20 Best B&B in Winchester, NH - Bed and Breakfast from ￥22,128

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

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

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Our top choices for Winchester bed & breakfast

Colonel Williams Inn

Brattleboro

Billie

￥26,128 total

includes taxes & fees

May 19 - May 20

Four Columns Inn

Newfane

Mark

￥22,128 total

includes taxes & fees

May 19 - May 20

The Carriage Barn Inn

Keene

Valerie

￥29,899 total

includes taxes & fees

May 19 - May 20

The Maguire House Bed & Breakfast

Ashburnham

Ranjit

￥42,074 total

includes taxes & fees

May 20 - May 21

The One Cat B&B

Brattleboro

marjie

￥42,126 total

includes taxes & fees

May 20 - May 21

Monadnock Inn

Jaffrey

Frank

￥28,345 total

includes taxes & fees

May 29 - May 30

Inn on Putney Road

Brattleboro

Mary

￥49,598 total

includes taxes & fees

May 20 - May 21

Chesterfield Inn

West Chesterfield

Wayne

￥51,867 total

includes taxes & fees

May 20 - May 21

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Top Winchester Hotel Reviews

Hampton Inn Brattleboro

10/10 Excellent

"This was a very peaceful and well positioned hotel. The hotel staff was very welcoming and helpful. The bathroom was clean and orderly although we would have preferred a walk-in shower and instead we had a tub. The breakfast was okay, but we liked the free snack packs provided which had a bottle of water, an apple or orange, a plain bagel, and peanut butter. It was very close to the Brattleboro Golf Club and convenient to Brattleboro main street with all its restaurants and shops. Overall, a great experience."

Fairfield Inn & Suites by Marriott Keene Downtown

8/10 Good

"Location is great. Lots of things within walking distance. Basement suite had no natural light and the worst LED light bulbs. Try to get a different room if possible. Parking was free but not very convenient. I'd stay there again but would ask about which room I was getting."

The Covered Bridge Inn

6/10 Okay

"The man at check-in was incredibly pleasant and accommodating. I am used to staying in more modern hotel chains and this place was unlike them except that there were indoor corridors here too. What was different was lack of lobby, poor exterior and entrance, overwhelming smell of cigarette smoke everywhere, and grungy bedspreads. Otherwise, this place was similar in that the sheets and rug and bathroom were clean. I’ve stayed in worse, I’ve stayed in better. I paid $90 here for a prime Saturday night so you can’t beat that. I’d stay again if I had to but I’d prefer not."

Vikings Villages Resort

10/10 Excellent

"This place was amazing! We were impressed by so many things here: the sheep, the large deck with the custom Cornhole boards looking out over the wooded valley. But most of all the cabins: each one fitting the Viking theme but with unique details that make it fun to explore. Building this immersive place is clearly a labor of love, and we'll be coming back with friends!"

Find out more about Winchester

Winchester B&B information

Number of reviews	1,021
Accommodation	12 B&B
Lowest Price	￥22,128
Highest Price	￥55,648

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, Rhododendron State Park and Loring Field 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: Monadnock Inn: 11 rooms. 17.2 mi (27.6 km) from the downtown core. The Carriage Barn Inn: 4 rooms. Situated 11.8 mi (18.9 km) from the heart of Winchester. Inn on Putney Road: 6 rooms. 10.7 mi (17.3 km) from the heart of downtown. Enjoy the free full breakfast and onsite spa services. Colonel Williams Inn: 9 rooms. Located 18.2 mi (29.3 km) from the core of Winchester. Enjoy the local cuisine breakfast and library.

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, Rhododendron State Park and Loring Field are some notable spots. You might put Winchester Speedpark and Pisgah State Park on your list if you want to see more of the area.

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