Beginning of main content
Trip Type
Flight 1
Flight 2
Flight 3
Flight 4
Flight 5

Save up to 17% by booking Flight + Hotel.

Search 321,000 hotels and 400 airlines worldwide.


Charles Town

Hello Charles Town! While this Eastern Panhandle destination may not feature on every traveler's bucket list, you'll find plenty of vacation magic here.

Charles Town Vacation Packages

From Charles Town, it's about 65 miles east to Baltimore and 75 miles east to Annapolis.

Nature enthusiasts will love the unique natural areas of Eastern Panhandle. Bles Park is 25 miles away from Charles Town, while Evergreen Mills Equestrian and Hiking Trail lies 25 miles away.

Harry Grove Stadium is in Frederick, 25 miles east of Charles Town. It's known as the home grounds of the Frederick Keys. Look out for the home team's colors of black and orange.

Grab your skis and hit the fresh powder! You have a choice of two favorite options not far from the city, Liberty Mountain Ski Resort and Whitetail Ski Resort. The first is 40 miles away and the second is 30 miles.

Many locals recommend seeing Hollywood Casino at Charles Town Races and Gibson-Todd House.

Hagerstown Regional Airport is your most convenient airport at about 30 miles to the north, so just make sure you leave plenty of time.


Top Hotel Deals

See all 103 Hotels in Charles Town
£89
Hampton Inn and Suites Charles Town

Hampton Inn and Suites Charles Town

157 Pimlico Dr, Charles Town
4.7
of 5, from 488 reviews
3.0 out of 5.0

Located in the heart of Charles Town, this hotel is within 2 miles (3 km) of Charles Town Library, Jefferson County Courthouse and Old Opera House. Gibson-Todd House and Sleepy Hollow Country Club are also within 3 miles (5 km).

£39
Americas Best Value Inn

Americas Best Value Inn

807 Willow Spring Dr, Charles Town
2.1
of 5, from 224 reviews
2.0 out of 5.0

Situated in Charles Town, this motel is within 1 mile (2 km) of Charles Town Library, Jefferson County Courthouse and Old Opera House. Gibson-Todd House and Sleepy Hollow Country Club are also within 3 miles (5 km).

£52
Motel 6 Charles Town, WV

Motel 6 Charles Town, WV

106 Jefferson Terrace Road, Charles Town
2.6
of 5, from 132 reviews
2.5 out of 5.0

Situated in Charles Town, this motel is within 2 miles (3 km) of Charles Town Library, Jefferson County Courthouse and Sleepy Hollow Country Club. Old Opera House and Gibson-Todd House are also within 2 miles (3 km).

£45
Rodeway Inn & Suites

Rodeway Inn & Suites

741 E Washington St, Charles Town
4.1
of 5, from 113 reviews
2.5 out of 5.0

Situated in the entertainment district, this motel is within a 15-minute walk of Charles Town Library, Jefferson County Courthouse and Old Opera House. Gibson-Todd House and Sleepy Hollow Country Club are also within 3 miles (5 km).

£118
Hillbrook Inn

Hillbrook Inn

4490 Summit Point Road, Charles Town
4.9
of 5, from 28 reviews
3.5 out of 5.0

Situated near the airport, this romantic bed & breakfast is 3 mi (4.8 km) from Summit Point Raceway and 3 mi (4.8 km) from Winchester Visitors Center. Locust Hill Golf Course and Jefferson County Courthouse are also within 6 miles (10 km).

£90
The Carriage Inn B&B

The Carriage Inn B&B

417 E Washington Street, Charles Town
4.9
of 5, from 101 reviews
4.0 out of 5.0

Situated in Charles Town, this bed & breakfast is within a 10-minute walk of Charles Town Library, Jefferson County Courthouse and Old Opera House. Gibson-Todd House and Sleepy Hollow Country Club are also within 3 miles (5 km).

£66
Holiday Inn Winchester Se-Historic Gateway

Holiday Inn Winchester Se-Historic Gateway

333 Front Royal Pike, Winchester
4.5
of 5, from 476 reviews
3.5 out of 5.0

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. George Washington's Office and Winchester-Frederick County Convention & Visitors Bureau are also within 3 miles (5 km).

£62
Wingate by Wyndham Winchester

Wingate by Wyndham Winchester

150 Wingate Dr, Winchester
4.4
of 5, from 711 reviews
3.0 out of 5.0

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 Blossom Mall. Shenandoah University and Patsy Cline Historic House are also within 1 mile (2 km).

Top Deals on Flights

These prices were available within the past 7 days. Prices quoted are per person, return, for the period specified. Prices and availability are subject to change. Additional terms apply.