Find a Bed and Breakfast in Windsor from CA $219

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Check prices for these dates

Next weekend
Aug 29 - Aug 31
In two weeks
Sep 5 - Sep 7
In one month
Sep 19 - Sep 21
In two months
Oct 17 - Oct 19

Browse Select Windsor B&B

Monadnock Inn
Exterior

Monadnock Inn

2.5 star property
7.6 out of 10, Good, (267)
"It was very personable. They were very flexible with check-in. Quiet and homie. "
The price is CA $219
CA $237 total
includes taxes & fees
Aug 25 - Aug 26
Monadnock Inn
Rosewood Country Inn
Charlie Chaplin Suite

Rosewood Country Inn

3.0 star property
9.8 out of 10, Exceptional, (85)
"Comfortable clean rooms and an exceptional breakfast ."
The price is CA $245
CA $266 total
includes taxes & fees
Aug 25 - Aug 26
Rosewood Country Inn
Follansbee Inn
Property entrance

Follansbee Inn

3.0 star property
9.6 out of 10, Exceptional, (85)
"Love the vibe. Great breakfast beautiful setting. "
The price is CA $248
CA $270 total
includes taxes & fees
Sep 2 - Sep 3
Follansbee Inn
The Carriage Barn Inn
Free daily continental breakfast

The Carriage Barn Inn

3.0 star property
9.6 out of 10, Exceptional, (154)
"Excellent phenomenal cleanliness and so polite"
The price is CA $238
CA $259 total
includes taxes & fees
Sep 3 - Sep 4
The Carriage Barn Inn
Crotched Mountain Historic Inn
Exterior

Crotched Mountain Historic Inn

10.0 out of 10, Exceptional, (1)
"My wife and I were in town for a family gathering and spent three nights at Blue Bear Inn. The building is very quaint and homey, but has all of the amenities you need to provide a very comfortable stay. The location is very pretty with nice views. The restaurant serves good food at reasonable prices and the bartender knows his business well. All in all we enjoyed our experience and will definitely stay there again when return, "
The price is CA $350
CA $434 total
includes taxes & fees
Aug 25 - Aug 26
Crotched Mountain Historic Inn
Quaint New England Inn at Crotched Mountain!
Exterior

Quaint New England Inn at Crotched Mountain!

10.0 out of 10, Exceptional, (1)
"Great food, bar, and pool"
The price is CA $417
CA $511 total
includes taxes & fees
Aug 25 - Aug 26
Quaint New England Inn at Crotched Mountain!
Cozy Queen Room in Inn on Crotched Mountain
Exterior

Cozy Queen Room in Inn on Crotched Mountain

The price is CA $350
CA $434 total
includes taxes & fees
Aug 25 - Aug 26
Cozy Queen Room in Inn on Crotched Mountain
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 Windsor Hotel Reviews

Keene Elm City Hotel, Ascend Hotel Collection

Keene Elm City Hotel, Ascend Hotel Collection

10/10 Excellent
"Great experience but our only issue was that the sink was outside of the bathroom in the sleeping area other than that I would definitely recommend this hotel and stay again. The hotel was spotless and the breakfast was very good for what we paid for the room, 9 out of 10 just because of the wash hand basin location. "
Sharon 1-night trip
Posted 20 hours ago
Keene Elm City Hotel, Ascend Hotel Collection