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Find a Bed and Breakfast in Winchester from CA $170

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Check prices for these dates

Next weekend
Sep 11 - Sep 13
In two weeks
Sep 18 - Sep 20
In one month
Oct 2 - Oct 4
In two months
Oct 30 - Nov 1

Our top choices for Winchester bed & breakfast

Exterior detail

1. Vandiver Inn

Vandiver Inn
3.5 star property
Havre De Grace
9.4 out of 10, Exceptional, (570 reviews)
"Beautiful and charming. Very nice staff and great breakfast."
United States
Joan
The price is CA $242
CA $271 total
includes taxes & fees
Sep 9 - Sep 10
Vandiver Inn
Brandywine | Jetted tub

2. Elk Forge B&B Inn & Day Spa

Elk Forge B&B Inn & Day Spa
2.5 star property
Elkton
8.6 out of 10, Excellent, (216 reviews)
"The Clawfoot bathtub and 4 poster bed are nice and the house is right by The Spa so it's setup for a relaxing stay and also Weddings. Would be neat to attend with a Book Club or a Gals Full Moon Outing especially with cooler weather when the upstairs rooms with Jacuzzis in the rooms can be used."
United States
Sarah
The price is CA $161
CA $170 total
includes taxes & fees
Sep 7 - Sep 8
Elk Forge B&B Inn & Day Spa
Terrace/patio

3. Fairville Inn

Fairville Inn
3.5 star property
Chadds Ford
8.2 out of 10, Very good, (489 reviews)
"Super lovely stay! Everything was amazing and the breakfast was delicious"
United States
Sacha
The price is CA $352
CA $391 total
includes taxes & fees
Oct 5 - Oct 6
Fairville Inn
Property grounds

4. The Inn at Whitewing Farm

The Inn at Whitewing Farm
3.0 star property
West Chester
9.8 out of 10, Exceptional, (53 reviews)
"Wonderful hosts - enjoyed our stay there!"
United States
Jeremiah
The price is CA $401
CA $445 total
includes taxes & fees
Sep 7 - Sep 8
The Inn at Whitewing Farm
Interior

5. Miller-Dunham House Bed & Breakfast

Miller-Dunham House Bed & Breakfast
3.0 star property
Odessa
10.0 out of 10, Exceptional, (90 reviews)
"If you’re looking for a great AB&B to stay, this is the place to stay-you will NOT be disappointed."
United States
Thomas
The price is CA $327
CA $341 total
includes taxes & fees
Sep 8 - Sep 9
Miller-Dunham House Bed & Breakfast
Front of property

6. Inn At The Canal Bed & Breakfast

Inn At The Canal Bed & Breakfast
3.5 star property
Chesapeake City
8.6 out of 10, Excellent, (511 reviews)
"Ed was very welcoming and the location is amazing."
United States
Jennifer
The price is CA $258
CA $274 total
includes taxes & fees
Sep 9 - Sep 10
Inn At The Canal Bed & Breakfast
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

Sheraton Suites Wilmington Downtown

Sheraton Suites Wilmington Downtown

10/10 Excellent
"Great hotel"
Simone 1-night trip
Posted less than an hour ago
Sheraton Suites Wilmington Downtown

Find out more about Winchester

Winchester B&B information

Number of reviews
1,713
Accommodation
6 B&B
Lowest Price
CA $170
Highest Price
CA $445

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: Elk Forge B&B Inn & Day Spa: 14 rooms. 2.6 mi (4.2 km) from the heart of Winchester. Enjoy the free full breakfast and massage services. Vandiver Inn: 17 rooms. 14.6 mi (23.5 km) from the downtown core. Enjoy the free cooked breakfast and fireplace in the lobby. Inn At The Canal Bed & Breakfast: 6 rooms. Situated 10.4 mi (16.7 km) from the heart of Winchester. Enjoy the free full breakfast and library. Fairville Inn: 15 rooms. 17.5 mi (28.1 km) from the heart of downtown. Enjoy the free full breakfast and massage services.
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 Wilmington, DE (ILG-New Castle), which is located 14.5 mi (23.3 km) from the city center. You can also search for flights into Baltimore Washington Intl. Airport (BWI), which is 54.5 mi (87.7 km) away. If you'd like to explore around the area, you may want to rent a car for your trip.

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