Chatham Chalets

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Next weekend
Nov 21 - Nov 23
In two weeks
Nov 28 - Nov 30
In one month
Dec 12 - Dec 14
In two months
Jan 9 - Jan 11

Chalets in Chatham

No exact matches found, but these alternatives could be just right

Recommended hotels in Chatham

Terrace/patio
Sugar Shack - 300 square feet of pure sweetness.

Sugar Shack - 300 square feet of pure sweetness.

2.0 star property
Chatham
10.0 out of 10, Exceptional, (3)
"By far one of my favorite rentals. Everything was perfect and the details were amazing. Not only do I highly recommend, I amSURE I will be returning soon. "
United States
Sue G.
$320 nightly
The price is $361
Nov 12 - Nov 13
Total with taxes and fees
Sugar Shack - 300 square feet of pure sweetness.
Exterior
HunnyHAUS: Deluxe TINY*private spa*walk to town

HunnyHAUS: Deluxe TINY*private spa*walk to town

Chatham
10.0 out of 10, Exceptional, (9)
"From the moment we walked in, the HunnyHaus felt like home—only better! Every detail was thoughtfully provided, from the fully stocked kitchen to cozy touches that made our stay so comfortable and relaxing. My husband and I kept saying throughout our trip that this was the perfect vacation. We were in the area for the John Williams Film Concert at Tanglewood performed by the Boston Pops, and the location was ideal. The hosts were incredible—friendly, responsive, and always ready with fantastic...
United States
Corey A.
$366 nightly
The price is $413
Nov 17 - Nov 18
Total with taxes and fees
HunnyHAUS: Deluxe TINY*private spa*walk to town
Exterior
BLUSH: Boutique TINY home*private spa*walk to town

BLUSH: Boutique TINY home*private spa*walk to town

Chatham
10.0 out of 10, Exceptional, (6)
"Perfect blend of decore, comfort, and function. We went to Tanglewood which was only a half hour away. Came back to hot tub and fire pit. Beds here are soooo comfy! This is our 2nd time here and won’t be our last."
United States
Melissa D.
$320 nightly
The price is $361
Nov 17 - Nov 18
Total with taxes and fees
BLUSH: Boutique TINY home*private spa*walk to town
Exterior
Best Western Plus Berkshire Hills Inn & Suites

Best Western Plus Berkshire Hills Inn & Suites

2.5 star property
Pittsfield
8.6 out of 10, Excellent, (1003)
"I have stayed here many times and it is consistently a comfortable, clean and quiet place."
United States
Jeanine
$93 nightly
The price is $104
Nov 13 - Nov 14
Total with taxes and fees
Best Western Plus Berkshire Hills Inn & Suites
Garden
Shaker Mill Inn

Shaker Mill Inn

2.5 star property
West Stockbridge
9.6 out of 10, Exceptional, (434)
"Nice place, easy check in"
United States
Robert
$101 nightly
The price is $111
Nov 12 - Nov 13
Total with taxes and fees
Shaker Mill Inn
Exterior
Monument Mountain Motel

Monument Mountain Motel

2.5 star property
Great Barrington
9.0 out of 10, Wonderful, (783)
"This was an older property, but room was nice and bathroom was updated. "
United States
Martha
$67 nightly
The price is $74
Nov 12 - Nov 13
Total with taxes and fees
Monument Mountain Motel
Exterior
Holiday Inn & Suites Pittsfield-Berkshires by IHG

Holiday Inn & Suites Pittsfield-Berkshires by IHG

3.0 star property
Pittsfield
8.0 out of 10, Very Good, (950)
"Great stay! Nice quiet room for 2 little “alert “ to outside noise pups!! Comfy beds and central location for the day trips we had planned."
United States
Stacey
$98 nightly
The price is $109
Nov 14 - Nov 15
Total with taxes and fees
Holiday Inn & Suites Pittsfield-Berkshires by IHG
Exterior
Quality Inn

Quality Inn

2.5 star property
Lee
8.4 out of 10, Very Good, (1003)
"Clean room and good breakfast "
United States
Kelly
$87 nightly
The price is $98
Dec 1 - Dec 2
Total with taxes and fees
Quality Inn
Exterior
Holiday Inn Express Hotel & Suites Great Barrington by IHG

Holiday Inn Express Hotel & Suites Great Barrington by IHG

2.5 star property
Great Barrington
8.8 out of 10, Excellent, (692)
"Solid location, great room, good breakfast. Fair Price. Been 3 different times and look forward to returning again "
United States
Jamie
$102 nightly
The price is $114
Nov 16 - Nov 17
Total with taxes and fees
Holiday Inn Express Hotel & Suites Great Barrington by IHG
Exterior
The Yankee, Trademark Collection by Wyndham

