Book Windham Bed & Breakfast

  • Bundle & Save

    Get more, spend less whenever you see Bundle & Save deals

  • OneKeyCash

    Earn OneKeyCash on all your eligible bookings

  • Upfront pricing

    We are not like the others - we include taxes and fees

Check prices for these dates

Next weekend
May 29 - May 31
In two weeks
Jun 5 - Jun 7
In one month
Jun 19 - Jun 21
In two months
Jul 17 - Jul 19

Our top choices for Windham bed & breakfast

Lounge

Bromley View Inn

Bromley View Inn
3.5 star property
Bondville
9.0 out of 10, Wonderful, (442 reviews)
"We had an enjoyable stay and would stay again. "
United States
Donna
$89 nightly
The price is $97
May 26 - May 27
Total with taxes and fees
Bromley View Inn
Porch

Harvest Barn Inn

Harvest Barn Inn
3.0 star property
Bellows Falls
9.8 out of 10, Exceptional, (265 reviews)
"Excellent hosts provided a terrific stay!"
United States
Mark
$159 nightly
The price is $173
May 30 - May 31
Total with taxes and fees
Harvest Barn Inn
Front of property

Colonel Williams Inn

Colonel Williams Inn
3.0 star property
Brattleboro
9.8 out of 10, Exceptional, (354 reviews)
"Great breakfast!"
United States
Billie
$142 nightly
The price is $156
May 26 - May 27
Total with taxes and fees
Colonel Williams Inn
Land view from property

Four Columns Inn

Four Columns Inn
4.0 star property
Newfane
9.8 out of 10, Exceptional, (39 reviews)
"The hot tub was so amazing"
United States
Mark
$126 nightly
The price is $138
May 24 - May 25
Total with taxes and fees
Four Columns Inn
Front of property

Stone Hearth Inn and Eatery

Stone Hearth Inn and Eatery
3.0 star property
Chester
9.2 out of 10, Wonderful, (118 reviews)
$192 nightly
The price is $210
Jun 11 - Jun 12
Total with taxes and fees
Stone Hearth Inn and Eatery
Kayaking

Blue Gentian Lodge at Magic Mountain

Blue Gentian Lodge at Magic Mountain
2.5 star property
Londonderry
9.2 out of 10, Wonderful, (118 reviews)
"Lovely stay near Magic Mountain. "
United States
Abigail
$143 nightly
The price is $157
May 25 - May 26
Total with taxes and fees
Blue Gentian Lodge at Magic Mountain
Property grounds

The Inn at Manchester

The Inn at Manchester
3.5 star property
Manchester Village Historic District
10.0 out of 10, Exceptional, (314 reviews)
"Staff was exceptionally friendly…lovely Inn! Beautiful views "
United States
Michael
$149 nightly
The price is $163
May 31 - Jun 1
Total with taxes and fees
The Inn at Manchester
Exterior

Echo Lake Inn

Echo Lake Inn
2.5 star property
Plymouth
8.6 out of 10, Excellent, (100 reviews)
"Food was excellent. Room was clean and cozy. Staff were all incredibly welcoming and friendly. Perfect location. Would highly recommend. "
United States
Danielle
$208 nightly
The price is $227
May 26 - May 27
Total with taxes and fees
Echo Lake Inn
Exterior

Deerfield Valley Inn

Deerfield Valley Inn
2.0 star property
West Dover
9.4 out of 10, Exceptional, (118 reviews)
"Great location Host Oz cooked up a great breakfast Room was fine for one person "
United States
michael
$105 nightly
The price is $116
Jun 14 - Jun 15
Total with taxes and fees
Deerfield Valley Inn
Room, 1 Queen Bed, Garden View | Mountain view

Windham Hill Inn

Windham Hill Inn
4.0 star property
West Townshend
8.6 out of 10, Excellent, (41 reviews)
"The room was wonderful. SO spacious and well-appointed, extremely clean. Loved the excellent bedding, the soaking tub, the perfect water pressure in the shower. We did not expect the flat-screen TV, so it was a treat to have. Don't let the lack of restaurant bother you: There are plenty of great choices around, though you have a bit of a drive. For a leisurely romantic weekend, I can't think of a better place. "
United States
Debbie
$200 nightly
The price is $218
Jun 16 - Jun 17
Total with taxes and fees
Windham Hill Inn
Front of property - evening/night

