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Next weekend
Dec 12 - Dec 14
In two weeks
Dec 19 - Dec 21
In one month
Jan 2 - Jan 4
In two months
Jan 30 - Feb 1

B&B in Tolland

Property grounds
Truman Gillet House Bed & Breakfast

Truman Gillet House Bed & Breakfast

3.0 star property
Granby
9.6 out of 10, Exceptional, (101)
"Pleasant hosts, quiet area, big soaking sub, we enjoyed our stay."
United States
michelle
$140 nightly
The price is $155
Dec 7 - Dec 8
Total with taxes and fees
Truman Gillet House Bed & Breakfast
Front of property
Simsbury 1820 House

Simsbury 1820 House

4.0 star property
Simsbury Center
9.2 out of 10, Wonderful, (1000)
"Very nice room, pleasant and helpful staff"
United States
Concetta
$174 nightly
The price is $200
Dec 7 - Dec 8
Total with taxes and fees
Simsbury 1820 House
Terrace/patio
Locust Tree Bed and Breakfast LLC

Locust Tree Bed and Breakfast LLC

3.0 star property
East Canaan
9.0 out of 10, Wonderful, (413)
"Great breakfast! Had a wonderful stay!"
United States
Michelle
$105 nightly
The price is $121
Dec 6 - Dec 7
Total with taxes and fees
Locust Tree Bed and Breakfast LLC
Library
Blackberry River Inn

Blackberry River Inn

3.0 star property
Norfolk
9.4 out of 10, Exceptional, (162)
"Courteous welcoming staff, amazing breakfast, and restful stay, highly recommend."
United States
Paulina
$164 nightly
The price is $189
Dec 8 - Dec 9
Total with taxes and fees
Blackberry River Inn
Porch
Lakehouse Inn

Lakehouse Inn

4.0 star property
Lee
9.6 out of 10, Exceptional, (289)
"A charming inn in the center of the Berkshires."
United States
Danny
$195 nightly
The price is $218
Dec 12 - Dec 13
Total with taxes and fees
Lakehouse Inn
Interior detail
Manor House Inn

Manor House Inn

3.0 star property
Norfolk
9.4 out of 10, Exceptional, (138)
"Excellent bed and breakfast, room was clean and comfortable."
United States
Kevin
$316 nightly
The price is $351
Dec 14 - Dec 15
Total with taxes and fees
Manor House Inn
Wilder House Berkshires Room 3 | Premium bedding, individually decorated, individually furnished
Wilder House Berkshires

Wilder House Berkshires

2.0 star property
Sheffield
9.8 out of 10, Exceptional, (38)
"Wilder House is warm and charming. I’ve stayed many times and it always feels like home. I had a lovely breakfast and a great stay. Thank you! "
United States
Allison
$155 nightly
The price is $174
Dec 14 - Dec 15
Total with taxes and fees
Wilder House Berkshires
Front of property
Chambery Inn

Chambery Inn

3.0 star property
Lee
9.6 out of 10, Exceptional, (373)
"Amazing customer service! Location was very good to explore the area."
United States
Sophia
$190 nightly
The price is $212
Dec 7 - Dec 8
Total with taxes and fees
Chambery Inn
Exterior
The Inn at Stockbridge

The Inn at Stockbridge

4.0 star property
Lee
9.8 out of 10, Exceptional, (99)
"Well-run and elegant property. "
United States
Steven
$276 nightly
The price is $308
Dec 21 - Dec 22
Total with taxes and fees
The Inn at Stockbridge
Individually decorated, individually furnished, desk, laptop workspace
Granville House

Granville House

3.0 star property
Housatonic
10.0 out of 10, Exceptional, (88)
"Outstanding all around!"
United States
Jonathan
$200 nightly
The price is $223
Jan 1 - Jan 2, 2026
Total with taxes and fees
Granville House
Luxury Room, 1 King Bed, Bathtub | Premium bedding, individually decorated, iron/ironing board, free WiFi
33 Main

33 Main

4.0 star property
Lenox
10.0 out of 10, Exceptional, (74)
"Beautiful place. Wonderful owner and staff. Our stay there was a total delight."
United States
James
$450 nightly
The price is $503
Dec 14 - Dec 15
Total with taxes and fees
33 Main
Front of property - evening/night
Devonfield Inn B&B

Devonfield Inn B&B

4.0 star property
Lee
10.0 out of 10, Exceptional, (134)
"The inn has an excellent location and amenities."
United States
Christopher
$349 nightly
The price is $390
Dec 8 - Dec 9
Total with taxes and fees
Devonfield Inn B&B
2 Bedrooms 1 Bath | Premium bedding, iron/ironing board, free WiFi, bed sheets
Tanglewood Suites

Tanglewood Suites

2.5 star property
Stockbridge
6.4 out of 10, (22)
"NOT A REAL LOCATION. There was nothing there. Neighbors said this was a scam. Expedia ended up helping us find a local hotel room though the location was not as good. DO NOT BOOK THIS LOCATION -- it needs to be taken off the website."
United States
Elizabeth
$219 nightly
The price is $219
Dec 7 - Dec 8
Total with taxes and fees
Tanglewood Suites
3 bedrooms, bed sheets
Historic Cornell Inn - Cozy Berkshires Retreat - Lenox, MA - Basic Queen

