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

Laura

P16,109 total

includes taxes & fees

Oct 26 - Oct 27

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

2. The Vesper

Woodstock

Keith

P14,174 total

includes taxes & fees

Oct 26 - Oct 27

A modern fitness center with exercise equipment, mirrors, and a reception area.

3. Stay At Jimmy's

Woodstock

Jeanne

P23,984 total

includes taxes & fees

Oct 27 - Oct 28

A house with a red roof, a porch with white railings, and a blue door.

4. Woodbridge Inn

Woodstock

eric

P34,018 total

includes taxes & fees

Oct 20 - Oct 21

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

5. Deer Brook Inn

Woodstock

Laurence

P29,595 total

includes taxes & fees

Sep 28 - Sep 29

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

6. Echo Lake Inn

Plymouth

Amanda

P22,339 total

includes taxes & fees

Oct 13 - Oct 14

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

P19,205 total

includes taxes & fees

Sep 28 - Sep 29

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

8. Snowed Inn

Killington

Brendan

P10,962 total

includes taxes & fees

Oct 25 - Oct 26

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Top Windsor Hotel Reviews

The Mountain Inn at Killington

10/10 Excellent

":)"

Mountain Sports Inn

8/10 Good

"Jenny @ the front desk was very helpful and kind. The hotel itself is dated. Older beds. Stark shelving in bathrooms though functional. Breakfast was hot and fresh, cook was not.. 😆. Overall we enjoyed our stay and would stay again. Probably request a room away from the main door and towards the back of the property. Cars coming in and out and hallway door noise was above average."

The Jackson

8/10 Good

"The Hostess at the wine and cheese hour was very kind and helpful. That was the only time we saw anyone! The house is divided into separate areas and we were in the oldest part. The bed was comfortable, bathroom nice, amenities nice but wouldn’t book again because of the very narrow and steep stairs. My husband is 80, hauling luggage up those kind of stairs is dangerous. That would be the only reason not to return."

Find out more about Windsor

Windsor B&B information

Number of reviews	972
Accommodation	16 B&B
Lowest Price	P10,962
Highest Price	P34,018

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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