Winchester, New Hampshire in winter

Find a Bed and Breakfast in Winchester from CA $196

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Check prices for these dates

Next weekend
Jun 19 - Jun 21
In two weeks
Jun 26 - Jun 28
In one month
Jul 10 - Jul 12
In two months
Aug 7 - Aug 9

Our top choices for Winchester bed & breakfast

Free daily continental breakfast

The Carriage Barn Inn

The Carriage Barn Inn
3.0 star property
Keene
9.6 out of 10, Exceptional, (172 reviews)
"Super cute property. Rooms are clean with historical "
United States
Valerie
The price is CA $236
CA $256 total
includes taxes & fees
Jun 25 - Jun 26
The Carriage Barn Inn
Front of property

Colonel Williams Inn

Colonel Williams Inn
3.0 star property
Brattleboro
9.8 out of 10, Exceptional, (354 reviews)
"Great breakfast!"
United States
Billie
The price is CA $209
CA $229 total
includes taxes & fees
Jul 5 - Jul 6
Colonel Williams Inn
Land view from property

Four Columns Inn

Four Columns Inn
4.0 star property
Newfane
9.8 out of 10, Exceptional, (40 reviews)
"The hot tub was so amazing"
United States
Mark
The price is CA $180
CA $196 total
includes taxes & fees
Jun 21 - Jun 22
Four Columns Inn
Front of property

The One Cat B&B

The One Cat B&B
2.5 star property
Brattleboro
9.6 out of 10, Exceptional, (80 reviews)
"Breakfast was fantastic Did not need any shops Hosts were super friendly We enjoyed our short stay"
United States
marjie
The price is CA $336
CA $370 total
includes taxes & fees
Jun 21 - Jun 22
The One Cat B&B
Terrace/patio

The Maguire House Bed & Breakfast

The Maguire House Bed & Breakfast
3.5 star property
Ashburnham
10.0 out of 10, Exceptional, (37 reviews)
"Wonderful bed and breakfast - and remarkable hosts! Definitely worth booking if you plan to be in the area. "
United States
Ranjit
The price is CA $366
CA $366 total
includes taxes & fees
Jun 10 - Jun 11
The Maguire House Bed & Breakfast
Exterior

Monadnock Inn

Monadnock Inn
2.5 star property
Jaffrey
7.6 out of 10, Good, (282 reviews)
"This is a good representation of staying in an inn of the 1969s. "
United States
Frank
The price is CA $229
CA $249 total
includes taxes & fees
Jul 1 - Jul 2
Monadnock Inn
Exterior

Inn on Putney Road

Inn on Putney Road
4.0 star property
Brattleboro
9.8 out of 10, Exceptional, (58 reviews)
"Fabulous home, breakfast, staff, and location. Excellent value! Will definitely be back!"
United States
Mary
The price is CA $396
CA $436 total
includes taxes & fees
Jun 10 - Jun 11
Inn on Putney Road
Front of property - evening/night

Chesterfield Inn

Chesterfield Inn
4.0 star property
West Chesterfield
9.0 out of 10, Wonderful, (105 reviews)
"Great stay"
United States
Wayne
The price is CA $420
CA $455 total
includes taxes & fees
Jun 24 - Jun 25
Chesterfield Inn
Outdoor dining

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

Private bedroom in the Green River Bridge Inn. A full breakfast is included.
Guilford
The price is CA $383
CA $489 total
includes taxes & fees
Jun 27 - Jun 28
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

Days Inn by Wyndham Keene NH

Days Inn by Wyndham Keene NH

4/10 Poor
"Dirty, burn holes in the sheets, filthy, was drying off with a towel after my shower and a long black hair came off of it and on my belly. The spot for the fire sector only has wires and nothing attached,"
Brandie 1-night trip
Posted 16 hours ago
Days Inn by Wyndham Keene NH

Find out more about Winchester

Winchester B&B information

Number of reviews
983
Accommodation
12 B&B
Lowest Price
CA $196
Highest Price
CA $489

Frequently asked questions

What is the nightly rate for a Bed & Breakfast in Winchester?
Prices for B&Bs in Winchester often vary, but you can find a great deal from CA $196 with Expedia. All sorts of factors affect price, such as location and the time of year. It usually costs more to stay at Winchester B&Bs over the weekend too. Travelers can find the best deals by being flexible with their dates, and by using our filters to sort prices from low to high.
What is the difference between a Winchester B&B and a hotel?
Every Winchester B&B has its own unique feel. Whether it's a cozy reading space or a sunlit breakfast nook to enjoy your morning cup of coffee, the quaint details are what make bed and breakfasts a home away from home. Travelers can look forward to personal touches, thoughtful amenities and of course a scrumptious breakfast at Winchester B&Bs.

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