Historic Cornell Inn - Cozy Berkshires Retreat - Lenox, MA - Basic Queen

Lenox
$310 nightly
The price is $354
Dec 7 - Dec 8
Total with taxes and fees
Historic Cornell Inn - Cozy Berkshires Retreat - Lenox, MA - Basic Queen
Business center
The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood

The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood

4.5 star property
Stockbridge
9.2 out of 10, Wonderful, (110)
"Wonderful! Owner/host Diane was friendly, helpful, knowledgeable. Breakfasts awesome with great choices daily. Place was spotless, cozy and classic. So glad we stayed there. "
United States
Robert
$414 nightly
The price is $462
Dec 28 - Dec 29
Total with taxes and fees
The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood
Front of property
The Cornell Inn, Lenox & The Berkshires

The Cornell Inn, Lenox & The Berkshires

3.5 star property
Lenox
9.0 out of 10, Wonderful, (1000)
"Overall a really fun place to stay. Rooms were good quality and the staff was welcoming and helpful."
United States
Jacob
$172 nightly
The price is $192
Dec 10 - Dec 11
Total with taxes and fees
The Cornell Inn, Lenox & The Berkshires
1 bedroom, WiFi, bed sheets, wheelchair access
Experience Timeless Elegance in The Edith Wharton Room!

Experience Timeless Elegance in The Edith Wharton Room!

Lenox
$310 nightly
The price is $354
Dec 7 - Dec 8
Total with taxes and fees
Experience Timeless Elegance in The Edith Wharton Room!
1 bedroom, bed sheets
Cozy Carriage House room with a double bed and private balcony

Cozy Carriage House room with a double bed and private balcony

Lenox
$348 nightly
The price is $398
Dec 7 - Dec 8
Total with taxes and fees
Cozy Carriage House room with a double bed and private balcony
Terrace/patio
Historic Susan B. Anthony Room - Cozy & Charming Stay

Historic Susan B. Anthony Room - Cozy & Charming Stay

Lenox
$366 nightly
The price is $419
Dec 7 - Dec 8
Total with taxes and fees
Historic Susan B. Anthony Room - Cozy & Charming Stay
1 bedroom, WiFi, bed sheets
Elegant Carriage House room with a queen bed and private patio.

Elegant Carriage House room with a queen bed and private patio.

Lenox
$328 nightly
The price is $375
Dec 7 - Dec 8
Total with taxes and fees
Elegant Carriage House room with a queen bed and private patio.
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 Tolland Hotel Reviews

Sheraton Hartford Hotel at Bradley Airport

Sheraton Hartford Hotel at Bradley Airport

10/10 Excellent
"Everything was perfect no issues at all"
Michael 1-night trip
Posted 2 days ago
Sheraton Hartford Hotel at Bradley Airport

Find out more about Tolland

Tolland B&B information

Number of reviews
3,598
Accommodation
36 B&B
Lowest Price
$121
Highest Price
$503

Frequently asked questions

Searching for B&Bs in Tolland?
If you're looking for something a little quirkier than the traditional hotel experience, a bed and breakfast could be a great option for your getaway. When you want to explore some of the destination's attractions, Otis Reservoir is worth a visit.
How do you know if a B&B is the right choice for you?
With attentive service, opportunities to meet guests from other places, and of course a full breakfast to start the day, B&Bs offer a one-of-a-kind setting.
What are the top B&Bs in Tolland?
Below are some B&Bs in the surrounding area: Simsbury 1820 House: 17.9 mi (28.9 km) from the heart of Tolland. Enjoy the designer toiletries and bars. Blackberry River Inn: 14 rooms. 12.8 mi (20.6 km) from the downtown core. Enjoy the free cooked breakfast and outdoor pool. Locust Tree Bed and Breakfast LLC: 7 rooms. Located 15.7 mi (25.3 km) from the core of Tolland.
When should I stay at a B&B in Tolland?
When you're dreaming of a getaway to Tolland, year-round temperatures and rainfall may be important factors to consider. The hottest months are usually July and August with an average temp of 66°F, while the coldest months are January and February with an average of 28°F. The snowiest months in Tolland are January, February, November, and March, with each month seeing an average of 6 inches of snowfall.
What is there to do in Tolland?
When you want to explore some things to do in Tolland, consider a visit to Otis Reservoir. You might also consider a trip to sites like Maple Corner Farm Cross Country Ski Area or Tolland State Forest if you have time to see more of the area.
How can I get to and around Tolland?
Mapping out your trip in and around Tolland is easy with these transportation options. Fly into Westfield, MA (BAF-Barnes Municipal), which is located 16.2 mi (26.1 km) away from the city center. You can also search for flights into Bradley Intl. Airport (BDL), which is 19.7 mi (31.8 km) away. If you'd like to venture out around the area, consider renting a car to take in more sights.

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