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Old Town Winchester

Old Town Winchester is part of Winchester, a city with a permanent population of about 26,000 residents.

Packages in Old Town Winchester

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Old Town Winchester Vacation Packages

If you're flying into Washington Dulles International Airport, Old Town Winchester is 40 miles to the west. Alternatively, it's 0.1 miles to the southeast of the city's center.

Wilson's Wild Animal Park and Nalls Farm Market are two of the leading nearby tourist sites. Grab your room keys and then take a look! Also, don't forget about Abram's Delight and Mt Hebron Cemetery.

Wandering the halls and rooms of a museum is a great way to escape a stormy day. Top picks include Old Court House Civil War Museum, Shenandoah Valley Discovery Museum and Museum of the Shenandoah Valley.

Buy tickets for a performance at one of the acclaimed venues. Bright Box Theater and Winchester Little Theater are top options.

You never know what you'll find at Patsy Cline Historic House, The Kernstown Battlefield, Shenandoah University and Stonewall Jackson's Headquarters. These time-weathered places have plenty of tales to tell.

Securing the perfect hotel is imperative if you're after a truly memorable trip. Discover the best Old Town Winchester hotel listings on Expedia's comprehensive hotels guide.

The George Washington Hotel, A Wyndham Grand Hotel and Hampton Inn - Winchester N/Convention Center are the best accommodations in Old Town Winchester.


Top Hotel Deals

See all 53 Hotels in Old Town Winchester
$98
The George Washington Hotel, A Wyndham Grand Hotel

The George Washington Hotel, A Wyndham Grand Hotel

103 E Piccadilly St, Winchester
4.7
of 5, from 214 reviews
3.5 out of 5.0

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. Mt Hebron Cemetery and Stonewall Jackson's Headquarters are also within 10 minutes.

$104
Holiday Inn Winchester Se-Historic Gateway

Holiday Inn Winchester Se-Historic Gateway

333 Front Royal Pike, Winchester
4.4
of 5, from 110 reviews
3.0 out of 5.0

Located in Front Royal Entrance, this hotel is 1.1 mi (1.7 km) from Shenandoah University and within 3 mi (5 km) of Apple Blossom Mall and Jim Barnett Park. George Washington's Office and Winchester-Frederick County Convention & Visitors Bureau are also within 3 mi (5 km).

$90
Country Inn & Suites By Carlson, Winchester, VA

Country Inn & Suites By Carlson, Winchester, VA

141 Kernstown Commons Blvd, Winchester
4.3
of 5, from 233 reviews
3.0 out of 5.0

Located in Front Royal Entrance, this hotel is within 6 mi (10 km) of Appleland Sports Center, The Kernstown Battlefield, and Shenandoah University. Winchester-Frederick County Convention & Visitors Bureau and Abram's Delight are also within 6 mi (10 km).

$57
Motel 6 Winchester, VA

Motel 6 Winchester, VA

2951 Valley Avenue, Winchester
3.9
of 5, from 89 reviews
2.0 out of 5.0

Located in Front Royal Entrance, this motel is 0.6 mi (1 km) from The Kernstown Battlefield and within 3 mi (5 km) of Apple Blossom Mall and Abram's Delight. Winchester-Frederick County Convention & Visitors Bureau and Shenandoah University are also within 3 mi (5 km).

$74
Best Western Lee-jackson Inn & Conference Center

Best Western Lee-jackson Inn & Conference Center

711 Millwood Ave, Winchester
3.4
of 5, from 127 reviews
2.5 out of 5.0

Located in Front Royal Entrance, this hotel is within a 15-minute walk of Shenandoah University, Winchester-Frederick County Convention & Visitors Bureau, and Abram's Delight. Apple Blossom Mall and Patsy Cline Historic House are also within 1 mi (2 km).

$55
Travelodge - Winchester

Travelodge - Winchester

160 Front Royal Pike, Winchester
3.4
of 5, from 284 reviews
2.0 out of 5.0

Located in Front Royal Entrance, this motel is within 1 mi (2 km) of Shenandoah University, Winchester-Frederick County Convention & Visitors Bureau, and Apple Blossom Mall. Abram's Delight and Patsy Cline Historic House are also within 2 mi (3 km).

$84
Hotel Modern Winchester

Hotel Modern Winchester

1055 Millwood Pike, Route 50 East, Winchester
4.3
of 5, from 231 reviews
3.0 out of 5.0

Located in Front Royal Entrance, this hotel is within 1 mi (2 km) of Shenandoah University, Winchester-Frederick County Convention & Visitors Bureau, and Apple Blossom Mall. Abram's Delight and Patsy Cline Historic House are also within 2 mi (3 km).

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