royal

Hampton Inn Front Royal
2.5 star property
25 km from Old Town Winchester
9.0 out of 10, Wonderful, (1,000 reviews)
"Just passing thru, clean room."
United States
James
The price is ฿4,093
฿4,556 total
includes taxes & fees
26 Apr - 27 Apr
Hampton Inn Front Royal

Days Inn by Wyndham Winchester

Days Inn by Wyndham Winchester
2.0 star property
4.2 km from Old Town Winchester
6.6 out of 10, (513 reviews)
"This hotels staff are friendly, and the hotel is a great deal on a budget."
United States
Dan
The price is ฿2,160
฿2,351 total
includes taxes & fees
11 May - 12 May
Days Inn by Wyndham Winchester

Quality Inn Winchester

Quality Inn Winchester
2.5 star property
4.3 km from Old Town Winchester
9.2 out of 10, Wonderful, (1,004 reviews)
"Conveniently located; clean floors, great pillows, and lots of parking thank you."
United States
Robert
The price is ฿2,687
฿2,923 total
includes taxes & fees
29 Apr - 30 Apr
Quality Inn 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, (1,008 reviews)
"Great stay everyone friendly will stay again"
United States
Mary K
The price is ฿2,693
฿2,998 total
includes taxes & fees
18 May - 19 May
Ramada by Wyndham Strasburg/Shenandoah Valley
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. Learn more about Old Town Winchester
Learn more about Old Town Winchester

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 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 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.