Charles Town Guest Houses

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Guest Houses in Charles Town

Briar Patch Bed & Breakfast Inn

23130 Briar Patch Ln Middleburg VA

$322 nightly

$367 total

Apr 27 - Apr 28

Total with taxes and fees

Located in Middleburg, Briar Patch Bed & Breakfast Inn is within a 5-minute drive of Cana Vineyards and Winery and Aldie Mill Historic Park.

Pool

Hot Tub

INDULGE - FRESH FLOWERS, MANY AMENITIES

Middletown MD

$155 nightly

$164 total

May 3 - May 4

Total with taxes and fees

When you stay at this guesthouse in Middletown, you'll be within a 10-minute drive of Orchid Cellar Winery and Willow Oaks Craft Cider and Wine.

Free WiFi

Air conditioning

Historic Cottage Retreat-IG Cowboy Pool-Hot Tub

Boonsboro MD

$241 nightly

$255 total

Apr 27 - Apr 28

Total with taxes and fees

When you stay at this guesthouse in Boonsboro, you'll be within a 10-minute drive of Crystal Grottoes Caverns and Greenbrier State Park.

Hot Tub

Pet friendly

The Bluebird Suite at Harpers Ferry Guest House

Harpers Ferry WV

$216 nightly

$241 total

Apr 27 - Apr 28

Total with taxes and fees

With a stay at this guesthouse in Harpers Ferry, you'll be within a 15-minute drive of Harpers Ferry National Historical Park and Hollywood Casino at Charles Town Races.

Free WiFi

Air conditioning

The Goldfinch Suite at Harpers Ferry Guest House

Harpers Ferry WV

$216 nightly

$241 total

May 26 - May 27

Total with taxes and fees

With a stay at this guesthouse in Harpers Ferry, you'll be within a 15-minute drive of Harpers Ferry National Historical Park and Hollywood Casino at Charles Town Races.

Air conditioning

Parking available

2-Room Chickadee Suite @ Harpers Ferry Guest House

Harpers Ferry WV

$246 nightly

$274 total

Apr 27 - Apr 28

Total with taxes and fees

With a stay at this guesthouse in Harpers Ferry, you'll be within a 15-minute drive of Harpers Ferry National Historical Park and Hollywood Casino at Charles Town Races.

Air conditioning

Parking available

The Cardinal Suite at Harpers Ferry Guest House

Harpers Ferry WV

$246 nightly

$274 total

Apr 27 - Apr 28

Total with taxes and fees

With a stay at this guesthouse in Harpers Ferry, you'll be within a 15-minute drive of Harpers Ferry National Historical Park and Hollywood Casino at Charles Town Races.

Free WiFi

Air conditioning

Stone Leaf Farm Private Nature Retreat: Scenic Mountain, Forest & Garden Views

Jefferson MD

When you stay at this guesthouse in Jefferson, you'll be on a river, within a 5-minute drive of Point of Rocks Community Commons Park and Heaters Island.

Pool

Pet friendly

Peaceful Secret Gardens Tiny Home - loft & stairs lead to a Queen Size Bed

Winchester VA

Located in Winchester, this guesthouse is within a 5-minute drive of Abrams Creek Wetlands Preserve and Shenandoah University.

Air conditioning

Parking available

Secret Gardens Carriage House

Winchester VA

Located in Winchester, this guesthouse is within a 5-minute drive of The Kernstown Battlefield and Shenandoah University.

Air conditioning

Parking available

Riverview Suite at La Soledad

Harpers Ferry WV

When you stay at this guesthouse in Harpers Ferry, you'll be on the waterfront, within a 15-minute drive of Harpers Ferry National Historical Park and Hollywood Casino at Charles Town Races.

Air conditioning

Parking available

Guest House at Mt Independence

Delaplane VA

Located in Delaplane, this guesthouse is in the mountains, a 2-minute drive from Delaplane Cellars and 7 minutes from Sky Meadows State Park.

Pet friendly

Free WiFi

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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.