Book Guest Houses in Winchester, VA
Seize Your Someday with our amazing deals for the whole family!
Save an extra 10% or more on select hotels with Member Discounts
Access exclusive hotel deals, only with the Travelocity app
Top Guest Houses in Winchester
Briar Patch Bed & Breakfast Inn
23130 Briar Patch Ln Middleburg VA
$275 nightly
The price is $314 total per night
$314 total
Jan 22 - Jan 23
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
White Moose Inn
291 Main St Washington VA
$339 nightly
The price is $366 total per night
$366 total
Feb 20 - Feb 21
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
The Bluebird Suite at Harpers Ferry Guest House
Harpers Ferry WV
$170 nightly
The price is $189 total per night
$189 total
Jan 22 - Jan 23
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
$233 nightly
The price is $259 total per night
$259 total
Jan 26 - Jan 27
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
$170 nightly
The price is $189 total per night
$189 total
Jan 22 - Jan 23
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
$376 nightly
The price is $403 total per night
$403 total
Jan 22 - Jan 23
Total with taxes and fees
This guesthouse features a garden, laundry facilities, and barbecue grills.
Free WiFi
Air conditioning
The Cardinal Suite at Harpers Ferry Guest House
Harpers Ferry WV
$180 nightly
The price is $201 total per night
$201 total
Jan 22 - Jan 23
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 Children's Park and Virginius Island are located nearby.
Free WiFi
Air conditioning
The Chickadee Room at Harpers Ferry Guest House
Harpers Ferry WV
$180 nightly
The price is $201 total per night
$201 total
Jan 22 - Jan 23
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
Riverview Suite at La Soledad
Harpers Ferry WV
$275 nightly
The price is $306 total per night
$306 total
Jan 25 - Jan 26
Total with taxes and fees
This guesthouse features a garden, laundry facilities, and barbecue grills.
Air conditioning
Parking available
Guest House at Mt Independence
Delaplane VA
This guesthouse features a garden, laundry facilities, and barbecue grills.
Pet friendly
Free WiFi
Riverfront Oasis with Mountain Views, close to town
Middletown VA
This guesthouse featured laundry facilities and barbecue grills.
Free WiFi
Air conditioning
Guest House at Mt. Independence
2254 Winchester Rd Delaplane VA
This guesthouse doesn't skimp on freebies - guests receive free WiFi and free self parking. If you want to take your pet along, this pet-friendly property offers everything you'll need for your pet including food and water bowls and an off-leash area. A garden, a picnic area, and express check-out are also on offer.
Spa
Pet friendly
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
Comfort Inn & Suites Winchester
195 Kernstown Commons Blvd Winchester VA
$98 nightly
The price is $107 total per night from Feb 8 to Feb 9
$107 total
Feb 8 - Feb 9
Total with taxes and fees
9.4/10 Exceptional! (1,096 reviews)
Winchester Guest Houses essential information
Accommodation | 19 Guest Houses |
|---|---|
Lowest Price | $76 |
Highest Price | $403 |
Popular accommodation | Briar Patch Bed & Breakfast Inn, White Moose 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, The Cardinal Suite at Harpers Ferry Guest House, The Chickadee Room at Harpers Ferry Guest House, Riverview Suite at La Soledad, Guest House at Mt Independence, Riverfront Oasis with Mountain Views, close to town , Guest House at Mt. Independence |
More ways to wander Winchester
Explore More Ways to Travel with Travelocity
- Hotels near Winchester Regional
- B&B in Lovettsville
- Cabins in Lovettsville
- Condos in Lovettsville
- Guest Houses in Lovettsville
- Inns in Lovettsville
- Vacation Homes in Lovettsville
- Rv Parks in Lovettsville
- Hotels near Abram's Delight
- Hotels near The Kernstown Battlefield
- Hotels near Patsy Cline Historic House
- Apartments in Berryville
- B&B in Berryville
- Cabins in Berryville
- Chalets in Berryville
- Cottages in Berryville
- Extended Stay Hotels in Berryville
- Cheap Hotels in Berryville
- Romantic Getaways & Hotels in Berryville
- Berryville Hotels
- Motels in Berryville
- Vacation Homes in Berryville
- Hotels near Jim Barnett Park
- Farmstay in Stephens City
- Apartments in Stephens City
- B&B in Stephens City
- Cabins in Stephens City
- Extended Stay Hotels in Stephens City
- Historic Hotels in Stephens City
- Hotels with Hot Tubs in Stephens City
- Luxury Hotels in Stephens City
- Pet Friendly Hotels in Stephens City
- Winery Hotels in Stephens City
- Stephens City Hotels
- Motels in Stephens City
- Rv Parks in Stephens City
- Resorts in Stephens City
- Hotels near Rock Harbor Golf Course
- Hotels near Bright Box Theater
- Hotels near Winchester Medical Center
- Hotels near Virginia River Trips
- Hotels near Apple Blossom Mall
- Hotels near Dinosaur Land
- Hotels near Shenandoah University
- Hotels near Nalls Farm Market
- 3 Star Hotels in Millwood
- Cottages in Millwood
- Millwood Hotels
- Inns in Millwood
- Motels in Millwood
- Resorts in Millwood
- Villas in Millwood
- Hotels near Rocking S Ranch
- 3 Star Hotels in Gore
- Gore Hotels
- 3 Star Hotels in Boyce
- B&B in Boyce
- Cabins in Boyce
- Luxury Hotels in Boyce
- Boyce Hotels
- Vacation Homes in Boyce
- Resorts in Boyce
- Villas in Boyce
- Hotels near Mt Hebron Cemetery
- Apartments in White Post
- B&B in White Post
- Cabins in White Post
- Luxury Hotels in White Post
- Spa Resorts & in White Post
- Winery Hotels in White Post
- White Post Hotels
- Inns in White Post
- Hotels near Wayside Theater
- Cross Junction Hotels
- Hotels near Mackintosh Fruit Farm
- 3 Star Hotels in Old Town Winchester
- Boutique Hotels in Old Town Winchester
- Golf Resorts & in Old Town Winchester
- Historic Hotels in Old Town Winchester
- Hotels with Balconies in Old Town Winchester
- Old Town Winchester Hotels
- Hotels near Winchester-Frederick County Convention & Visitors Bureau
- Hotels near State Arboretum of Virginia