20 Best B&B in Windham, VT - Bed and Breakfast from $90

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Our top choices for Windham bed & breakfast

A calm lake reflecting a forest with autumn foliage.

1. Blue Gentian Lodge at Magic Mountain

Londonderry

Abigail

$124 nightly

Nov 4 - Nov 5

Total with taxes and fees

A cozy room with a fireplace, green sofas, a pool table, and a lamp.

2. Bromley View Inn

Bondville

BARBARA

$105 nightly

Oct 21 - Oct 22

Total with taxes and fees

A wooden deck with a solar panel, surrounded by lush greenery and a hill in the background.

3. Windham Hill Inn

West Townshend

Nadine

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

4. Stone Hearth Inn and Eatery

Chester

John

$200 nightly

Nov 17 - Nov 18

Total with taxes and fees

A white colonial-style building with a symmetrical facade, central entrance, and a small porch with chairs.

5. Four Columns Inn

Newfane

Raymond

$96 nightly

Nov 2 - Nov 3

Total with taxes and fees

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

gail

$194 nightly

Oct 29 - Oct 30

Total with taxes and fees

A bedroom with a bed, dresser, TV, and a chair.

7. Doveberry Inn

West Dover

Veronica

$111 nightly

Nov 3 - Nov 4

Total with taxes and fees

A large red barn and a white house with a porch, surrounded by trees and a well-maintained lawn.

8. The Inn at Manchester

Manchester Village Historic District

Dawn

$178 nightly

Nov 5 - Nov 6

Total with taxes and fees

A stone fire pit surrounded by rocks, with a tree in the background and a building with a red roof to the left.

9. Deerfield Valley Inn

West Dover

Ted

$82 nightly

Nov 17 - Nov 18

Total with taxes and fees

A garden with a large rock centerpiece, surrounded by various plants and a wooden structure in the background.

10. Big Bears Lodge

West Dover

Alfred

$173 nightly

Oct 28 - Oct 29

Total with taxes and fees

A large white building with a stone wall and a lawn covered in fallen leaves.

11. Colonel Williams Inn

Brattleboro

Amy

$143 nightly

Oct 28 - Oct 29

Total with taxes and fees

A large, red, two-story building with a balcony, surrounded by lush greenery and a clear blue sky.

12. North Shire Lodge

Manchester Center

Jesse

$179 nightly

Oct 25 - Oct 26

Total with taxes and fees

A two-story house with a snow-covered roof and yard, featuring multiple lit windows and a visible chimney.

13. The Inn at Ormsby Hill

Manchester Center

Victoria

$259 nightly

Nov 8 - Nov 9

Total with taxes and fees

A two-story house with a covered patio area, a small outdoor seating area, and a gravel driveway.

14. Room 1, peaceful retreat in Manchester - King bed

Manchester

Ivy B.

$134 nightly

Nov 2 - Nov 3

Total with taxes and fees

A swimming pool with a view of a barn and mountains in the background.

15. Hill Farm Inn

Arlington

Bob

$421 nightly

Nov 18 - Nov 19

Total with taxes and fees

A cozy room with a bed, a sofa, a wooden table, and a coffee machine.

16. 3, cozy pet friendly Vermont retreat - two doubles

Manchester

Cheryl C.

$134 nightly

Nov 2 - Nov 3

Total with taxes and fees

17. Room 2, double room - sleeps 4

Manchester

$134 nightly

Nov 2 - Nov 3

Total with taxes and fees

A bedroom with a large painting of a cow, a tufted headboard, and a bed with patterned bedding and decorative pillows.

18. 11, Peaceful retreat in Vermont

Manchester

$134 nightly

Nov 2 - Nov 3

Total with taxes and fees

A grassy outdoor area with red Adirondack chairs and a fire pit.

19. Room 7 - family room sleeps 4

Manchester

Kuan-Chung

$134 nightly

Nov 2 - Nov 3

Total with taxes and fees

A grassy area with a large tree, red chairs, and a building in the background.

20. Zen 10, relax and retreat in the heart of Vermont

Manchester

Jennifer C.

$134 nightly

Nov 2 - Nov 3

Total with taxes and fees

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Top Windham Hotel Reviews

Pointe at Castle Hill Resort

8/10 Good

"The hotel was clean but older. Nothing special. Basic hotel room."

Grand Summit Resort, A Vail Resorts Property

10/10 Excellent

"The hotel was built in the 1990’s per the concierge, which surprised us, as it is so well maintained that it seems much newer! We booked a king bed room with (small) balcony. Our only complaint would be the bathroom toilet situation. Toilet is very small and way too close to the door…a very awkward setup, especially trying to get into the shower. The tub and shower however seemed completely new. Very nice! The room is quite large and the bed was very comfortable. I’m only 4’10” so it was a high hurdle for me, so I made up the couch bed and slept there. I usually bring a small folding stool but forgot it, so the couch bed was a nice option…it seems to be new and was comfortable. The first night we ate at the hotel restaurant and everything was very tasty, especially the Brussel sprouts and salmon. We were celebrating my husband’s birthday weekend, and brought wine but had to drink from coffee mugs as the hotel is “green” so no cups in the room. We snagged a couple cups from the restaurant for our second night. 😊 Also there’s no mini fridge. We had breakfast twice at 1MTN restaurant, which we highly recommend! Second night we had dinner at “Ten Tables”…their Berkshire Pork Chop was PHENOMENAL. 3rd night we drove down to Wilmington to “The Anchor”…every single thing was delicious! We had a superb weekend!"

