Find a Bed and Breakfast in Winchester from CA $162

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Check prices for these dates

Next weekend
Nov 20 - Nov 22
In two weeks
Nov 27 - Nov 29
In one month
Dec 11 - Dec 13
In two months
Jan 8 - Jan 10

Our top choices for Winchester bed & breakfast

A hotel room with a large bathtub filled with water and rose petals, a sofa, a lamp, and a window with blinds.

1. 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, (223 reviews)
"The building is old but needs a lot of love with keeping it maintained. It could be such a beautiful B&B if more was put into it."
United States
Denise
The price is CA $162
CA $172 total
includes taxes & fees
Dec 10 - Dec 11
Elk Forge B&B Inn & Day Spa
A Victorian-style building with a porch, outdoor seating, and a sign for Vandiver Inn.

2. Vandiver Inn

Vandiver Inn
3.5 star property
Havre De Grace
9.6 out of 10, Exceptional, (579 reviews)
"A wonderful two nights at the Vandiver Inn! Beds were very comfortable, our room was spacious and the breakfast was outstanding!! I look forward to returning!!"
United States
Mary
The price is CA $215
CA $241 total
includes taxes & fees
Dec 1 - Dec 2
Vandiver Inn
A rustic outdoor dining area with a table set for two, surrounded by a gravel path and a garden.

3. Fairville Inn

Fairville Inn
3.5 star property
Chadds Ford
8.8 out of 10, Excellent, (492 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
Nov 17 - Nov 18
Fairville Inn
A covered patio with stone walls, a pond with a boat, and a forested area in the background.

4. The Inn at Whitewing Farm

The Inn at Whitewing Farm
3.0 star property
West Chester
9.8 out of 10, Exceptional, (56 reviews)
"Stayed in the pond house and the room was amazing, and the bed was incredibly comfortable. Excellent experience!"
United States
Joshua
The price is CA $362
CA $402 total
includes taxes & fees
Nov 10 - Nov 11
The Inn at Whitewing Farm
A sunroom with white wicker furniture, large windows, and a ceiling fan.

5. Miller-Dunham House Bed & Breakfast

Miller-Dunham House Bed & Breakfast
3.0 star property
Odessa
10.0 out of 10, Exceptional, (90 reviews)
"We only had a short visit, but hope to stay again when we are in town next time. The room was so beautiful and comfortable."
United States
Leslie
The price is CA $333
CA $348 total
includes taxes & fees
Nov 10 - Nov 11
Miller-Dunham House Bed & Breakfast
A snow-covered porch with a sign for 'Inn at the Canal' and a Christmas tree.

6. Inn At The Canal Bed & Breakfast

Inn At The Canal Bed & Breakfast
3.5 star property
Chesapeake City
9.0 out of 10, Wonderful, (513 reviews)
"Nice property like most B&B dated shower could use update"
United States
Henry
The price is CA $276
CA $292 total
includes taxes & fees
Nov 11 - Nov 12
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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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. 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 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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