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B&B in Winchester

Colonel Williams Inn

3.0 star property
Brattleboro
9.8 out of 10, Exceptional, (339)
"Very nice historic inn. We enjoyed our stay. Breakfast was exceptional."
United States
scott
The price is ¥22,773
¥25,051 total
includes taxes & fees
Nov 19 - Nov 20
Colonel Williams Inn

Four Columns Inn

4.0 star property
Newfane
9.8 out of 10, Exceptional, (11)
"Cozy inn in a beautiful setting, and great staff and service"
United States
Archith
The price is ¥19,655
¥21,424 total
includes taxes & fees
Nov 19 - Nov 20
Four Columns Inn

The Carriage Barn Inn

3.0 star property
Keene
9.6 out of 10, Exceptional, (165)
"Excellent place!!!! Lovely room that had all I needed!!! The bed was comfortable and the stay was wonderful!!!!!!"
United States
natalia
The price is ¥22,104
¥23,983 total
includes taxes & fees
Dec 1 - Dec 2
The Carriage Barn Inn

Centennial House

3.5 star property
Northfield
9.6 out of 10, Exceptional, (172)
"The property was wonderful and the hosts exceptional❤️"
United States
Susan
The price is ¥26,312
¥27,812 total
includes taxes & fees
Nov 19 - Nov 20
Centennial House

Inn on Putney Road

4.0 star property
Brattleboro
9.8 out of 10, Exceptional, (56)
"wonderful atmosphere, great breakfast, friedly staff, great location"
United States
Kurt
The price is ¥41,252
¥45,377 total
includes taxes & fees
Nov 19 - Nov 20
Inn on Putney Road

The One Cat B&B

2.5 star property
Brattleboro
9.6 out of 10, Exceptional, (78)
"Conrad and Pat were so welcoming, their house was adorable, and breakfast was superb!"
United States
Cara
The price is ¥38,252
¥42,077 total
includes taxes & fees
Dec 1 - Dec 2
The One Cat B&B

Monadnock Inn

2.5 star property
Jaffrey
7.6 out of 10, Good, (274)
"It is a Beautiful Old Charm Inn. Everything was great. I would definitely come back and stay there again. "
United States
Sharon-Ann C
Monadnock Inn

The Engel House

3.0 star property
Jacksonville
9.2 out of 10, Wonderful, (17)
"A very quaint property. The room was comfortable and clean."
United States
Frank
The Engel House

Green River Bridge Inn

3.0 star property
Guilford
8.4 out of 10, Very Good, (13)
"Beautiful Inn and property"
United States
JaDean
The price is ¥37,052
¥40,387 total
includes taxes & fees
Nov 19 - Nov 20
Green River Bridge Inn

Chesterfield Inn

4.0 star property
West Chesterfield
9.0 out of 10, Wonderful, (104)
"Great stay"
United States
Wayne
The price is ¥46,541
¥50,497 total
includes taxes & fees
Nov 26 - Nov 27
Chesterfield Inn

Private bedroom in the Green River Bridge Inn. A full breakfast is included.

Guilford
The price is ¥42,501
¥54,525 total
includes taxes & fees
Nov 24 - Nov 25
Private bedroom in the Green River Bridge Inn. A full breakfast is included.
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

Find out more about Winchester

Winchester B&B information

Number of reviews
1,028
Accommodation
12 B&B
Lowest Price
¥21,424
Highest Price
¥54,525

Frequently asked questions

Searching for B&Bs in Winchester?
If you want to find a place to stay with fewer rooms than a hotel and a cozy environment, a B&B might be just the right fit for your trip to Winchester. While you're enjoying your trip to Winchester, Loring Field and Richmond Wildlife Manangement Area are perfect spots to get in some fresh air and greenery.
How do you know if a B&B is the best choice for your stay?
Every B&B has its own unique feel. Whether it's a cozy reading space or a beautiful breakfast room, the tiny details are what make bed and breakfasts a fun place to get away.
What are the best B&Bs in Winchester?
Below are some B&Bs in the area: Colonel Williams Inn: 9 rooms. Situated 18.2 mi (29.3 km) from the heart of Winchester. Enjoy the local cuisine breakfast and library. The Carriage Barn Inn: 4 rooms. 11.8 mi (18.9 km) from the heart of downtown.Centennial House: 5 rooms. Located 6.4 mi (10.3 km) from the core of Winchester. Enjoy the free full breakfast and unique décor.
What's the best time of year to book my B&B in Winchester?
When you're dreaming of a escape to Winchester, be sure to take into account the year-round temperatures. The hottest months are usually July and August with an average temp of 67°F, while the coldest months are January and February with an average of 28°F. The snowiest months in Winchester are January, March, February, and November, with each month seeing an average of 10 inches of snowfall.
What is there to do in Winchester?
When you want to spend some time in the great outdoors, Birch Point and Ashuelot River are some notable spots. You might put New England Sweetwater Farm & Distillery and Pisgah State Park on your list if you want to see more of the area.