The Palmer House Resort, an Ascend Collection Hotel

10/10 Excellent

"We stayed in room 74-it was beautiful and so clean! From the time we checked in till the time we left, everyone went out of their way to make us feel welcome! The breakfast was delicious! And the gentleman who checked us in was very kind. We would 100% stay there again!!!"

Hideaway Inn Mt. Snow

8/10 Good

"It was a tablet check in which was fairly easy but sends the room number and access code to your e mail address . The rooms were clean and tidy. Free hot drinks in an area on a lower floor. Check out didn’t work on the tablet, so used the telephone. Nobody answered that call, but a member of staff appeared and said everything was fine and we could leave. Diving distance to local restaurants and there were numerous. The gondola was close by, although we didn’t go to the top because it was raining hard and didn’t think we would see much."

The Putney Inn

10/10 Excellent

"Our room was quiet, clean and very comfortable. Breakfast was nice--more than enough for a decent breakfast before heading out-- waffle maker, toast, yogurt, cold cereal, fruit, juice coffee, and tea, etc. The grounds were beautiful and well kept. The staff was very helpful and parking was super easy right next to the room. The only slight downside was a strong musty odor in the entryway of the room (106), but the room itself smelled clean and was just fine."

Hampton Inn Brattleboro

10/10 Excellent

"Excellent place to stay, clean seems new, has small pool and water bath (kind of like jacuzzi) clean room, staff is nice and friendly. Includes breakfast and all day coffee or hot water to make teas (that is a must for me) as I need to make me teas few times a day. Would recommend for sure. If it was cheaper than it would really be off the charts but I will not include that into the review."

Find out more about Windham

Windham B&B information

Number of reviews	2,141
Accommodation	38 B&B
Lowest Price	$90
Highest Price	$459

Frequently asked questions

What is the nightly rate for a Bed and Breakfast in Windham?

Prices for B&Bs in Windham often vary, but you can find a great deal from $90 with Expedia. All sorts of factors affect price, such as location and the time of year. It usually costs more to stay at Windham B&Bs over the weekend too. Travelers can find the best deals by being flexible with their dates, and by using our filters to sort prices from low to high.

When is the best time to book a Bed and Breakfast in Windham?

The best time to book a B&B in Windham is during the picturesque fall months, particularly in September. This time of year showcases the stunning autumn foliage, making it a superb backdrop for outdoor activities such as hiking the scenic trails or enjoying leisurely strolls through charming local towns.

While September marks the beginning of the high tourist season, it also offers a comfortable climate with temperatures generally ranging from the mid-50s to low 70s Fahrenheit. This pleasant weather makes it an ideal month for sightseeing, whether you're exploring the area's beautiful landscapes or taking part in local festivals that celebrate the harvest season.

For those who prefer a quieter experience, consider visiting in December. This month not only features a peaceful atmosphere but also offers a unique charm as the region transforms into a winter wonderland, superb for cozy getaways.

What is the difference between a Windham B&B and a hotel?

Every Windham B&B has its own unique feel. Whether it's a cozy reading space or a sunlit breakfast nook to enjoy your morning cup of coffee, the quaint details are what make bed and breakfasts a home away from home. Travelers can look forward to personal touches, thoughtful amenities and of course a scrumptious breakfast at Windham B&Bs.

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Our top choices for Windham bed & breakfast

1. Blue Gentian Lodge at Magic Mountain

2. Bromley View Inn

3. Windham Hill Inn

4. Stone Hearth Inn and Eatery

5. Four Columns Inn

6. Harvest Barn Inn

7. Doveberry Inn

8. The Inn at Manchester

9. Deerfield Valley Inn

10. Big Bears Lodge

11. Colonel Williams Inn

12. North Shire Lodge

13. The Inn at Ormsby Hill

14. Room 1, peaceful retreat in Manchester - King bed

15. Hill Farm Inn

16. 3, cozy pet friendly Vermont retreat - two doubles

17. Room 2, double room - sleeps 4

18. 11, Peaceful retreat in Vermont

19. Room 7 - family room sleeps 4

20. Zen 10, relax and retreat in the heart of Vermont

Top Windham Hotel Reviews

Pointe at Castle Hill Resort

Grand Summit Resort, A Vail Resorts Property

Hampton Inn and Suites Manchester

Colonial Motel

The Palmer House Resort, an Ascend Collection Hotel

Hideaway Inn Mt. Snow

The Putney Inn

Hampton Inn Brattleboro

Comfort Inn & Suites Brattleboro I-91

Find out more about Windham

Windham B&B information

Frequently asked questions

Explore a world of travel with Expedia

Book Windham Bed & Breakfast

Bundle & Save

OneKeyCash

Upfront pricing

Check prices for these dates

Our top choices for Windham bed & breakfast

1. Blue Gentian Lodge at Magic Mountain

2. Bromley View Inn

3. Windham Hill Inn

4. Stone Hearth Inn and Eatery

5. Four Columns Inn

6. Harvest Barn Inn

7. Doveberry Inn

8. The Inn at Manchester

9. Deerfield Valley Inn

10. Big Bears Lodge

11. Colonel Williams Inn

12. North Shire Lodge

13. The Inn at Ormsby Hill

14. Room 1, peaceful retreat in Manchester - King bed

15. Hill Farm Inn

16. 3, cozy pet friendly Vermont retreat - two doubles

17. Room 2, double room - sleeps 4

18. 11, Peaceful retreat in Vermont

19. Room 7 - family room sleeps 4

20. Zen 10, relax and retreat in the heart of Vermont

Top Windham Hotel Reviews

Pointe at Castle Hill Resort

Find out more about Windham

Windham B&B information

Frequently asked questions

Explore a world of travel with Expedia