Beginning of main content
Nectar
Collect Nectar points

Search 590,000 properties worldwide.

Search over a million flights, hotels, packages, and more

No Expedia cancellation fee to change or cancel almost any hotel reservation.


Check prices on hotels in Old Town Winchester

Tonight Tonight 23 Feb - 24 Feb
This weekend This weekend 23 Feb - 25 Feb
Next weekend Next weekend 2 Mar - 4 Mar

Top 10 Hotels in Old Town Winchester

See all 1 Hotels in Old Town Winchester

Get 200 Nectar points when you book your hotel

Simply enter your Nectar card number when prompted. Your points will be credited 30 days after you return from your trip.

The George Washington Hotel, A Wyndham Grand Hotel

The George Washington Hotel, A Wyndham Grand Hotel

103 E Piccadilly St, Winchester
4.0 out of 5.0
Last booking: 9 hours ago
1 others viewing this property now

Located in Old Town Winchester, this spa hotel is within a 5-minute walk of Handley Regional Library, Old Court House Civil War Museum and Bright Box Theater. ...

£73

£73
Wingate by Wyndham Winchester

Wingate by Wyndham Winchester

150 Wingate Dr, Winchester
3.0 out of 5.0
Last booking: 9 hours ago
2 others viewing this property now

Located in Front Royal Entrance, this hotel is within a 10-minute walk of Abram's Delight, Winchester-Frederick County Convention & Visitors Bureau and Apple ...

Get Rates

Get Rates
La Quinta Inn & Suites Winchester

La Quinta Inn & Suites Winchester

1055 Millwood Pike, Route 50 East, Winchester
3.5 out of 5.0
Last booking: 7 hours ago
1 others viewing this property now

Located in Front Royal Entrance, this hotel is within 1 mile (2 km) of Shenandoah University, Winchester-Frederick County Convention & Visitors Bureau and Apple ...

Get Rates

Get Rates
Clarion Inn & Conference Center

Clarion Inn & Conference Center

711 Millwood Ave, Winchester
3.0 out of 5.0
Last booking: 13 hours ago

Located in Front Royal Entrance, this hotel is within a 15-minute walk of Shenandoah University, Winchester-Frederick County Convention & Visitors Bureau and ...

Get Rates

Get Rates
Travelodge - Winchester

Travelodge - Winchester

160 Front Royal Pike, Winchester
2.5 out of 5.0
Last booking: 22 hours ago
1 others viewing this property now

Located in Front Royal Entrance, this motel is within 1 mile (2 km) of Shenandoah University, Winchester-Frederick County Convention & Visitors Bureau and Apple ...

Get Rates

Get Rates
Holiday Inn Winchester Se-Historic Gateway

Holiday Inn Winchester Se-Historic Gateway

333 Front Royal Pike, Winchester
3.0 out of 5.0
Last booking: 13 hours ago
1 others viewing this property now

Located in Front Royal Entrance, this hotel is 1.1 mi (1.7 km) from Shenandoah University and within 3 miles (5 km) of Apple Blossom Mall and Jim Barnett Park. ...

Get Rates

Get Rates
Sleep Inn & Suites

Sleep Inn & Suites

140 Costello Dr, Winchester
3.0 out of 5.0
Last booking: 3 days ago
1 others viewing this property now

Located in Front Royal Entrance, this hotel is 1 mi (1.6 km) from Shenandoah University and within 3 miles (5 km) of Apple Blossom Mall and Jim Barnett Park. ...

Get Rates

Get Rates
Red Roof Inn Winchester, VA

Red Roof Inn Winchester, VA

991 Millwood Pike, Winchester
2.5 out of 5.0
Last booking: 21 hours ago
1 others viewing this property now

Located in Front Royal Entrance, this hotel is within 1 mile (2 km) of Shenandoah University, Winchester-Frederick County Convention & Visitors Bureau and Apple ...

Get Rates

Get Rates
Comfort Inn Winchester

Comfort Inn Winchester

1601 Martinsburg Pike, Winchester
3.0 out of 5.0
Last booking: 21 hours ago
1 others viewing this property now

Set in Winchester, this family-friendly hotel is within 6 mi (10 km) of Stonewall Jackson's Headquarters, Apple Blossom Mall and Jim Barnett Park. Bright Box ...

Get Rates

Get Rates
Holiday Inn Express Hotel & Suites Winchester

Holiday Inn Express Hotel & Suites Winchester

142 Foxridge Ln, Winchester
3.0 out of 5.0
Last booking: 3 days ago
1 others viewing this property now

Located in Front Royal Entrance, this hotel is within 3 miles (5 km) of Museum of the Shenandoah Valley, Winchester Little Theater and Stonewall Jackson's Headquarters. ...

Get Rates

Get Rates
Map

Recent Reviews in Old Town Winchester

Explore Old Town Winchester


Explore Old Town Winchester with Expedia's Travel Guides to find the best flights, cars, holiday packages and more!