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Aug 15 - Aug 17
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Oct 3 - Oct 5

B&B in Windham

Bromley View Inn
Lounge

Bromley View Inn

3.5 star property
9.2 out of 10, Wonderful, (370)
"After working an entire weekend with festivities in the area checking into here for some much needed rest was the best decision we made very comfortable very nice and very clean "
$106 nightly
The price is $117
Aug 10 - Aug 11
Total includes taxes and fees
Bromley View Inn
The Inn at Manchester
Property grounds

The Inn at Manchester

3.5 star property
10.0 out of 10, Exceptional, (250)
"Staff were very accommodating and wonderful to talk to and get the inside scoop"
$165 nightly
The price is $182
Sep 1 - Sep 2
Total includes taxes and fees
The Inn at Manchester
The Inn at Ormsby Hill
Front of property

The Inn at Ormsby Hill

3.5 star property
9.8 out of 10, Exceptional, (130)
"beautiful grounds, plentiful outdoor seating, excellent breakfasts"
$208 nightly
The price is $229
Aug 12 - Aug 13
Total includes taxes and fees
The Inn at Ormsby Hill
Colonel Williams Inn
Front of property

Colonel Williams Inn

3.0 star property
9.8 out of 10, Exceptional, (310)
"Excellent. Wonderful breakfast. "
$143 nightly
The price is $158
Aug 18 - Aug 19
Total includes taxes and fees
Colonel Williams Inn
Blue Gentian Lodge at Magic Mountain
Kayaking

Blue Gentian Lodge at Magic Mountain

2.5 star property
9.2 out of 10, Wonderful, (103)
"The most comfortable stay I have had in a long time. I look forward to visiting the Blue Gentian Lodge again!"
$126 nightly
The price is $139
Aug 10 - Aug 11
Total includes taxes and fees
Blue Gentian Lodge at Magic Mountain
Harvest Barn Inn
Porch

Harvest Barn Inn

3.0 star property
9.8 out of 10, Exceptional, (223)
"A refurbished old Vermont home with a beautiful view of the Connecticut river. The young couple who own the home were delightful and very attentive. It was comfortable and very unique. I would certainly stay here again."
$141 nightly
The price is $154
Aug 19 - Aug 20
Total includes taxes and fees
Harvest Barn Inn
The Ira Allen House
Exterior

The Ira Allen House

3.5 star property
10.0 out of 10, Exceptional, (195)
"Nice quiet bed and breakfast. Great personal touch and break cooked to order. There for kyaking the Battenkill River right across the street. Would go bak soon if availability is offered."
$174 nightly
The price is $190
Aug 12 - Aug 13
Total includes taxes and fees
The Ira Allen House
Stone Hearth Inn and Eatery
Front of property

Stone Hearth Inn and Eatery

3.0 star property
9.2 out of 10, Wonderful, (92)
"Sweet place to stay"
$224 nightly
The price is $244
Aug 11 - Aug 12
Total includes taxes and fees
Stone Hearth Inn and Eatery
Deerfield Valley Inn
Exterior

Deerfield Valley Inn

3.0 star property
9.6 out of 10, Exceptional, (54)
"I liked that it was right on the scenic route"
$111 nightly
The price is $123
Aug 19 - Aug 20
Total includes taxes and fees
Deerfield Valley Inn
North Shire Lodge
Standard Room, 1 King Bed, Mountain View | Mountain view

North Shire Lodge

3.0 star property
9.4 out of 10, Exceptional, (152)
"Friendly, quiet, Excellent breakfast, clean, easy parking in front of your room."
$189 nightly
The price is $207
Aug 10 - Aug 11
Total includes taxes and fees
North Shire Lodge
Windham Hill Inn
Mountain view

Windham Hill Inn

4.0 star property
8.4 out of 10, Very Good, (36)
"This place was amazing, beautiful and the staff was great. We will be coming back here again. Visit the waterfalls in the area, beautiful. Great romantic getaway. "
$202 nightly
The price is $221
Aug 7 - Aug 8
Total includes taxes and fees
Windham Hill Inn
Chesterfield Inn
Lobby

Chesterfield Inn

4.0 star property
9.0 out of 10, Wonderful, (104)
"Great stay"
$301 nightly
The price is $327
Aug 7 - Aug 8
Total includes taxes and fees
Chesterfield Inn
Hill Farm Inn
Front of property

Hill Farm Inn

4.0 star property
9.6 out of 10, Exceptional, (168)
"Beautiful location, friendly staff, delicious breakfast and excellent accommodation."
$465 nightly
The price is $507
Aug 7 - Aug 8
Total includes taxes and fees
Hill Farm Inn
Big Bears Lodge
Garden

Big Bears Lodge

3.0 star property
9.0 out of 10, Wonderful, (179)
"So close to Mount snow it’s a great place to stay "
$167 nightly
The price is $183
Aug 7 - Aug 8
Total includes taxes and fees
Big Bears Lodge
Echo Lake Inn
Outdoor pool

Echo Lake Inn

2.5 star property
8.6 out of 10, Excellent, (96)
"Charming place, the food was great, rooms clean, and service was excellent"
$210 nightly
The price is $229
Aug 12 - Aug 13
Total includes taxes and fees
Echo Lake Inn
Golden Stage Inn B&B
Seasonal outdoor pool

Golden Stage Inn B&B

3.5 star property
10.0 out of 10, Exceptional, (26)
"Very beautiful place and excellent service "
Golden Stage Inn B&B
Four Columns Inn
Deluxe Room | Living area | 20-inch TV with cable channels

Four Columns Inn

3.0 star property
8.8 out of 10, Excellent, (3)
"Friendliest Staff Ever!"
Four Columns Inn
Deerhill Inn
Exterior

Deerhill Inn

3.5 star property
9.6 out of 10, Exceptional, (219)
"The innkeepers were such nice, friendly, helpful people, going out of their way to see that we had a delicious breakfast before our early departure. We loved everything about this inn! "
$187 nightly
The price is $206
Aug 18 - Aug 19
Total includes taxes and fees
Deerhill Inn
Honeymoon Suite with Jacuzzi Tub in Historic Inn
1 bedroom, desk, iron/ironing board, free WiFi

Honeymoon Suite with Jacuzzi Tub in Historic Inn

8.6 out of 10, Excellent, (7)
"Charming place, hope to go back soon."
$149 nightly
The price is $167
Sep 1 - Sep 2
Total includes taxes and fees
Honeymoon Suite with Jacuzzi Tub in Historic Inn
Historic Chester Inn! Circa, 1870 - right on Main Street & 20 minutes to Okemo!
Dining

Historic Chester Inn! Circa, 1870 - right on Main Street & 20 minutes to Okemo!

8.0 out of 10, Very Good, (1)
"Property seemed well-maintained and cared for. We were only there a short time, but it was well put together. The check-in process was a little hectic, check in time was 3pm, but our room wasn't ready. The caretaker was very friendly. We only had to wait about 20 minutes. We weren't aware this property was a VRBO, and not a regular Inn. "
$187 nightly
The price is $209
Aug 10 - Aug 11
Total includes taxes and fees
Historic Chester Inn! Circa, 1870 - right on Main Street & 20 minutes to Okemo!
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.
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Top Windham Hotel Reviews

Hampton Inn and Suites Manchester

Hampton Inn and Suites Manchester

10/10 Excellent
"We really enjoyed our stay at this property. It's nicely kept.. and EV charging is included in stay. Great breakfast, too. "
Deberah L 2-night trip
Posted 2 days ago
Hampton Inn and Suites Manchester

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 $117 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.