Windsor B&B | Expedia

Q: What are the best bed and breakfasts in Windsor?

Here are some well-liked B&Bs in the area: The Jackson : 11 rooms. 12.2 mi (19.7 km) from the heart of Windsor. Enjoy the designer toiletries and library. The Vesper : 9 rooms. Situated 12 mi (19.3 km) from the heart of Windsor.

A snow-covered river valley with a bridge and a town.

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Our top choices for Windsor bed & breakfast

A spacious room with a stone fireplace, leather furniture, and large windows offering a view of greenery.

1. The Jackson

West Woodstock

Richard

P8,531 total

includes taxes & fees

Nov 29 - Nov 30

A living room with a grey sectional sofa, a potted plant, and a radiator.

2. The Vesper

Woodstock

Rhea

P10,385 total

includes taxes & fees

Nov 12 - Nov 13

A cozy living room with a fireplace, wicker chairs, and a coffee table with snacks.

3. Deer Brook Inn

Woodstock

Laurence

P16,203 total

includes taxes & fees

Dec 9 - Dec 10

A large, stone and wood lodge with a sign reading 'The Snowed Inn,' surrounded by snow-covered trees and a snow-covered driveway.

4. Snowed Inn

Killington

Marleen

P13,481 total

includes taxes & fees

Dec 10 - Dec 11

A large, multi-story building with a symmetrical facade, multiple windows, and a balcony with railings.

5. Echo Lake Inn

Plymouth

richard

P22,508 total

includes taxes & fees

Nov 25 - Nov 26

A room with a large window overlooking a lake and forested hills. There are two wooden chairs on a balcony.

6. Harvest Barn Inn

Bellows Falls

John

P11,214 total

includes taxes & fees

Nov 27 - Nov 28

A red barn with a white door and shutters, surrounded by a garden with various plants and flowers.

7. Stone Hearth Inn and Eatery

Chester

John

P14,332 total

includes taxes & fees

Nov 19 - Nov 20

A wooden interior with a fireplace, bookshelves, and a dining area.

8. Dexter's Inn

Sunapee

Lisa

P15,879 total

includes taxes & fees

Nov 16 - Nov 17

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Top Windsor Hotel Reviews

On The River Inn

8/10 Good

"My only quibble was that the bar and restaurant were not open during our 2 night stay and only on weekends. The hotel amenities were superb, the overall upkeep of this property and the decor with props etc was exceptional...."

Hideaway Inn Mt.Sunapee

10/10 Excellent

"As someone who travels up to New Hampshire frequently, finding a reliable and welcoming place to stay is essential, and the Hideaway Inn at Mt Sunapee absolutely delivered. I stayed here with my two sons, and we had an incredible time. Our room was comfortable and flawlessly clean, and the whole facility feels like a super retro cabin. The property strikes the perfect balance, as it is incredibly family-oriented with endless entertainment for kids, yet maintains a relaxed, well-kept atmosphere that is genuinely great for adults trying to unwind. There was never a dull moment during our stay. The boys spent hours swimming and smiling in the indoor pool, challenging each other to ping pong and chess, and trying to beat the high score on the classic Pac-Man arcade game. The dedicated play area, complete with a pretend ice cream stand and the adorable Hideaway Inns teepee, was a massive hit. It is a fantastic, joyful retreat with something for everyone. We will definitely be back on our next trip north!"

Mountain Sports Inn

8/10 Good

"It's in a good location close to the Killington ski area. The employees were very friendly and were very helpful. The breakfast was awesome and cooked to order. Get a room on the back side of the building so you don't have to listen to the cars. If your looking for a place to sleep with a great breakfast at a reasonable price then this is your place."

Find out more about Windsor

Windsor B&B information

Number of reviews	690
Accommodation	16 B&B
Lowest Price	P8,531
Highest Price	P22,508

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 Paradise Park and Path of Life Garden.

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 well-liked B&Bs in the area: The Jackson: 11 rooms. 12.2 mi (19.7 km) from the heart of Windsor. Enjoy the designer toiletries and library. The Vesper: 9 rooms. Situated 12 mi (19.3 km) from the heart of Windsor.

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, November, and February, with each month seeing an average of 15 inches of snowfall.

What is there to do in Windsor?

When you want to spend some time in the great outdoors, Connecticut River and Paradise Park are some notable spots. You might put American Precision Museum and Harpoon Brewery 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.

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