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Check prices for these dates

Next weekend
28 Aug - 30 Aug
In two weeks
4 Sept - 6 Sept
In one month
18 Sept - 20 Sept
In two months
16 Oct - 18 Oct

Our top choices for Chatham bed & breakfast

Exterior

1. The Cornell Inn, Lenox & The Berkshires

The Cornell Inn, Lenox & The Berkshires
3.5 star property
Lenox
9.2 out of 10, Wonderful, (1,007 reviews)
"The entire staff was amazing and the inn was beautiful, we will definitely be back"
United States
Edward
The price is HK$1,550
HK$1,778 total
includes taxes & fees
26 Aug - 27 Aug
The Cornell Inn, Lenox & The Berkshires
Front of property

2. Chambery Inn

Chambery Inn
3.0 star property
Lee
9.6 out of 10, Exceptional, (386 reviews)
"The room was clean and very quiet. Breakfast was delivered to our room as requested."
United States
Richard
The price is HK$2,117
HK$2,364 total
includes taxes & fees
22 Sept - 23 Sept
Chambery Inn
Garden

3. Shaker Mill Inn

Shaker Mill Inn
2.5 star property
West Stockbridge
9.6 out of 10, Exceptional, (467 reviews)
"Wonderful place to stay!"
United States
Mervin
The price is HK$1,404
HK$1,540 total
includes taxes & fees
26 Aug - 27 Aug
Shaker Mill Inn
Front of property – evening/night

4. Devonfield Inn B&B

Devonfield Inn B&B
4.0 star property
Lee
10.0 out of 10, Exceptional, (140 reviews)
"Excellent food and helpful staff"
United States
Richard
The price is HK$3,051
HK$3,408 total
includes taxes & fees
3 Sept - 4 Sept
Devonfield Inn B&B
Property grounds

5. Whistler's Inn Bed & Breakfast

Whistler's Inn Bed & Breakfast
3.5 star property
Lenox
8.0 out of 10, Very good, (515 reviews)
"Whistler's Inn is a Gilded Era mansion, passed down in the family (modernised "
United States
Mary Anna
The price is HK$1,249
HK$1,396 total
includes taxes & fees
13 Sept - 14 Sept
Whistler's Inn Bed & Breakfast
Interior detail

6. Wilder House Berkshires

Wilder House Berkshires
2.0 star property
Sheffield
9.8 out of 10, Exceptional, (62 reviews)
"Great stay and the breakfast was fantastic"
United States
Jennifer
The price is HK$1,541
HK$1,721 total
includes taxes & fees
1 Sept - 2 Sept
Wilder House Berkshires
Front of property

7. The Inn at Stockbridge

The Inn at Stockbridge
4.0 star property
Stockbridge
9.8 out of 10, Exceptional, (103 reviews)
"Our room was very clean and comfortable - exactly what we needed to rest well. Breakfast was excellent and we felt well taken care of. We are grateful for the friendly and welcoming hosts and their staff who listened to every need and graciously provided for us. We’ll definitely return for another stay when we’re in the area."
United Kingdom
Michele
The price is HK$2,956
HK$3,466 total
includes taxes & fees
17 Sept - 18 Sept
The Inn at Stockbridge
Room

8. Granville House

Granville House
3.0 star property
Housatonic
10.0 out of 10, Exceptional, (105 reviews)
"Beautiful home with warm and friendly hosts. The rooms were tastefully designed, the bed was very comfortable and the large bathroom was luxurious. The breakfast was absolutely delicious. We will definitely stay again next time we are in Great Barrington. "
United States
Nicole
The price is HK$2,156
HK$2,408 total
includes taxes & fees
26 Aug - 27 Aug
Granville House
View from room

9. 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, (116 reviews)
"The property is conveniently located for access to Stockbridge, Lenox, and Tanglewood."
United States
Philippe
The price is HK$2,589
HK$3,131 total
includes taxes & fees
7 Sept - 8 Sept
The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood
Aerial view

10. Inn at Silver Maple Farm

Inn at Silver Maple Farm
3.0 star property
East Chatham
9.8 out of 10, Exceptional, (113 reviews)
"Very nice hotel."
United States
Erdem
The price is HK$1,011
HK$1,133 total
includes taxes & fees
31 Aug - 1 Sept
Inn at Silver Maple Farm
Front of property

11. Brook Farm Inn

Brook Farm Inn
3.5 star property
Lenox
9.4 out of 10, Exceptional, (171 reviews)
"Breakfast was not only delicious, the room was sweet and bright and staff very attentive."
United States
Carrie
The price is HK$2,171
HK$2,487 total
includes taxes & fees
30 Aug - 31 Aug
Brook Farm Inn
Room

12. Experience Timeless Elegance in The Edith Wharton Room!

Experience Timeless Elegance in The Edith Wharton Room!
Lenox
The price is HK$2,442
HK$3,178 total
includes taxes & fees
24 Aug - 25 Aug
Experience Timeless Elegance in The Edith Wharton Room!
Room

13. 33 Main

33 Main
4.0 star property
Lenox
10.0 out of 10, Exceptional, (76 reviews)
"This was our second stay at 33 Main. Wonderfully maintain, homey environment, with friendly, welcoming and helpful staff. Welcoming cookies, and beautiful water bottle. They even remembered that we asked for the beach and gave us excellent recommendation. Convenient parking in the back. My only suggestion for improvement is breakfast - last year it was much better."
United States
Tatyana
The price is HK$5,195
HK$5,803 total
includes taxes & fees
7 Sept - 8 Sept
33 Main
Interior

