Photo by William E Berry Jr.

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Compare 25 B&B in Windsor with updated reviews, rates, and availability.

Snowed Inn
Front of property
Snowed Inn
3.5 star property
9.8 out of 10, Exceptional, (290)
"Had a great stay "
The price is SAR 899
SAR 1,088 total
includes taxes & fees
23 Sep - 24 Sep
Snowed Inn
Stone Hearth Inn and Eatery
Front of property
Stone Hearth Inn and Eatery
3.0 star property
9.2 out of 10, Wonderful, (63)
"Great inn! "
The price is SAR 840
SAR 915 total
includes taxes & fees
23 Sep - 24 Sep
Stone Hearth Inn and Eatery
The Jackson House Inn
Exterior
The Jackson House Inn
4.0 star property
10.0 out of 10, Exceptional, (170)
"The staff is extremely accommodating. "
The price is SAR 1,235
SAR 1,358 total
includes taxes & fees
23 Oct - 24 Oct
The Jackson House Inn
Mountain Valley Retreat
Property grounds
Mountain Valley Retreat
2.5 star property
9.6 out of 10, Exceptional, (143)
"The place is beautiful and well maintained. Nice and clean."
The price is SAR 450
SAR 495 total
includes taxes & fees
22 Oct - 23 Oct
Mountain Valley Retreat
The Vesper
Room
The Vesper
3.0 star property
9.0 out of 10, Wonderful, (6)
"The Vesper is just the right amount of historic charm mixed with a clean, modern aesthetic. Breakfast was very tasty and made better by causal conversation with other guests. The sound machine in the room and hiking suggestions were a really nice touch! 10 out of 10 would stay here again (but longer next time!)."
The price is SAR 971
SAR 1,068 total
includes taxes & fees
23 Sep - 24 Sep
The Vesper
Harvest Barn Inn
Porch
Harvest Barn Inn
3.0 star property
9.6 out of 10, Exceptional, (188)
"We had a great time at this place! It was only one night, but having coffee on the awesome porch overlooking the Connecticut River in 60 degree weather close to Fall was perfect!"
The price is SAR 760
SAR 828 total
includes taxes & fees
29 Sep - 30 Sep
Harvest Barn Inn
Stay At Jimmy's
Front of property
Stay At Jimmy's
3.0 star property
10.0 out of 10, Exceptional, (15)
"Jimmy’s combines quaint and modern flawlessly! The wrap around porch was perfect for our rainy evening (several fire pits available too). "
The price is SAR 1,122
SAR 1,234 total
includes taxes & fees
24 Sep - 25 Sep
Stay At Jimmy's
The Buckmaster Inn
Property entrance
The Buckmaster Inn
3.0 star property
10.0 out of 10, Exceptional, (53)
"Liz and Rich were (are) wonderful hosts! It honestly felt like we were visiting family. The breakfast is delicious, their home is out of this world -- so cutely decorated, comfortable, clean -- and they're very friendly, accommodating and give great recommendations. If you're looking for a quiet getaway to Vermont in the gorgeous rolling hills, I highly recommend The Buckmaster Inn!"
The Buckmaster Inn
Echo Lake Inn
Front of property
Echo Lake Inn
2.5 star property
8.6 out of 10, Excellent, (93)
"Staff were great. Bathroom tiny. No help carrying bags up steep stairs. Breakfast very good."
The price is SAR 865
SAR 943 total
includes taxes & fees
16 Oct - 17 Oct
Echo Lake Inn
Dexter's Inn
Front of property
Dexter's Inn
3.0 star property
8.6 out of 10, Excellent, (68)
"Amazing place to stay for our Girl Scout ski trip! We rented the cottage which sleeps 12 and had two large, comfy rooms for adults plus large family room and new built in beds off family room for the girls. Well appointed modernized rooms while still retaining an authentic Inn feeling. Everyone enjoyed the breakfast buffet, especially the French Toast. We explored the grounds after breakfast and the girls enjoyed being unplugged and interacting with nature. Overall a wonderful experience and our...
Dexter's Inn
Woodbridge Inn
Front of property - evening/night
Woodbridge Inn
3.0 star property
9.6 out of 10, Exceptional, (58)
"Very nice experience. The people running the bed and breakfast were very nice "
The price is SAR 1,220
SAR 1,342 total
includes taxes & fees
23 Sep - 24 Sep
Woodbridge Inn
Golden Stage Inn B&B
Front of property
Golden Stage Inn B&B
3.5 star property
10.0 out of 10, Exceptional, (22)
"We chose this bed and breakfast based on others’ reviews- and you should, too! Our room was lovely and homey and had everything you’d want or need available. Mike and Julie are spectacularly thoughtful hosts. We felt welcomed, cared for, and a little bit spoiled :) during our three day stay. Will absolutely stay here again on our next visit to VT! "
Golden Stage Inn B&B
Honeymoon Suite with Jacuzzi Tub in Historic Inn
Living area
Honeymoon Suite with Jacuzzi Tub in Historic Inn
8.6 out of 10, Excellent, (7)
"I was enchanted to be staying in a beautiful antique decorated place. And the jacuzzi tub was large, comfortable, and easily accessed by a step."
The price is SAR 597
SAR 904 total
includes taxes & fees
23 Sep - 24 Sep
Honeymoon Suite with Jacuzzi Tub in Historic Inn
The Woodstocker B&B
Front of property
The Woodstocker B&B
4.0 star property
10.0 out of 10, Exceptional, (50)
"This is a lovely and charming guest house / B&B, run by a very nice and friendly couple. During our stay they recommended a number of places to visit and were warm and welcoming every day. I would not hesitate to book with them again."
The Woodstocker B&B
Franklyn Farm Inn
Exterior
Franklyn Farm Inn
3.5 star property
9.8 out of 10, Exceptional, (17)
"We had a lovely stay as a couple for 2 nights. All of the staff were very welcoming and the breakfast was always served fresh and hot. We enjoyed conversing with other guests over the breakfast and the individual German pancakes served on the first morning were scrumptious! "
Franklyn Farm Inn
Windsor Mansion Inn
Exterior
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
Snapdragon Inn
Front of property
Snapdragon Inn
3.5 star property
9.4 out of 10, Exceptional, (17)
"The history of the house is provided. Beutiful house and grounds."
Snapdragon Inn
Deer Brook Inn
Property entrance
Deer Brook Inn
4.0 star property
10.0 out of 10, Exceptional, (21)
"The Inn was so lovely and charming and exceeded our expectations! The hospitality offered by the Inn Keeper and his team was truly remarkable and we felt welcome and spoiled throughout our stay. The property itself is stunning and the attention to detail is five star in our book!!! We will definitely be back! Plan your stay!! You won’t be disappointed!!"
Deer Brook Inn
Inn at Water's Edge
Front of property
Inn at Water's Edge
3.0 star property
Inn at Water's Edge
The Karass Inn
Front of property
The Karass Inn
3.0 star property
9.0 out of 10, Wonderful, (67)
"My stay was great. Angie was extremely helpful with allowing me to use the refrigerator for my food and helping with some of the details of cooking it. Also she helped me with my luggage. My only wish was that there was more light in the Blue Spruce room. Everything else was wonderful"
The Karass Inn
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Other property types in Windsor

