This Georgian Revival inn is centrally located in Winchester, providing convenient access to dining establishments, wineries, and outdoor trails. This B&B offers one bedroom and one bathroom, accommodating up to two guests with amenities like air conditioning, Wi-Fi, a swimming pool, a fitness center, and parking, with valet parking available for an additional $15 per day.
Winchester, WA
06/28 – 07/05
$317/nighttotal: $2219 (7 )
2 Units | Central Winchester Stay | Near Old Town
2 2
B&B , Winchester
This B&B is located in Winchester's historic downtown district, providing convenient access to local landmarks. This lodging offers 322 sq. ft. king rooms with plush bedding and workspaces, accommodating up to 4 guests, and features an indoor heated pool, fitness center, and live music lounge, with valet parking available for $15 daily.
Winchester, WA
06/28 – 07/05
$317/nighttotal: $2219 (7 )
2 Double | George Washington | 2 Units | Trail Fun
2 2
B&B , Winchester
This Winchester inn is situated near Blue Ridge adventures, offering a convenient base for exploration. This B&B features two 322 sq. ft. rooms accommodating up to 8 guests, with air conditioning, internet, a shared indoor heated pool, and a fitness center, plus paid valet parking and optional cooked-to-order breakfast.
9.8 10 reviews
Winchester, WA
06/28 – 07/05
$89/nighttotal: $623 (7 )
Private Studio Space
1 2
B&B , Winchester
This studio apartment is conveniently located in Winchester, within easy walking distance of the city's historic landmarks like Winchester Cathedral and the Great Hall. It's received excellent ratings for location, cleanliness, and overall experience. The apartment is a cozy space perfect for a couple or solo traveler. It comes equipped with a kitchen, air conditioning, and a private garden, making it easy to relax and enjoy your stay in Winchester.
Winchester, WA
06/28 – 07/05
$158/nighttotal: $1106 (7 )
King Room L George Washington L Double Vanity
1 2
B&B , Winchester
This historic hotel in Winchester offers elegant accommodations minutes from Skyline Drive, a renowned scenic route. The B&B features 322 sq. ft. rooms with a king bed and dual vanities, accommodating up to two guests, and includes amenities such as air conditioning, internet, a year-round indoor heated shared pool, and a 24/7 shared fitness center, with paid valet parking available.
Winchester, WA
06/28 – 07/05
$284/nighttotal: $1988 (7 )
George Washington L King Deluxe L Elegant Space
1 2
B&B , Winchester
This Shenandoah Valley B&B offers a prime location within walking distance to Winchester's premier historic attractions, with the grand retreat situated steps from Winchester's top historic sites. Enjoy a deluxe suite with a king bedroom, sitting area, fireplace, complimentary toiletries, and premium cable TV, plus access to a 24/7 fitness center and a year-round indoor heated shared pool, accommodating up to 2 guests.
9.3 76 reviews
Winchester, WA
09/02 – 09/06
$142/nighttotal: $568 (4 )
Modern Hotel With Small Town Charm
1 4
B&B , Winchester
This Winchester, Virginia bed and breakfast boasts a prime location atop the Shenandoah Valley, offering stunning views and proximity to Shenandoah University, Skyline Drive, and the Appalachian Trail. The one-bedroom, one-bathroom guesthouse comfortably sleeps four guests and features amenities including air conditioning, internet access, parking, and a swimming pool; pets are welcome.
9.3 61 reviews
Winchester, WA
10/31 – 11/01
$252/nightfor 1 night
Cozy English Basement Apt
1 2
B&B , Winchester
This cozy English basement apartment is located in downtown Winchester, just four blocks from the walking mall and other attractions. It has received excellent ratings for its location, cleanliness, and overall experience. The studio has a separate entrance and can accommodate up to two guests. It features a kitchenette with a microwave and toaster oven, a private bathroom, and a washer and dryer for added convenience.
Winchester, WA
06/28 – 07/05
$317/nighttotal: $2219 (7 )
Winchester Stay | 2 Units | Downtown Location
2 2
B&B , Winchester
This B&B is located in downtown Winchester, providing easy access to historical sites and city amenities. This accommodation offers 322 sq. ft. king rooms with plush bedding, a workspace, and complimentary toiletries, plus amenities like an indoor heated pool, fitness center, and live music lounge, with paid valet parking available.
