20 Best B&B in Winchester, NH - Bed and Breakfast from AED 486

Q: What are the best B&Bs in Winchester?

Below are some well-liked B&Bs in the area: Monadnock Inn : 11 rooms. 17.2 mi (27.6 km) from the heart of Winchester. Inn on Putney Road : 6 rooms. Situated 10.7 mi (17.3 km) from the heart of Winchester. Enjoy the free full breakfast and onsite spa services. Colonel Williams Inn : 9 rooms. 18.2 mi (29.3 km) from the heart of downtown. Enjoy the local cuisine breakfast and library. The Carriage Barn Inn : 4 rooms. Located 11.8 mi (18.9 km) from the core of Winchester.

A snow-covered town with a river running through it, surrounded by mountains and trees.

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Our top choices for Winchester bed & breakfast

Colonel Williams Inn

Brattleboro

Billie

AED 636 total

includes taxes & fees

29 Jun - 30 Jun

Four Columns Inn

Newfane

Mark

AED 486 total

includes taxes & fees

29 Jun - 30 Jun

The Carriage Barn Inn

Keene

Valerie

AED 706 total

includes taxes & fees

29 Jun - 30 Jun

The One Cat B&B

Brattleboro

marjie

AED 926 total

includes taxes & fees

1 Jul - 2 Jul

Monadnock Inn

Jaffrey

Evan

AED 656 total

includes taxes & fees

1 Jul - 2 Jul

Inn on Putney Road

Brattleboro

Mary

AED 1,191 total

includes taxes & fees

29 Jun - 30 Jun

Chesterfield Inn

West Chesterfield

Wayne

AED 1,200 total

includes taxes & fees

29 Jun - 30 Jun

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

Guilford

AED 1,296 total

includes taxes & fees

4 Jul - 5 Jul

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Top Winchester Hotel Reviews

Keene Elm City Hotel, an Ascend Collection Hotel

8/10 Good

"The room was very clean including the refrigerator and the microwave. The towels were spotless. The staff was very friendly and helpful. I was disappointed with the breakfast because the eggs were overcooked. However I could eat from other items. The section where my room was located was noisy early in the morning due to nearby construction, but that is not the fault of the hotel."

Windmill Motel Restaurant

10/10 Excellent

"Clean . New. Didn't like the fact my door was knocked on at 1100am saying I had to check out when my reservation said noon. The gentleman was rude. And rushed me out of there going so far as to follow me to the office and basically telling me to leave. Very unprofessional. That needs to get cleaned up. Nice place otherwise"

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 well-liked B&Bs in the area: Monadnock Inn: 11 rooms. 17.2 mi (27.6 km) from the heart of Winchester.Inn on Putney Road: 6 rooms. Situated 10.7 mi (17.3 km) from the heart of Winchester. Enjoy the free full breakfast and onsite spa services. Colonel Williams Inn: 9 rooms. 18.2 mi (29.3 km) from the heart of downtown. Enjoy the local cuisine breakfast and library. The Carriage Barn Inn: 4 rooms. Located 11.8 mi (18.9 km) from the core of Winchester.

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, Loring Field and Birch Point are some notable spots. You might put Winchester Speedpark and New England Sweetwater Farm & Distillery on your list if you want to see more of the area.

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