A town with a prominent church, a river, and autumn foliage.

B&B in Windham County

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Check prices for these dates

Next weekend
9 Oct - 11 Oct
In two weeks
16 Oct - 18 Oct
In one month
30 Oct - 1 Nov
In two months
27 Nov - 29 Nov

Our top choices for Windham County bed & breakfast

A wooden interior with a dining table and chairs, a refrigerator, and shelves with glassware.

1. Trainmasters Inn

Trainmasters Inn
3.0 star property
Palmer
9.6 out of 10, Exceptional, (464 reviews)
"Cute little inn. Perfect base for a western MA trip."
United States
Ethan
The price is SAR 451
SAR 503 total
includes taxes & fees
1 Nov - 2 Nov
Trainmasters Inn
Room

2. The Cottage Inn At Amos Lake

The Cottage Inn At Amos Lake
3.0 star property
Preston
9.8 out of 10, Exceptional, (116 reviews)
"Beautiful surroundings, peaceful and quiet! The room was super clean, as well as the bathroom; in fact, the entire house was immaculate! Lenny was a joy to talk to and gave me a history of the house. The continental breakfast was plentiful and fresh! I will be making my way back there in the near future; there are so many more places to check out for hiking!"
United States
Brenda
The price is SAR 517
SAR 745 total
includes taxes & fees
13 Oct - 14 Oct
The Cottage Inn At Amos Lake
A wooden deck with a table and chairs overlooking a calm river surrounded by dense greenery.

3. Stagecoach House Inn

Stagecoach House Inn
3.0 star property
Richmond
9.2 out of 10, Wonderful, (324 reviews)
"Great stay as the rooms were big and clean. Would recommend!"
United States
Christopher
The price is SAR 551
SAR 628 total
includes taxes & fees
6 Oct - 7 Oct
Stagecoach House Inn
A dark-colored building with two windows and an air conditioning unit.

4. Eileen of Mystic

Eileen of Mystic
2.0 star property
Mystic
10.0 out of 10, Exceptional, (71 reviews)
"It is beautifully decorated and the owners are wonderful. Food was incredible!"
United States
liz
The price is SAR 1,010
SAR 1,162 total
includes taxes & fees
5 Oct - 6 Oct
Eileen of Mystic
A house with a front lawn and daffodils in the foreground.

5. Stonecroft Inn

Stonecroft Inn
3.5 star property
Ledyard
9.8 out of 10, Exceptional, (38 reviews)
"Staff is very friendly and helpful. Breakfast was great. Close to town(s), <5 miles."
United States
William
The price is SAR 897
SAR 1,079 total
includes taxes & fees
5 Oct - 6 Oct
Stonecroft Inn
A covered patio with a wooden table set for dining, surrounded by wicker chairs.

6. Abbey's Lantern Hill Inn

Abbey's Lantern Hill Inn
4.0 star property
Ledyard
9.6 out of 10, Exceptional, (232 reviews)
"Breakfast was amazing"
United States
claudio
The price is SAR 780
SAR 897 total
includes taxes & fees
1 Nov - 2 Nov
Abbey's Lantern Hill Inn
A hallway with a patterned carpet, a chandelier, and bookshelves on either side.

7. The Bevin House Bed & Breakfast

The Bevin House Bed & Breakfast
3.5 star property
East Hampton
9.6 out of 10, Exceptional, (90 reviews)
"The house was beautiful! The innkeeper Amanda made an excellent breakfast and was friendly and knowledgeable about the property. The house renovations fit in with the period of the house, but provided modern convenience. It was a joy to stay there"
United States
Eric
The price is SAR 954
SAR 1,059 total
includes taxes & fees
15 Oct - 16 Oct
The Bevin House Bed & Breakfast
A two-story house with a stone foundation, green shutters, and a red door.

