Find a Bed and Breakfast in Winchester from CA $228

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Check prices for these dates

Next weekend
Feb 20 - Feb 22
In two weeks
Feb 27 - Mar 1
In one month
Mar 13 - Mar 15
In two months
Apr 10 - Apr 12

Our top choices for Winchester bed & breakfast

Front of property

Inn At The Canal Bed & Breakfast

Inn At The Canal Bed & Breakfast
3.5 star property
Chesapeake City
8.6 out of 10, Excellent, (507 reviews)
"Ed was very welcoming and the location is amazing."
United States
Jennifer
The price is CA $215
CA $228 total
includes taxes & fees
Feb 11 - Feb 12
Inn At The Canal Bed & Breakfast
Exterior detail

Vandiver Inn

Vandiver Inn
3.5 star property
Havre De Grace
9.4 out of 10, Exceptional, (535 reviews)
"a wonderful place to stay with super friendly staff. easy walks to downtown and restaurants. stayed here before and definitely will be back"
United States
Dieter
Vandiver Inn
Terrace/patio

Fairville Inn

Fairville Inn
3.5 star property
Chadds Ford
8.2 out of 10, Very good, (480 reviews)
"The breakfast was amazing!! "
United States
Ulyana
The price is CA $341
CA $379 total
includes taxes & fees
Feb 17 - Feb 18
Fairville Inn
Interior

Miller-Dunham House Bed & Breakfast

Miller-Dunham House Bed & Breakfast
3.0 star property
Odessa
10.0 out of 10, Exceptional, (86 reviews)
"The Provence room was beautiful, Heather and TJ were very warm and friendly. Everything was exceptionally clean. No complaints. "
United States
Matthew
The price is CA $323
CA $337 total
includes taxes & fees
Feb 10 - Feb 11
Miller-Dunham House Bed & Breakfast
Brandywine | Jetted tub

Elk Forge B&B Inn & Day Spa

Elk Forge B&B Inn & Day Spa
2.5 star property
Elkton
8.8 out of 10, Excellent, (188 reviews)
"A beautiful little B&B, provides a snapshot of yesteryear and I appreciate that. Room was clean, and the surrounding area is absolutely beautiful, with a park nearby for walks. "
United States
Sarah
Elk Forge B&B Inn & Day Spa
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.
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Top Winchester Hotel Reviews

Quality Inn Newark - Wilmington

Quality Inn Newark - Wilmington

8/10 Good
"Nice staff, room quiet"
Kim 11-night trip
Posted 1 day ago
Quality Inn Newark - Wilmington

Find out more about Winchester

Winchester B&B information

Number of reviews
981
Accommodation
7 B&B
Lowest Price
CA $228
Highest Price
CA $379

Frequently asked questions

Searching for B&Bs in Winchester?
If you want to find an accommodation with a small number of rooms and an intimate environment, a B&B may be the perfect thing for your getaway to Winchester.
Are you thinking about B&Bs over traditional hotel rooms?
With attentive service, opportunities to meet other guests, and hearty breakfasts, B&Bs offer a truly one-of-a-kind environment.
What are the best bed and breakfasts in Winchester?
Here are some B&Bs in the area: Vandiver Inn: 17 rooms. 14.6 mi (23.5 km) from the heart of Winchester. Enjoy the free cooked breakfast and fireplace in the lobby. Elk Forge B&B Inn & Day Spa: 14 rooms. 2.6 mi (4.2 km) from the downtown core. Enjoy the free full breakfast and massage services. Fairville Inn: 15 rooms. Situated 17.5 mi (28.1 km) from the heart of Winchester. Enjoy the free full breakfast and massage services. Inn At The Canal Bed & Breakfast: 6 rooms. 10.4 mi (16.7 km) from the heart of downtown. Enjoy the free full breakfast and library. The Inn at Whitewing Farm: 10 rooms. Located 17.8 mi (28.7 km) from the core of Winchester. Enjoy the free full breakfast and outdoor pool.
When is the best time to stay at a B&B in Winchester?
When you're planning your stay in Winchester, be sure to take into account the year-round temperatures. The hottest months are usually July and August with an average temp of 73°F, while the coldest months are January and February with an average of 38°F. Average annual precipitation for Winchester is 50 inches.
How can I get to and around Winchester?
Mapping out your trip in and around Winchester is easy with these transportation options. Fly into Baltimore Washington Intl. Airport (BWI), which is located 54.5 mi (87.7 km) from the city center. If you'd like to explore around the area, you may want to rent a car for your trip.

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