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

Elegant Carriage House room with a queen bed and private patio.
Lenox
The price is HK$2,630
HK$3,436 total
includes taxes & fees
8 Sept - 9 Sept
Elegant Carriage House room with a queen bed and private patio.
Interior

15. Cozy Carriage House room with a double bed and private balcony

Cozy Carriage House room with a double bed and private balcony
Lenox
The price is HK$2,693
HK$3,518 total
includes taxes & fees
31 Aug - 1 Sept
Cozy Carriage House room with a double bed and private balcony
Room

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

Historic Cornell Inn - Cozy Berkshires Retreat - Lenox, MA - Basic Queen
Lenox
The price is HK$2,442
HK$3,178 total
includes taxes & fees
24 Aug - 25 Aug
Historic Cornell Inn - Cozy Berkshires Retreat - Lenox, MA - Basic Queen
Terrace/patio

17. Historic Susan B. Anthony Room - Cozy & Charming Stay

Historic Susan B. Anthony Room - Cozy & Charming Stay
Lenox
The price is HK$2,819
HK$3,689 total
includes taxes & fees
31 Aug - 1 Sept
Historic Susan B. Anthony Room - Cozy & Charming Stay
Room

18. Experience Timeless Elegance in The Niles Johnson Room at The Cornell Inn

Experience Timeless Elegance in The Niles Johnson Room at The Cornell Inn
Lenox
The price is HK$3,384
HK$4,424 total
includes taxes & fees
31 Aug - 1 Sept
Experience Timeless Elegance in The Niles Johnson Room at The Cornell Inn
Room

19. "Elegant Emily Dickinson Junior Suite with King Bed & Fireplace

"Elegant Emily Dickinson Junior Suite with King Bed & Fireplace
Lenox
The price is HK$3,634
HK$4,638 total
includes taxes & fees
26 Aug - 27 Aug
"Elegant Emily Dickinson Junior Suite with King Bed & Fireplace
Living area

20. Experience Luxury in The Lady Cicely Grand Suite at The Cornell Inn

Experience Luxury in The Lady Cicely Grand Suite at The Cornell Inn
Lenox
The price is HK$4,011
HK$5,240 total
includes taxes & fees
25 Aug - 26 Aug
Experience Luxury in The Lady Cicely Grand Suite at The Cornell Inn
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 Chatham Hotel Reviews

Comfort Inn & Suites East Greenbush - Albany

Comfort Inn & Suites East Greenbush - Albany

8/10 Good
"Breakfast room was too hot to eat in."
Sara 1-night trip
Posted 1 hour ago
Comfort Inn & Suites East Greenbush - Albany

Find out more about Chatham

Chatham B&B information

Number of reviews
2,151
Accommodation
40 B&B
Lowest Price
HK$1,133
Highest Price
HK$5,806

Frequently asked questions

Searching for B&Bs in Chatham?
Whether you're on a romantic holiday and want to stay somewhere quiet, or you're travelling solo and hoping to make some connections, a B&B might be the right choice for your trip. While you're enjoying your trip to Chatham, you might want to explore the theatre scene by watching a show at The Mac-Haydn Theatre.
Are you considering an apartment instead of a traditional hotel?
With attentive service, opportunities to meet other guests and delectable breakfasts, B&Bs provide a truly one-of-a-kind setting.
What are the best bed and breakfasts in Chatham?
Below are some well-liked B&Bs in the area: The Cornell Inn, Lenox & The Berkshires: 16 mi (25.7 km) from the heart of Chatham. Enjoy the free full breakfast and unique decor. Chambery Inn: 9 rooms. 17.9 mi (28.9 km) from the city centre. Enjoy the private garden and snack bar/deli. Shaker Mill Inn: 9 rooms. Situated 11.7 mi (18.8 km) from the heart of Chatham. Inn at Silver Maple Farm: 11 rooms. 7.7 mi (12.4 km) from the city centre. Enjoy the free buffet breakfast and designer toiletries. The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood: 8 rooms. Located 14 mi (22.5 km) from the core of Chatham. Enjoy the free full breakfast and outdoor pool.
When should I stay at a B&B in Chatham?
When you're dreaming of a escape to Chatham, year-round temperatures and rainfall may be important factors to consider. The hottest months are usually July and August, with an average temperature of 20°C, while the coldest months are January and February, with an average of -2°C. The snowiest months in Chatham are January, March, February and November, with each month seeing an average of 18 cm of snowfall.
What is there to do in Chatham?
If you want to see some popular attractions in Chatham, you might enjoy a visit to The Mac-Haydn Theatre. Kinderhook Lake and Queechy Lake are also some sites to visit if you want to see more of the area.
How can I get to and around Chatham?
Planning your excursions in and around Chatham is easier with these transportation options. Fly into Hudson, NY (HCC-Columbia County), which is located 7.7 mi (12.4 km) away from the heart of the city. Otherwise, look for flights into Pittsfield, MA (PSF-Pittsfield Municipal), which is 16 mi (25.8 km) away. If you'd like to venture out around the area, you may want a rental car for your journey.

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