Winchester, WA
06/28 – 07/05
$158/nighttotal: $1106 (7 )
George Washington L King Bed L Vanity For Two
1 2
B&B , Winchester
This historic inn in Winchester is located minutes from Skyline Drive, a renowned scenic byway, offering a blend of elegance and modern comfort. The 322 sq. ft. rooms, accommodating up to two guests, feature a king bed, dual vanities, premium cable TV, complimentary daily cleaning, 24/7 fitness center access, and a year-round indoor heated shared pool, with cooked-to-order breakfast available for an additional fee.
10 2 reviews
Winchester, WA
06/28 – 07/05
$158/nighttotal: $1106 (7 )
George Washington L Queen Bed L Historic Charm
1 2
B&B , Winchester
This Winchester bed and breakfast offers a prime downtown location, placing guests within easy walking distance of Winchester's fine dining and historical sites. This accommodation features one queen bedroom and one bathroom for two guests, with amenities including internet, air conditioning, a shared heated indoor pool open from 6:30 AM to 10:00 PM, and a 24/7 fitness center, with paid valet parking available for $15 daily and daily cooked-to-order breakfast offered at an additional cost.
9.9 62 reviews
Winchester, WA
06/28 – 07/05
$98/nighttotal: $686 (7 )
Retro Vibe Studio
1 2
B&B , Winchester
This newly finished basement studio apartment is located in Winchester, Virginia, a short walk from the downtown area, the walking mall, and numerous restaurants, with easy access to Skyline Drive and Harpers Ferry. This 1-bathroom unit sleeps 2 guests and features a kitchen with a fridge and microwave, air conditioning, on-site parking, a private entrance, and a garden, offering a comfortable and convenient stay near Shenandoah University and Winchester Medical Center.
Best Winchester, WA bed and breakfasts with breakfast included
9.4 32 reviews
Winchester, WA
09/02 – 09/06
$227/nighttotal: $908 (4 )
Award Winning Hotel
1 4
B&B , Winchester
This Winchester bed and breakfast is located at the top of the Shenandoah Valley, just one mile from downtown Winchester and a quarter mile from Interstate 81. It boasts excellent user, location, and cleanliness ratings, making it a great choice for travelers. The inn features one bedroom and one bathroom, accommodating up to four guests. Amenities include air conditioning, internet, a swimming pool, parking, and pet-friendly accommodations.
Best Winchester, WA bed and breakfasts with a garden
9.3 61 reviews
Winchester, WA
10/31 – 11/01
$252/nightfor 1 night
Cozy English Basement Apt
1 2
B&B , Winchester
This cozy English basement apartment is located in downtown Winchester, just four blocks from the walking mall and other attractions. It has received excellent ratings for its location, cleanliness, and overall experience. The studio has a separate entrance and can accommodate up to two guests. It features a kitchenette with a microwave and toaster oven, a private bathroom, and a washer and dryer for added convenience.
9.8 10 reviews
Winchester, WA
06/28 – 07/05
$89/nighttotal: $623 (7 )
Private Studio Space
1 2
B&B , Winchester
This studio apartment is conveniently located in Winchester, within easy walking distance of the city's historic landmarks like Winchester Cathedral and the Great Hall. It's received excellent ratings for location, cleanliness, and overall experience. The apartment is a cozy space perfect for a couple or solo traveler. It comes equipped with a kitchen, air conditioning, and a private garden, making it easy to relax and enjoy your stay in Winchester.
9.9 62 reviews
Winchester, WA
06/28 – 07/05
$98/nighttotal: $686 (7 )
Retro Vibe Studio
1 2
B&B , Winchester
This newly finished basement studio apartment is located in Winchester, Virginia, a short walk from the downtown area, the walking mall, and numerous restaurants, with easy access to Skyline Drive and Harpers Ferry. This 1-bathroom unit sleeps 2 guests and features a kitchen with a fridge and microwave, air conditioning, on-site parking, a private entrance, and a garden, offering a comfortable and convenient stay near Shenandoah University and Winchester Medical Center.