The Yankee, Trademark Collection by Wyndham

2.5 star property
Lenox
9.2 out of 10, Wonderful, (1002)
"Great place. Friendly staff and very well located. Great breakfast options. "
United States
Abiezer
$101 nightly
The price is $113
Nov 18 - Nov 19
Total with taxes and fees
The Yankee, Trademark Collection by Wyndham
Exterior
The Central Downtown Inn & Suites

The Central Downtown Inn & Suites

4.0 star property
Pittsfield
8.6 out of 10, Excellent, (342)
"The rooms were large and well appointed! You could easily stay for a while and cook in the room. Nice balcony, nice living room area and very comfy bed and pillows. We enjoyed our stay very much"
United States
Candee
$85 nightly
The price is $95
Nov 12 - Nov 13
Total with taxes and fees
The Central Downtown Inn & Suites
Exterior
The Black Swan Lee - Lenox, an Ascend Collection Hotel

The Black Swan Lee - Lenox, an Ascend Collection Hotel

3.0 star property
Lee
9.0 out of 10, Wonderful, (1005)
"The staff was so kind and helpful and the rooms were clean and comfortable. This is now my go-to place to stay in the Berkshires!"
United States
Elisabeth
$110 nightly
The price is $122
Dec 1 - Dec 2
Total with taxes and fees
The Black Swan Lee - Lenox, an Ascend Collection Hotel
Exterior
Berkshire Mountain Lodge

Berkshire Mountain Lodge

3.0 star property
Pittsfield
9.0 out of 10, Wonderful, (751)
"Everything was so perfect for a weekend to just get away and decompress, the staff were great, the room was awesome. "
United States
Jeff
$113 nightly
The price is $126
Nov 12 - Nov 13
Total with taxes and fees
Berkshire Mountain Lodge
View from property
Prospect Berkshires

Prospect Berkshires

3.0 star property
Egremont
9.4 out of 10, Exceptional, (13)
"Prospect was a wonderful stay with very friendly staff. The property is very well maintained. We had a great time with the all the lake activities. Would definitely recommend for a quick getaway "
United States
Andy
$250 nightly
The price is $280
Nov 23 - Nov 24
Total with taxes and fees
Prospect Berkshires
Outdoor pool
Howard Johnson by Wyndham Lenox

Howard Johnson by Wyndham Lenox

2.0 star property
Lenox
7.6 out of 10, Good, (819)
"Staff was very friendly and helpful."
United States
Pamela
$79 nightly
The price is $88
Nov 12 - Nov 13
Total with taxes and fees
Howard Johnson by Wyndham Lenox
Exterior
Travelodge by Wyndham Great Barrington Berkshires

Travelodge by Wyndham Great Barrington Berkshires

2.0 star property
Great Barrington
7.6 out of 10, Good, (557)
"I loved the stay people were nice loved the pool and internet was great "
United States
Jennifer
$75 nightly
The price is $84
Nov 12 - Nov 13
Total with taxes and fees
Travelodge by Wyndham Great Barrington Berkshires
Front of property
Little Cat Lodge

Little Cat Lodge

2.0 star property
Copake Falls
9.4 out of 10, Exceptional, (63)
"Wonderful stay! Very cute property, would visit again."
United States
Arnav
$169 nightly
The price is $189
Nov 12 - Nov 13
Total with taxes and fees
Little Cat Lodge
Exterior
Quality Inn

Quality Inn

2.5 star property
Great Barrington
8.4 out of 10, Very Good, (1003)
"Nice and clean would stay again."
United States
Stephen
$84 nightly
The price is $94
Nov 24 - Nov 25
Total with taxes and fees
Quality Inn
Exterior
Pleasant Valley Motel West Stockbridge

Pleasant Valley Motel West Stockbridge

2.0 star property
West Stockbridge
6.8 out of 10, (1001)
"good average place to stay."
United States
Terry
$61 nightly
The price is $67
Nov 15 - Nov 16
Total with taxes and fees
Pleasant Valley Motel West Stockbridge
Exterior
Fairfield Inn & Suites Albany East Greenbush

Fairfield Inn & Suites Albany East Greenbush

2.5 star property
East Greenbush
8.6 out of 10, Excellent, (1002)
"Nice motel and easy to get to."
United States
lucille
$101 nightly
The price is $112
Dec 3 - Dec 4
Total with taxes and fees
Fairfield Inn & Suites Albany East Greenbush
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

Vacation Village in the Berkshires

Vacation Village in the Berkshires

10/10 Excellent
"We came here because it was off season, great price, and it had an indoor pool. "
Monica 3-night trip
Posted 1 day ago
Vacation Village in the Berkshires

Find out more about Chatham

Chatham Chalets information

Number of reviews
12,389
Accommodation
5 Chalets
Lowest Price
$67
Highest Price
$413

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