20 Best B&B in Winchester, NH - Bed and Breakfast from AED 592

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

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

Change your mind
Book hotels with free cancellation
Treat yourself
Sign in to save 10% or more on thousands of hotels
Sign in
Be picky
Search almost a million properties worldwide

Check prices for these dates

Next weekend

In two weeks

In one month

In two months

Our top choices for Winchester bed & breakfast

Four Columns Inn

Newfane

Linda

Room 4 | Hypo-allergenic bedding, free WiFi, bed sheets

Colonel Williams Inn

Brattleboro

Sahand

AED 592 total

includes taxes & fees

10 Mar - 11 Mar

The Carriage Barn Inn

Keene

Bruce

AED 607 total

includes taxes & fees

13 Feb - 14 Feb

The One Cat B&B

Brattleboro

Cara

AED 594 total

includes taxes & fees

10 Feb - 11 Feb

Inn on Putney Road

Brattleboro

Joe

AED 948 total

includes taxes & fees

8 Feb - 9 Feb

Centennial House

Northfield

JAMES

AED 669 total

includes taxes & fees

8 Feb - 9 Feb

Monadnock Inn

Jaffrey

E S

The Engel House

Jacksonville

Lee

View all properties

Save an average of 15% on thousands of hotels when you're signed in

Top Winchester Hotel Reviews

The Putney Inn

10/10 Excellent

"Staff"

Vikings Villages Resort

10/10 Excellent

"Perfect accommodation. Rare combo of rustic feel and both clean and dry. Beds just how we like it. Kitchen very well equipped. Perfect for 4 people. Nice bathroom. Hot shower. Grounds perfectly described as Viking village. Staff very welcoming. Nice fire at the fire pit and the sheep are sure to be a hit with the little ones. Would love to go back when a little less snow to explore the Hiking trails and spend a little more time outside"

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

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, Barden State Wildlife Management Area and Ashuelot River are some notable spots. You might put New England Sweetwater Farm & Distillery and Bennett Gorge on your list if you want to see more of the area.

Room 1

Change your mind

Treat yourself

Be picky

Check prices for these dates