Ski in & out Spruce Glen Townhomes on Great Eastern Trail
Front of property
Ski in & out Spruce Glen Townhomes on Great Eastern Trail
3.0 star property
9.0 out of 10, Wonderful, (38)
"Absolutely perfect! Very nice location. Quiet and cozy little townhome. Short drive to Bear Mountain and Killington Ski Resort. Amazing area with plenty of awesome views."
Ski in & out Spruce Glen Townhomes on Great Eastern Trail
Cozy 1850s home on the riverfront with mountain & river views - dog-friendly
Cozy 1850s home on the riverfront with mountain & river views - dog-friendly
9.2 out of 10, Wonderful, (13)
"We liked the cottage and the tasteful renovations which preserved its historic nature. Loved the location's privacy and nature surrounding us. It was very warm over our stay and the AC units upstairs and down gave us more comfort. The linens were lovely, even if the mattress was a bit uncomfortable. There were no chairs on the deck and we wanted to sit outside often, so we bought inexpensive chairs and left them there. Our biggest complaint was with Vacasa's oversight. The cleaning crew did not...
Cozy 1850s home on the riverfront with mountain & river views - dog-friendly
Cozy Studio for 4 - Walk to Mountain w/ Balcony
The spacious studio offers a cozy place to base yourself while visiting Kill
Cozy Studio for 4 - Walk to Mountain w/ Balcony
8.8 out of 10, Excellent, (16)
"We traveled for the Killington Spartan race and this lodging met our needs perfectly. It’s was conveniently located directly across from the shuttle pick up. Also we were able to walk to a nearby restaurant for a delicious dinner. The condo was very clean and had everything we needed. Lars communicated frequently with everything we needed to know. I would definitely stay again! "
The price is SAR 315
SAR 746 total
includes taxes & fees
23 Sep - 24 Sep
Cozy Studio for 4 - Walk to Mountain w/ Balcony
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.

Frequently asked questions

Searching for B&Bs in Windsor?
If you’re looking for something a little quirkier than your standard hotel experience, a stay at a bed and breakfast could be the perfect alternative for your getaway. While you’re here, you can get to know Windsor by exploring its natural beauty. Consider a stop by Mt Ascutney State Park and Paradise Park.
Are you thinking about a B&B for your stay?
With attentive service, opportunities to interact with the owner, and hearty breakfasts, B&Bs offer a unique setting.
What are the best bed and breakfasts in Windsor?
Here are some B&Bs to check out in Windsor: Windsor Mansion Inn: 17 rooms. Enjoy the unique décor and library. Snapdragon Inn: 4 rooms.
What's the best time of year to book my B&B in Windsor?
When you’re planning your stay in Windsor, year-round temperatures and rainfall may be important factors to consider. The hottest months are usually July and August with an average temp of 62°F, while the coldest months are January and February with an average of 22°F. The snowiest months in Windsor are March, January, April, and November, with each month seeing an average of 17 inches of snowfall.
What is there to do in Windsor?
When you want to spend some time in the great outdoors, Mt Ascutney State Park and Connecticut River are some notable spots. You might put Harpoon Brewery and American Precision Museum on your list if you want to see more of the area.
How can I get to and around Windsor?
You can plan your excursions in and around Windsor ahead of time with these transportation options. Fly into Lebanon, NH (LEB-Lebanon Municipal), which is located 10.7 mi (17.3 km) from the city center. Otherwise, you can search for flights to Springfield, VT (VSF-Hartness State), which is 11.7 mi (18.8 km) away. If you’d like to explore around the area, consider renting a car to take in more sights.