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Next weekend
Nov 14 - Nov 16
In two weeks
Nov 21 - Nov 23
In one month
Dec 5 - Dec 7
In two months
Jan 2 - Jan 4

B&B in Old Chatham

Garden
Shaker Mill Inn
Shaker Mill Inn
2.5 star property
9.6 out of 10, Exceptional, (433)
"Nice place, easy check in"
United States
Robert
$105 nightly
The price is $116
Nov 12 - Nov 13
Total with taxes and fees
Shaker Mill Inn
Porch
Lakehouse Inn
Lakehouse Inn
4.0 star property
9.6 out of 10, Exceptional, (287)
"Great Views & Hospitality"
United States
Gerald
$179 nightly
The price is $200
Nov 13 - Nov 14
Total with taxes and fees
Lakehouse Inn
Front of property
Chambery Inn
Chambery Inn
3.0 star property
9.6 out of 10, Exceptional, (372)
"We LOVED our mini getaway at the Chambery Inn. The room was gorgeous, spacious, and very comfortable. The fireplace couldn't have been easier to operate. The jetted tubs were divine with plenty of hot water the towel warmer was a nice bonus. The room was fully stocked with glassware and a corkscrew which was appreciated. We look forward to coming back"
United States
Samuel
$190 nightly
The price is $212
Nov 5 - Nov 6
Total with taxes and fees
Chambery Inn
Front of property
The Cornell Inn, Lenox & The Berkshires
The Cornell Inn, Lenox & The Berkshires
3.5 star property
9.0 out of 10, Wonderful, (1003)
"Honestly I just enjoyed being able to relax Play some games in the cute pub and the breakfast was yummy and stuff was inviting and so helpful "
United States
Sandra
$164 nightly
The price is $183
Nov 5 - Nov 6
Total with taxes and fees
The Cornell Inn, Lenox & The Berkshires
Exterior
The Inn at Stockbridge
The Inn at Stockbridge
4.0 star property
9.8 out of 10, Exceptional, (98)
"A first class little inn"
United States
Philip
$289 nightly
The price is $322
Nov 5 - Nov 6
Total with taxes and fees
The Inn at Stockbridge
Luxury Room, 1 King Bed, Bathtub | Premium bedding, individually decorated, iron/ironing board, free WiFi
33 Main
33 Main
4.0 star property
10.0 out of 10, Exceptional, (74)
"Beautiful place. Wonderful owner and staff. Our stay there was a total delight."
United States
James
$441 nightly
The price is $493
Dec 1 - Dec 2
Total with taxes and fees
33 Main
Individually decorated, individually furnished, desk, laptop workspace
Granville House
Granville House
3.0 star property
10.0 out of 10, Exceptional, (86)
"Wonderful! Will stay again!"
Canada
Rebecca
$225 nightly
The price is $251
Nov 10 - Nov 11
Total with taxes and fees
Granville House
Front of property - evening/night
Devonfield Inn B&B
Devonfield Inn B&B
4.0 star property
10.0 out of 10, Exceptional, (133)
"The inn has an excellent location and amenities."
United States
Christopher
$369 nightly
The price is $412
Nov 21 - Nov 22
Total with taxes and fees
Devonfield Inn B&B
3 bedrooms, bed sheets
Historic Cornell Inn - Cozy Berkshires Retreat - Lenox, MA - Basic Queen
Historic Cornell Inn - Cozy Berkshires Retreat - Lenox, MA - Basic Queen
$239 nightly
The price is $306
Nov 5 - Nov 6
Total with taxes and fees
Historic Cornell Inn - Cozy Berkshires Retreat - Lenox, MA - Basic Queen
Property grounds
Whistler's Inn Bed & Breakfast
Whistler's Inn Bed & Breakfast
3.5 star property
7.8 out of 10, Good, (500)
"Cozy spot with very friendly propeietor"
United States
Kyle
$253 nightly
The price is $282
Nov 5 - Nov 6
Total with taxes and fees
Whistler's Inn Bed & Breakfast
2 Bedrooms 1 Bath | 1 bedroom, premium bedding, iron/ironing board, free WiFi
Tanglewood Suites
Tanglewood Suites
2.5 star property
6.4 out of 10, (22)
"Portion of hosts home, separate and available for rent. Heating system not efficient and took some work to sort out how to keep all areas of the unit comfortably heated. Beds clean and comfortable. Overall cleanliness was good. Bath facilities are an addition to existing structure and sufficient, but could use some TLC. Host is eager to please and pleasant to interact with. Listing indicates free breakfast for all guests. However, upon arrival, we were advised there is no winter offering of...
United States
Amanda
$219 nightly
The price is $219
Dec 1 - Dec 2
Total with taxes and fees
Tanglewood Suites
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
9.2 out of 10, Wonderful, (109)
"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
$332 nightly
The price is $371
Nov 10 - Nov 11
Total with taxes and fees
The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood
Aerial view
Inn at Silver Maple Farm
Inn at Silver Maple Farm
3.0 star property
9.8 out of 10, Exceptional, (97)
"This was the perfect spot for a Tanglewood night..beautiful, charming, great staff and delicious breakfast..."
United States
Jane
$129 nightly
The price is $144
Nov 23 - Nov 24
Total with taxes and fees
Inn at Silver Maple Farm
Loft, Private Bathroom (Skylight Loft) | 1 bedroom, premium bedding, iron/ironing board, rollaway beds
Brook Farm Inn
Brook Farm Inn
3.5 star property
9.4 out of 10, Exceptional, (162)
"This is our second stay at the Brook Farm Inn and we enjoyed it just as much as our first stay! Maureen and Joe are fantastic inn keepers. They are polite, full of knowledge and provide a wonderful experience. Our room was cozy and comfortable. The breakfast was delicious. We couldn’t ask for a better weekend away! "
United States
John
$165 nightly
The price is $184
Nov 12 - Nov 13
Total with taxes and fees
Brook Farm Inn
1 bedroom, WiFi, bed sheets, wheelchair access
Experience Timeless Elegance in The Edith Wharton Room!
Experience Timeless Elegance in The Edith Wharton Room!
$239 nightly
The price is $306
Nov 5 - Nov 6
Total with taxes and fees
Experience Timeless Elegance in The Edith Wharton Room!
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.
$256 nightly
The price is $325
Nov 6 - Nov 7
Total with taxes and fees
Elegant Carriage House room with a queen bed and private patio.
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
$276 nightly
The price is $347
Nov 5 - Nov 6
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
$294 nightly
The price is $368
Nov 5 - Nov 6
Total with taxes and fees
Historic Susan B. Anthony Room - Cozy & Charming Stay
Fireplace
Experience Timeless Elegance in The Niles Johnson Room at The Cornell Inn
Experience Timeless Elegance in The Niles Johnson Room at The Cornell Inn
$376 nightly
The price is $459
Nov 5 - Nov 6
Total with taxes and fees
Experience Timeless Elegance in The Niles Johnson Room at The Cornell Inn
1 bedroom, bed sheets
"Elegant Emily Dickinson Junior Suite with King Bed & Fireplace
"Elegant Emily Dickinson Junior Suite with King Bed & Fireplace
$413 nightly
The price is $500
Nov 5 - Nov 6
Total with taxes and fees
"Elegant Emily Dickinson Junior Suite with King Bed & Fireplace
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 Old Chatham Hotel Reviews

