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
4 Sep - 6 Sep
In two weeks
11 Sep - 13 Sep
In one month
25 Sep - 27 Sep
In two months
23 Oct - 25 Oct

Top Cities in Windham County

A fast-flowing river with a dam and rocky terrain.
B&BB&B

Putnam

Putnam
A variety of potted flowers and pumpkins on a wooden table in an outdoor setting.
B&BB&B

Woodstock

Woodstock

Our top choices for Windham County bed & breakfast

Desk, blackout drapes, iron/ironing board, WiFi (free)

1. Stagecoach House Inn

Stagecoach House Inn
3.0 star property
Richmond
9.2 out of 10, Wonderful, (313 reviews)
"The Stagecoach house Inn is a beautiful historical place to stay. Staff helpful and pleasant. Clean spacious room with a beautiful view of water. Will definitely stay here again."
United States
Kimberly
The price is AED 544
AED 621 total
includes taxes & fees
26 Aug - 27 Aug
Stagecoach House Inn
Reception

2. Trainmasters Inn

Trainmasters Inn
3.0 star property
Palmer
9.6 out of 10, Exceptional, (447 reviews)
"Convenient location, clean, cute decor"
United States
Kimberly
The price is AED 551
AED 615 total
includes taxes & fees
26 Aug - 27 Aug
Trainmasters Inn
Exterior

3. Eileen of Mystic

Eileen of Mystic
2.0 star property
Mystic
10.0 out of 10, Exceptional, (65 reviews)
"It is beautifully decorated and the owners are wonderful. Food was incredible!"
United States
liz
The price is AED 988
AED 1,137 total
includes taxes & fees
26 Aug - 27 Aug
Eileen of Mystic
Front of property

4. Captain Grant's 1754

Captain Grant's 1754
3.0 star property
Preston
9.2 out of 10, Wonderful, (155 reviews)
"We really enjoyed our stay! The shower was so perfect, and fireplace in the room was lovely."
United States
Suzanne
The price is AED 694
AED 798 total
includes taxes & fees
30 Aug - 31 Aug
Captain Grant's 1754
Premium bedding, WiFi (free), individually decorated

5. The Cottage Inn At Amos Lake

The Cottage Inn At Amos Lake
3.0 star property
Preston
9.8 out of 10, Exceptional, (109 reviews)
"Very homie feel and very comfortable beds. Staff was also very helpful"
United States
Javier
The price is AED 609
AED 848 total
includes taxes & fees
26 Aug - 27 Aug
The Cottage Inn At Amos Lake
Deluxe Room, 1 King Bed, Fireplace, Garden Area | View from room

6. The Connecticut River Valley Inn

The Connecticut River Valley Inn
3.5 star property
Glastonbury
9.4 out of 10, Exceptional, (27 reviews)
"This is an exceptionally nice place to stay. The hosts are warm and attentive and the property is first class in every way."
United States
Robert
The price is AED 1,149
AED 1,321 total
includes taxes & fees
30 Aug - 31 Aug
The Connecticut River Valley Inn
Queen Room with Garden View and Shared Bath | Terrace/patio

7. Abbey's Lantern Hill Inn

Abbey's Lantern Hill Inn
4.0 star property
Ledyard
9.6 out of 10, Exceptional, (226 reviews)
"Breakfast was amazing"
United States
claudio
The price is AED 763
AED 877 total
includes taxes & fees
26 Aug - 27 Aug
Abbey's Lantern Hill Inn
Library

8. The Bevin House Bed & Breakfast

The Bevin House Bed & Breakfast
3.5 star property
East Hampton
9.6 out of 10, Exceptional, (88 reviews)
"Wonderful stay. Excellent staff that treats the guest like family and friends. "
United States
Liliana
The price is AED 889
AED 987 total
includes taxes & fees
26 Aug - 27 Aug
The Bevin House Bed & Breakfast
W.1 (One King Bed) | Premium bedding, blackout drapes, iron/ironing board, cribs (free)

9. The Watson Boutique Bed & Breakfast

The Watson Boutique Bed & Breakfast
3.0 star property
Thompson
10.0 out of 10, Exceptional, (42 reviews)
"Great stay and amazing family"
United States
Laura
The price is AED 659
AED 731 total
includes taxes & fees
15 Sep - 16 Sep
The Watson Boutique Bed & Breakfast
Interior detail

10. Heavitree of Griswold B&B

Heavitree of Griswold B&B
3.5 star property
Jewett City
9.2 out of 10, Wonderful, (54 reviews)
"Historic B&B in an amazing setting. "
United States
Roberto
Heavitree of Griswold B&B
Exterior

11. Stonecroft Inn

Stonecroft Inn
3.5 star property
Ledyard
9.8 out of 10, Exceptional, (37 reviews)
"Great place "
United States
Amy
The price is AED 878
AED 1,056 total
includes taxes & fees
30 Aug - 31 Aug
Stonecroft Inn
Exterior

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 AED 1,161
AED 1,335 total
includes taxes & fees
8 Sep - 9 Sep
House of 1833 Bed & Breakfast & Gardens
Front of property

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
Front of property - evening/night

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
Interior

15. Modern Sturbridge Home minutes to Old Village

Modern Sturbridge Home minutes to Old Village
Sturbridge
Modern Sturbridge Home minutes to Old Village
Interior

16. Cozy Sturbridge Home Next Old Village Breakfast

Cozy Sturbridge Home Next Old Village Breakfast
Sturbridge
Cozy Sturbridge Home Next Old Village Breakfast
Interior

17. 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
Interior

18. Central Sturbridge Home Next to Old Village

Central Sturbridge Home Next to Old Village
Sturbridge
Central Sturbridge Home Next to Old Village
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
"I apologize for the lengthy review, but I intentionally waited until after multiple stays to write it because I wanted to give the hotel a fair chance and make sure my experience wasn’t based on just one visit. Shockingly, despite the condition of the building, we continued to come back—and there is one reason for that: the incredible staff. I honestly cannot say enough about them. I have rarely seen a staff so genuinely committed to customer service, their guests, and the overall success of a hotel. They consistently go above and beyond and are doing the absolute best they can with a property that desperately needs attention and investment. Unfortunately, the building itself is in serious need of repairs, maintenance, and updating. Across six stays and nine rooms, we have encountered rooms where the air conditioning didn’t work, outlets didn’t work, phones didn’t work, bathroom lights and fans didn’t work, and other basic room functions were not operational. Most importantly, none of the rooms—including my most recent “deluxe” room—had a microwave or a mirror outside the bathroom. We have yet to stay in a room where everything functioned as it should. What makes this particularly frustrating is that this property has so much potential. The staff clearly care and work incredibly hard to compensate for issues that are completely outside of their control. At this point, they are truly the reason to stay here. I sincerely hope ownership invests in the repairs and upgrades this"
Terren 1-night trip
Posted less than an hour ago
Two Trees Inn

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