Frequently Asked Questions about bed and breakfast in Winchester, WA
What is the typical weather in Winchester, VA, and how does it affect outdoor plans?
Winchester has a mild, temperate climate. Summers are warm and sunny, perfect for outdoor activities like hiking and kayaking. Winters are mild and wet, so you might want to bring an umbrella or raincoat if you plan on spending time outdoors.
What are the best bed and breakfasts in Winchester, WA?
What dining options are recommended for solo travelers staying at bed and breakfasts in Winchester, VA?
The Lighthouse Cafe is a popular spot for solo travelers, offering delicious seafood and a cozy atmosphere. The Winchester Diner is another great option for a casual meal, with friendly service and a wide variety of classic American dishes.
What are the best bed and breakfasts with a pool in Winchester, WA?
Which hiking trails are recommended for exploring in and around Winchester, VA?
The Winchester Bay Trail is a popular choice for a scenic walk or bike ride, offering stunning views of the bay. The nearby Umpqua National Forest also has several hiking trails, offering a variety of difficulty levels and landscapes.
What are the best bed and breakfasts for families and kids in Winchester, WA?
What amenities are commonly offered in bed and breakfasts in Winchester, VA?
Most bed and breakfasts in Winchester offer amenities like a complimentary breakfast, free Wi-Fi, and private bathrooms. Some may also have additional features like fireplaces, hot tubs, or patios.
What are the best pet friendly bed and breakfasts in Winchester, WA?
Our Favorite B&bs with Free Parking in Winchester, WA
Having parking at your B&B in Winchester, WA ensures reaching the city center is easy every day with no extra hassle.
Winchester, WA
06/28 – 07/05
$259/nighttotal: $1813 (7 )
George Washington L King Jr. Suite L Elegant Stay
1 2
B&B , Winchester
This award-winning Bed and Breakfast is located in historic Winchester, Virginia, offering proximity to the Blue Ridge Mountains and the Shenandoah Valley. The Junior Suite accommodates two guests in a king bed with a fireplace and sitting area, featuring air conditioning, internet, daily cleaning, and access to a shared indoor pool and 24/7 fitness center, with paid valet parking available.
Neighborhoods and points of interest in Winchester, WA
Best Winchester, WA bed and breakfasts with air conditioning
Winchester, WA
06/28 – 07/05
$228/nighttotal: $1596 (7 )
King Suite L George Washington L Fireplace Lounge
1 2
B&B , Winchester
This Georgian Revival inn is centrally located in Winchester, providing convenient access to dining establishments, wineries, and outdoor trails. This B&B offers one bedroom and one bathroom, accommodating up to two guests with amenities like air conditioning, Wi-Fi, a swimming pool, a fitness center, and parking, with valet parking available for an additional $15 per day.
9.3 61 reviews
Winchester, WA
10/31 – 11/01
$252/nightfor 1 night
Cozy English Basement Apt
1 2
B&B , Winchester
This cozy English basement apartment is located in downtown Winchester, just four blocks from the walking mall and other attractions. It has received excellent ratings for its location, cleanliness, and overall experience. The studio has a separate entrance and can accommodate up to two guests. It features a kitchenette with a microwave and toaster oven, a private bathroom, and a washer and dryer for added convenience.
Winchester, WA
06/28 – 07/05
$284/nighttotal: $1988 (7 )
George Washington L King Deluxe L Elegant Space
1 2
B&B , Winchester
This Shenandoah Valley B&B offers a prime location within walking distance to Winchester's premier historic attractions, with the grand retreat situated steps from Winchester's top historic sites. Enjoy a deluxe suite with a king bedroom, sitting area, fireplace, complimentary toiletries, and premium cable TV, plus access to a 24/7 fitness center and a year-round indoor heated shared pool, accommodating up to 2 guests.
Winchester, WA
06/28 – 07/05
$317/nighttotal: $2219 (7 )
2 Units | Central Winchester Stay | Near Old Town
2 2
B&B , Winchester
This B&B is located in Winchester's historic downtown district, providing convenient access to local landmarks. This lodging offers 322 sq. ft. king rooms with plush bedding and workspaces, accommodating up to 4 guests, and features an indoor heated pool, fitness center, and live music lounge, with valet parking available for $15 daily.