Book Guest Houses in Winchester, VA

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Top Guest Houses in Winchester

White Moose Inn

291 Main St Washington VA

$349 nightly

$376 total

Mar 22 - Mar 23

Total with taxes and fees

This guesthouse features free WiFi in public areas, concierge services, and free self parking. Enjoy the free full breakfast each morning. A terrace, a garden, and a computer station are also on offer.

Breakfast included

Parking included

Briar Patch Bed & Breakfast Inn

23130 Briar Patch Ln Middleburg VA

$275 nightly

$314 total

Mar 26 - Mar 27

Total with taxes and fees

This guesthouse features a seasonal outdoor pool and a hot tub. There's no skimping on freebies - guests receive free full breakfast, free WiFi, and free self parking. Barbecue grills are provided for your convenience.

Pool

Hot Tub

The Bluebird Suite at Harpers Ferry Guest House

Harpers Ferry WV

$190 nightly

$212 total

Mar 19 - Mar 20

Total with taxes and fees

Stay at this guesthouse in Harpers Ferry. Enjoy free WiFi, patios, and an in-room coffeemaker. Our guests praise the clean rooms in our reviews. Popular attractions Harpers Ferry Children's Park and Virginius Island are located nearby.

Free WiFi

Air conditioning

►New! Unique Custom Crafted Train Station Lodge W/ private walking trails

Martinsburg WV

$238 nightly

$265 total

Mar 22 - Mar 23

Total with taxes and fees

This guesthouse featured laundry facilities and barbecue grills.

Free WiFi

Air conditioning

The Goldfinch Suite at Harpers Ferry Guest House

Harpers Ferry WV

$190 nightly

$212 total

Mar 19 - Mar 20

Total with taxes and fees

Stay at this guesthouse in Harpers Ferry. Enjoy patios, an in-room coffeemaker, and air conditioning. Popular attractions Harpers Ferry Children's Park and Virginius Island are located nearby.

Air conditioning

Parking available

Magical Unicorn Hollow /Wineries /Great Meadows Events Fully furnished apartment

The Plains VA

$377 nightly

$404 total

Mar 19 - Mar 20

Total with taxes and fees

This guesthouse features a garden, laundry facilities, and barbecue grills.

Free WiFi

Air conditioning

Shenandoah Mountain House - Guest Suite

Front Royal VA

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This guesthouse featured laundry facilities and barbecue grills.

Air conditioning

Parking available

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

Jefferson MD

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An outdoor pool is featured at this guesthouse, along with a garden and barbecue grills.

Pool

Pet friendly

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

Winchester VA

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This guesthouse includes a garden and laundry facilities.

Air conditioning

Parking available

2-Room Chickadee Suite @ Harpers Ferry Guest House

Harpers Ferry WV

$215 nightly

$240 total

Mar 19 - Mar 20

Total with taxes and fees

Stay at this guesthouse in Harpers Ferry. Enjoy patios, an in-room coffeemaker, and air conditioning. Popular attractions Harpers Ferry Children's Park and Virginius Island are located nearby.

Air conditioning

Parking available

The Cardinal Suite at Harpers Ferry Guest House

Harpers Ferry WV

$215 nightly

$240 total

Mar 19 - Mar 20

Total with taxes and fees

Stay at this guesthouse in Harpers Ferry. Enjoy free WiFi, patios, and an in-room coffeemaker. Popular attractions Harpers Ferry National Historical Park and Harpers Ferry Children's Park are located nearby.

Free WiFi

Air conditioning

Secret Gardens Carriage House

Winchester VA

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This guesthouse includes a garden and laundry facilities.

Air conditioning

Parking available

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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.

Top hotels in Winchester

The George Washington Hotel, A Wyndham Grand Hotel

103 E Piccadilly St Winchester VA

$122 nightly

$138 total

Mar 25 - Mar 26

Total with taxes and fees

9.4/10 Exceptional! (1,000 reviews)

Winchester Guest Houses essential information

Accommodation	19 Guest Houses
Lowest Price	$83
Highest Price	$404
Popular accommodation	White Moose Inn, Briar Patch Bed & Breakfast Inn, The Bluebird Suite at Harpers Ferry Guest House, ►New! Unique Custom Crafted Train Station Lodge W/ private walking trails, The Goldfinch Suite at Harpers Ferry Guest House, Magical Unicorn Hollow /Wineries /Great Meadows Events Fully furnished apartment, Shenandoah Mountain House - Guest Suite, Stone Leaf Farm Private Nature Retreat: Scenic Mountain, Forest & Garden Views, Peaceful Secret Gardens Tiny Home - loft & stairs lead to a Queen Size Bed, 2-Room Chickadee Suite @ Harpers Ferry Guest House, The Cardinal Suite at Harpers Ferry Guest House, Secret Gardens Carriage House