Chesterfield Inn

Chesterfield Inn
4.0 star property
West Chesterfield
9.0 out of 10, Wonderful, (105 reviews)
"Great stay"
United States
Wayne
$301 nightly
The price is $327
May 25 - May 26
Total with taxes and fees
Chesterfield Inn
Exterior

North Shire Lodge

North Shire Lodge
3.0 star property
Manchester Center
9.4 out of 10, Exceptional, (157 reviews)
"Fantastic stay, wonderful staff."
United States
Jesse
$177 nightly
The price is $195
May 24 - May 25
Total with taxes and fees
North Shire Lodge
Garden

Big Bears Lodge

Big Bears Lodge
3.0 star property
West Dover
9.0 out of 10, Wonderful, (214 reviews)
"Great mom and pop motel minutes from Mount Snow"
United States
Richard
$173 nightly
The price is $190
May 24 - May 25
Total with taxes and fees
Big Bears Lodge
Exterior

Room 1, peaceful retreat in Manchester - King bed

Room 1, peaceful retreat in Manchester - King bed
Manchester
10.0 out of 10, Exceptional, (1 review)
"The room was spotless. The communal guest kitchen is an awesome feature. "
United States
Jacob
$114 nightly
The price is $125
May 25 - May 26
Total with taxes and fees
Room 1, peaceful retreat in Manchester - King bed
Front of property - evening/night

The Inn at Ormsby Hill

The Inn at Ormsby Hill
3.5 star property
Manchester Center
9.8 out of 10, Exceptional, (161 reviews)
"Lovely place to stay Jack and Maryann excellent hosts"
United States
Lenny
$253 nightly
The price is $278
May 26 - May 27
Total with taxes and fees
The Inn at Ormsby Hill
Exterior

Deerhill Inn

Deerhill Inn
3.5 star property
West Dover
9.6 out of 10, Exceptional, (228 reviews)
"Such a quaint Bed & Breakfast! The Innkeepers are so friendly and welcoming. Each room is individually decorated making it cozy and inviting with fireplaces in each room! So many details! Wonderful homemade breakfast included! Will definitely be back!!!"
United States
carlene
$194 nightly
The price is $213
May 28 - May 29
Total with taxes and fees
Deerhill Inn
Property grounds

Room 7 - family room sleeps 4

Room 7 - family room sleeps 4
Manchester
10.0 out of 10, Exceptional, (1 review)
"Nice spot, good location. Towels could be better, but overall a great spot. "
United States
Kuan-Chung
$114 nightly
The price is $125
May 25 - May 26
Total with taxes and fees
Room 7 - family room sleeps 4
Outdoor pool, sun loungers

Hill Farm Inn

Hill Farm Inn
4.0 star property
Arlington
9.6 out of 10, Exceptional, (176 reviews)
"This is our fourth time staying. We love the inn. Very cozy vibes, restaurant on site is delicious. Very close to Manchester, which has great shops and restaurants."
United States
Jennifer
$373 nightly
The price is $406
May 31 - Jun 1
Total with taxes and fees
Hill Farm Inn
Dining

Alpine 5, cozy Vermont retreat

Alpine 5, cozy Vermont retreat
Manchester
9.0 out of 10, Wonderful, (2 reviews)
"We had a wonderful stay! The room was very clean and spacious, which made it extremely comfortable and relaxing. Everything was well maintained and exactly as described. The space felt fresh, organized, and welcoming from the moment we arrived.Overall, a great experience, and we would definitely stay here again. Highly recommend!"
United States
Shuo P.
$114 nightly
The price is $125
May 25 - May 26
Total with taxes and fees
Alpine 5, cozy Vermont retreat
Property grounds

Zen 10, relax and retreat in the heart of Vermont

Zen 10, relax and retreat in the heart of Vermont
Manchester
9.4 out of 10, Exceptional, (3 reviews)
"Very nice and relaxing location"
United States
Jennifer C.
$118 nightly
The price is $130
Jun 2 - Jun 3
Total with taxes and fees
Zen 10, relax and retreat in the heart of Vermont
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Windham Hotel Reviews

The Palmer House Resort, an Ascend Collection Hotel

The Palmer House Resort, an Ascend Collection Hotel

8/10 Good
"Always enjoy our stay there"
Jason 3-night trip
Posted 21 hours ago
The Palmer House Resort, an Ascend Collection Hotel

Find out more about Windham

Windham B&B information

Number of reviews
2,151
Accommodation
40 B&B
Lowest Price
$97
Highest Price
$406

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 $97 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.

Explore a world of travel with Expedia