8. Captain Grant's 1754

Captain Grant's 1754
3.0 star property
Preston
9.2 out of 10, Wonderful, (156 reviews)
"We really enjoyed our stay! The shower was so perfect, and fireplace in the room was lovely."
United States
Suzanne
The price is SAR 634
SAR 730 total
includes taxes & fees
1 Nov - 2 Nov
Captain Grant's 1754
Interior detail

9. Heavitree of Griswold B&B

Heavitree of Griswold B&B
3.5 star property
Jewett City
9.2 out of 10, Wonderful, (54 reviews)
"Beautiful place to stay with great service. "
United States
Vanessa
Heavitree of Griswold B&B
View from room

10. The Connecticut River Valley Inn

The Connecticut River Valley Inn
3.5 star property
Glastonbury
9.4 out of 10, Exceptional, (28 reviews)
"Lovely gardens and pool"
United States
Julie
The price is SAR 1,174
SAR 1,350 total
includes taxes & fees
16 Oct - 17 Oct
The Connecticut River Valley Inn
A hallway with a fireplace, a wreath on the door, and a wooden floor.

11. The Watson Boutique Bed & Breakfast

The Watson Boutique Bed & Breakfast
3.0 star property
Thompson
10.0 out of 10, Exceptional, (43 reviews)
"Great stay and amazing family"
United States
Laura
The price is SAR 677
SAR 752 total
includes taxes & fees
6 Oct - 7 Oct
The Watson Boutique Bed & Breakfast
A garden with a pond, a fountain, and a white tent.

12. House of 1833 Bed & Breakfast & Gardens

House of 1833 Bed & Breakfast & Gardens
3.0 star property
Mystic
9.4 out of 10, Exceptional, (132 reviews)
"we had a wonderful stay! so much character and it was a treasure! we love funky and cool and history and this fit the bill! amazing breakfast and evan was a warm and lovely host!"
United States
Linda
The price is SAR 900
SAR 1,036 total
includes taxes & fees
29 Oct - 30 Oct
House of 1833 Bed & Breakfast & Gardens
A large, white, two-story building with a prominent tower and a balcony.

13. The Wedding Cake House

The Wedding Cake House
2.0 star property
Federal Hill
9.6 out of 10, Exceptional, (85 reviews)
"Lovely stay"
United States
Maria
The Wedding Cake House
A white colonial-style building with a red door and multiple windows, surrounded by greenery.

14. Whitehall Mansion Inn

Whitehall Mansion Inn
4.0 star property
Mystic
7.8 out of 10, Good, (166 reviews)
"Do not book. This property is no longer in business. We were fortunate enough to get a room next door at the Residence Inn Marriott. They were very acomodating and gave us a studio for the same price we were supposed to pay at the Whitewall. Not sure why this is still advertised as an available place to stay on Expedia."
United States
Michelle
Whitehall Mansion Inn
A hotel room with a bed, desk, chair, lamp, window with curtains, and a sink.

15. Cozy Sturbridge Home Next Old Village Breakfast

Cozy Sturbridge Home Next Old Village Breakfast
Sturbridge
Cozy Sturbridge Home Next Old Village Breakfast
A hotel lobby with seating areas, a reception desk, and large windows.

16. Cozy Sturbridge Home W/Breakfast Next old village

Cozy Sturbridge Home W/Breakfast Next old village
Sturbridge
Cozy Sturbridge Home W/Breakfast Next old village
A hotel lobby with seating areas, a reception desk, and large windows.

17. Modern Sturbridge Home minutes to Old Village

Modern Sturbridge Home minutes to Old Village
Sturbridge
Modern Sturbridge Home minutes to Old Village
A hotel lobby with seating areas, a reception desk, and large windows.

18. Central Sturbridge Home Next to Old Village

Central Sturbridge Home Next to Old Village
Sturbridge
Central Sturbridge Home Next to Old Village
A bed with a checkered bedspread, a wooden headboard, and a wall-mounted light fixture.

19. Lakefront vacation home with hot tub, private sandy beach, and fire pit

Lakefront vacation home with hot tub, private sandy beach, and fire pit
Palmer
Lakefront vacation home with hot tub, private sandy beach, and fire pit
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 County Hotel Reviews

Two Trees Inn

Two Trees Inn

10/10 Excellent
"Im very happy you guys have re open again. Would like to have more choices for breakfast and have hot buffet breakfast. Thank you."
Hilda 1-night trip
Posted less than an hour ago
Two Trees Inn