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Find a Bed and Breakfast in Windsor from CA $123

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Browse Select Windsor B&B

The Jackson

4.0 star property
9.8 out of 10, Exceptional, (223)
"A quaint boutique historic hotel with a cool little bar and fine dining. The view from our room overlooking the garden and lush lawn added to the tranquil atmosphere that we were hoping for. The owners were pleasant and friendly. "
The price is CA $291
CA $320 total
includes taxes & fees
Aug 5 - Aug 6
The Jackson

Snowed Inn

3.5 star property
9.8 out of 10, Exceptional, (355)
"Beautiful place to stay! 10/10 would recommend. You're going to love it!"
The price is CA $213
CA $257 total
includes taxes & fees
Aug 3 - Aug 4
Snowed Inn

Stay At Jimmy's

3.0 star property
10.0 out of 10, Exceptional, (38)
"Superb stay in all ways!"
The price is CA $343
CA $378 total
includes taxes & fees
Aug 7 - Aug 8
Stay At Jimmy's

The Vesper

3.0 star property
9.2 out of 10, Wonderful, (24)
"Lovely, immaculate room - breakfast delish ! highly recommend this charming boutique hotel !"
The price is CA $244
CA $269 total
includes taxes & fees
Aug 18 - Aug 19
The Vesper

Mountain Valley Retreat

2.5 star property
9.6 out of 10, Exceptional, (181)
"Great experience. Very accommodating! Room was great! Everything was clean and homemade breakfast was amazing. Thanks "
The price is CA $152
CA $171 total
includes taxes & fees
Aug 3 - Aug 4
Mountain Valley Retreat

Harvest Barn Inn

3.0 star property
9.8 out of 10, Exceptional, (222)
"A refurbished old Vermont home with a beautiful view of the Connecticut river. The young couple who own the home were delightful and very attentive. It was comfortable and very unique. I would certainly stay here again."
The price is CA $186
CA $203 total
includes taxes & fees
Aug 19 - Aug 20
Harvest Barn Inn

Stone Hearth Inn and Eatery

3.0 star property
9.2 out of 10, Wonderful, (91)
"A historic establishment ran by a family, this cozy place in the mountains is a nice retreat from the daily hustle and bustle. "
The price is CA $278
CA $303 total
includes taxes & fees
Aug 4 - Aug 5
Stone Hearth Inn and Eatery

The Buckmaster Inn

3.0 star property
10.0 out of 10, Exceptional, (60)
"Very charming B&B with amazing hosts!"
The Buckmaster Inn

Woodbridge Inn

3.0 star property
9.6 out of 10, Exceptional, (64)
"Great place to stay"
Woodbridge Inn

Echo Lake Inn

2.5 star property
8.6 out of 10, Excellent, (96)
"Charming place, the food was great, rooms clean, and service was excellent"
The price is CA $280
CA $306 total
includes taxes & fees
Aug 12 - Aug 13
Echo Lake Inn

Golden Stage Inn B&B

3.5 star property
10.0 out of 10, Exceptional, (26)
"Very beautiful place and excellent service "
Golden Stage Inn B&B

The Woodstocker B&B

4.0 star property
10.0 out of 10, Exceptional, (51)
"This food at this property is amazing!! I would come back any day, the bread and entire menu is incredible. The zagat should try their breakfast! "
The Woodstocker B&B

Honeymoon Suite with Jacuzzi Tub in Historic Inn

8.6 out of 10, Excellent, (7)
"Charming place, hope to go back soon."
The price is CA $136
CA $230 total
includes taxes & fees
Sep 1 - Sep 2
Honeymoon Suite with Jacuzzi Tub in Historic Inn

Historic Chester Inn! Circa, 1870 - right on Main Street & 20 minutes to Okemo!

8.0 out of 10, Very good, (1)
"Property seemed well-maintained and cared for. We were only there a short time, but it was well put together. The check-in process was a little hectic, check in time was 3pm, but our room wasn't ready. The caretaker was very friendly. We only had to wait about 20 minutes. We weren't aware this property was a VRBO, and not a regular Inn. "
The price is CA $178
CA $290 total
includes taxes & fees
Aug 4 - Aug 5
Historic Chester Inn! Circa, 1870 - right on Main Street & 20 minutes to Okemo!

King & Queen Suite in Historic Inn Circa 1780

9.6 out of 10, Exceptional, (14)
"The check in process was easy, and the space was beautiful. Great location for a weekend of skiing!"
The price is CA $192
CA $313 total
includes taxes & fees
Aug 6 - Aug 7
King & Queen Suite in Historic Inn Circa 1780

Dexter's Inn

3.0 star property
8.8 out of 10, Excellent, (70)
"This was my 3rd time staying at Dexter’s Inn and hopefully not the last. It is a wonderful inn with easy access to Mount Sunapee. "
Dexter's Inn

Room in Historic Inn! 20 Minutes to Okemo!

9.2 out of 10, Wonderful, (15)
"My stay was brief but was pleased to arrive to beautiful building and a room that was huge, well decorated/furnished, well heated, and super cozy. I would definitely stay here again."
The price is CA $123
CA $215 total
includes taxes & fees
Aug 24 - Aug 25
Room in Historic Inn! 20 Minutes to Okemo!

Windsor Mansion Inn

3.5 star property
9.2 out of 10, Wonderful, (289)
"We had a lovely time at the Windsor Mansion Inn over New Years! Andy was incredible accommodating and friendly to make our group feel right at home. The beds were very comfortable the the rooms were spacious. The mansion is gorgeous. Yummy breakfast too. We hope to stay again!"
Windsor Mansion Inn

Deer Brook Inn

4.0 star property
10.0 out of 10, Exceptional, (21)
"One of the best experiences I have ever had! The staff were kind, attentive, and just plain wonderful! I can't wait to return as soon as possible! This place is BEAUTIFUL inside and out! (Not to mention that the breakfast was to die for). Don't think twice- you need to stay at the Deer Brook Inn!"
Deer Brook Inn

Rockledge Farm country living

9.8 out of 10, Exceptional, (29)
"Kathleen was a joy; friendly, accommodating and a wonderful cook."
Rockledge Farm country living
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