Holiday Inn & Suites Pittsfield-Berkshires by IHG

Holiday Inn & Suites Pittsfield-Berkshires by IHG

10/10 Excellent
"Spotless and friendly staff"
Nikisha 2-night trip
Posted 1 day ago
Holiday Inn & Suites Pittsfield-Berkshires by IHG

Find out more about Old Chatham

Old Chatham B&B information

Number of reviews
2,726
Accommodation
40 B&B
Lowest Price
$116
Highest Price
$500

Frequently asked questions

What is the nightly rate for a Bed and Breakfast in Old Chatham?
Prices for B&Bs in Old Chatham often vary, but you can find a great deal from $116 with Expedia. All sorts of factors affect price, such as location and the time of year. It usually costs more to stay at Old Chatham 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 Old Chatham?
The best time to book a B&B in Old Chatham is during the vibrant summer months from June to August, when the area comes alive with activities and events. This peak season attracts travelers seeking a mix of outdoor adventures and cultural experiences, whether it's exploring the picturesque landscapes or attending local festivals that showcase the region's rich heritage.

July is particularly popular, with warm temperatures typically ranging from the low 60s to mid-80s Fahrenheit. This month offers the ideal conditions for hiking, biking, and enjoying the scenic beauty of nearby parks and nature reserves. With the sun shining and the lush greenery surrounding you, it's a great time to indulge in leisurely strolls or picnics by the water.

If you're looking for a more budget-friendly option, consider visiting in November. This month presents a quieter atmosphere, allowing you to enjoy the peaceful charm of Old Chatham while experiencing the beauty of late autumn. The colorful foliage creates a stunning backdrop for leisurely walks and local explorations without the crowds.
What is the difference between a Old Chatham Bed & Breakfast and a hotel?
Every Old Chatham 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 Old Chatham B&Bs.

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