The Courthouse in Winchester, Virginia.

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Check prices for these dates

Next weekend
19 Jun - 21 Jun
In two weeks
26 Jun - 28 Jun

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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, (1,003 reviews)
"Clean charming place to stay in the area "
United States
Elizabeth
The price is Rp2.328.587
Rp2.638.289 total
includes taxes & fees
8 Jul - 9 Jul
The George Washington Hotel, A Wyndham Grand Hotel
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, (1,120 reviews)
"Decent accommodations, friendly staff."
United States
Juliet
The price is Rp1.901.554
Rp2.068.890 total
includes taxes & fees
21 Jun - 22 Jun
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, (1,008 reviews)
"The rooms where very comfortable and clean and the staff was very friendly and price was affordable stay"
United States
Tammy
The price is Rp1.431.300
Rp1.621.688 total
includes taxes & fees
28 Jun - 29 Jun
Spark 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, (295 reviews)
"Everything was great"
United States
Maurice
The price is Rp1.205.550
Rp1.362.361 total
includes taxes & fees
14 Jun - 15 Jun
Travelodge By Wyndham Charles Town/Harpers Ferry
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, (1,002 reviews)
"Best breakfast week had all week at a hotel. Friendly staff & clean rooms."
United States
Lauren
The price is Rp1.192.155
Rp1.347.137 total
includes taxes & fees
6 Jul - 7 Jul
Days Inn by Wyndham Charles Town/Harpers Ferry
Studio, 1 King Bed, Non Smoking, Refrigerator & Microwave (Wet bar) | Premium bedding, pillow-top beds, in-room safe, individually furnished

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, (899 reviews)
"The room was very clean and the front desk staffs were very nice."
United States
Angelina
The price is Rp2.035.683
Rp2.306.430 total
includes taxes & fees
22 Jun - 23 Jun
Hampton Inn Winchester N/Conference Center, VA
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, (1,007 reviews)
"room was clean and staff was friendly"
United States
Carol
The price is Rp1.303.780
Rp1.451.125 total
includes taxes & fees
15 Jun - 16 Jun
Super 8 by Wyndham Front Royal Near Shenandoah National Park
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, (447 reviews)
"Lovely inn with gracious hosts and fabulous breakfast. "
United States
Megan
The price is Rp3.009.053
Rp3.400.187 total
includes taxes & fees
29 Jun - 30 Jun
The Carriage Inn B&B
Garden

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 Rp4.002.426
Rp4.414.676 total
includes taxes & fees
15 Jun - 16 Jun
L'Auberge Provencale Inn & Restaurant
Exterior

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, (862 reviews)
"Staff was very helpful, room was better than expected, pool was fantastic. Nice fitness center too."
United States
Chris
The price is Rp2.027.467
Rp2.205.884 total
includes taxes & fees
25 Jun - 26 Jun
SpringHill Suites by Marriott Winchester
Restaurant

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, (585 reviews)
"Property was clean and staff was helpful."
United States
Lee
The price is Rp2.089.441
Rp2.518.796 total
includes taxes & fees
23 Jun - 24 Jun
The Inn at Charles Town - Hollywood Casino
Exterior

Quality Inn Winchester

Quality Inn Winchester
2.5 star property
4.3 km from Old Town Winchester
9.2 out of 10, Wonderful, (1,014 reviews)
"Breakfast was great and we love that they let us bring small dogs"
United States
Claire VanWinkle
The price is Rp1.820.291
Rp1.980.478 total
includes taxes & fees
29 Jun - 30 Jun
Quality Inn 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, (1,006 reviews)
"Wonderful place to stay"
United States
Jeremiah
The price is Rp1.366.111
Rp1.543.704 total
includes taxes & fees
29 Jun - 30 Jun
Rodeway Inn & Suites Charles Town
Exterior

Holiday Inn Express Winchester South-Stephens City by IHG

Holiday Inn Express Winchester South-Stephens City by IHG
2.5 star property
12.4 km from Old Town Winchester
8.2 out of 10, Very good, (859 reviews)
" Breakfast was delicious!"
Canada
Betty
The price is Rp1.786.000
Rp1.943.169 total
includes taxes & fees
12 Jul - 13 Jul
Holiday Inn Express Winchester South-Stephens City by IHG
Lobby

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, (1,470 reviews)
"Excellent stay"
United States
Michael
The price is Rp1.757.424
Rp1.912.076 total
includes taxes & fees
2 Jul - 3 Jul
Microtel Inn & Suites by Wyndham Winchester
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, (1,009 reviews)
"Clean , close to National park"
United States
Robert
The price is Rp2.328.587
Rp2.591.718 total
includes taxes & fees
2 Jul - 3 Jul
Hampton Inn Front Royal
Snack bar

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, (942 reviews)
"It was great for a stay."
United States
Sheree
The price is Rp1.367.897
Rp1.508.791 total
includes taxes & fees
5 Jul - 6 Jul
TRU By Hilton Winchester
Front of property

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 Rp2.661.140
Rp3.426.976 total
includes taxes & fees
28 Jun - 29 Jun
Hillbrook Inn
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, (993 reviews)
"Clean room, pleasant staff."
United States
Kathrina
The price is Rp1.911.020
Rp2.079.189 total
includes taxes & fees
25 Jun - 26 Jun
Courtyard by Marriott Winchester
Winery

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, (955 reviews)
"Convenient location to Skyline drive, and the caverns. 35 min from Lurray caverns. The room was clean, no issues. Breakfast was common and will get you through. Place was kept clean and staff was really nice."
United States
Craig
The price is Rp1.108.213
Rp1.233.441 total
includes taxes & fees
28 Jun - 29 Jun
Baymont by Wyndham Front Royal Near Shenandoah National Park
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.
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 Winchester Little Theater.

Top Old Town Winchester Hotel Reviews

Microtel Inn & Suites by Wyndham Winchester

Microtel Inn & Suites by Wyndham Winchester

6/10 Okay
"The coffee was the best part of breakfast. Very basic and not good! There was no hand soap provided for washing hands in the bathroom and there was a large crack in the tile near the shower. The room was small but fairly clean and efficient. We did not use the pool bc it looked small and kind of dirty. I would stay there again bc it is so close to 81. The price could be cheaper for the accommodations."
Chrystal 2-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 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 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.