Chatham Residences

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Recommended hotels in Chatham

1. Sugar Shack - 300 square feet of pure sweetness.

Sugar Shack - 300 square feet of pure sweetness.
Chatham
10.0 out of 10, Exceptional, (4 reviews)
"This place was better than the photos. Everything was well planned out and extremely comfortable. The host was very attentive with great information about the area. Would definitely recommend."
United States
Lori S.
$279 nightly
The price is $315
Nov 16 - Nov 17
Total with taxes and fees
Sugar Shack - 300 square feet of pure sweetness.

2. 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, (7 reviews)
"We loved this property. All the bells and whistles as far as amenities go for a Vrbo! Great location and place to unwind, unplug ,and reconnect!"
United States
scott B.
$280 nightly
The price is $316
Nov 10 - Nov 11
Total with taxes and fees
BLUSH: Boutique TINY home*private spa*walk to town

3. Pet-friendly. Renovated house. Built in 1890s. No neighbors in sight.

Pet-friendly. Renovated house. Built in 1890s. No neighbors in sight.
Chatham
10.0 out of 10, Exceptional, (16 reviews)
"Super lovely house and host was helpful and communicative. Absolutely recommend if you are looking for a place in this area!"
United States
Jess S.
$291 nightly
The price is $326
Nov 8 - Nov 9
Total with taxes and fees
Pet-friendly. Renovated house. Built in 1890s. No neighbors in sight.

4. 8 Acre Estate w Hot Tub, Deck, Fire Pit & Views!

8 Acre Estate w Hot Tub, Deck, Fire Pit & Views!
Old Chatham
10.0 out of 10, Exceptional, (5 reviews)
"We enjoyed our stay at this property. The hot tub was great and the home was immaculate!"
United States
Terri E.
$513 nightly
The price is $575
Nov 16 - Nov 17
Total with taxes and fees
8 Acre Estate w Hot Tub, Deck, Fire Pit & Views!

5. Chatham Travel Lodge

Chatham Travel Lodge
2.5 star property
Old Chatham
7.8 out of 10, Good, (255 reviews)
"Great clean, economical place to stay."
United States
Patrick
$112 nightly
The price is $125
Nov 8 - Nov 9
Total with taxes and fees
Chatham Travel Lodge

6. Berkshire Travel Lodge

Berkshire Travel Lodge
2.5 star property
Austerlitz
5.4 out of 10, (527 reviews)
"The room was clean and the staff friendly."
United States
Istvan
$76 nightly
The price is $85
Nov 8 - Nov 9
Total with taxes and fees
Berkshire Travel Lodge

7. Inn at Silver Maple Farm

Inn at Silver Maple Farm
3.0 star property
East Chatham
9.8 out of 10, Exceptional, (118 reviews)
"Perfect location for hiking, hanging out and Tanglewood Comfortable and charming common space and cozy nicely decorated rooms Generous breakfast and snacks throughout the day We’ll be back"
United States
Linda
$164 nightly
The price is $184
Dec 2 - Dec 3
Total with taxes and fees
Inn at Silver Maple Farm

8. Micosta Leisure Inn

Micosta Leisure Inn
3.0 star property
Hudson
9.2 out of 10, Wonderful, (195 reviews)
"Great stay"
United States
George
$113 nightly
The price is $127
Nov 9 - Nov 10
Total with taxes and fees
Micosta Leisure Inn

9. Holiday Inn Express Hotel & Suites West Coxsackie by IHG

Holiday Inn Express Hotel & Suites West Coxsackie by IHG
2.5 star property
West Coxsackie
8.4 out of 10, Very good, (1,001 reviews)
"Nice staff, expensive stay."
United States
Anthony
$99 nightly
The price is $107
Dec 6 - Dec 7
Total with taxes and fees
Holiday Inn Express Hotel & Suites West Coxsackie by IHG

10. Spark by Hilton West Coxsackie

Spark by Hilton West Coxsackie
2.5 star property
West Coxsackie
8.2 out of 10, Very good, (211 reviews)
"The Hotel fits into the space - apart of the area."
United States
Richard
$93 nightly
The price is $100
Nov 15 - Nov 16
Total with taxes and fees
Spark by Hilton West Coxsackie

11. voco James Newbury Hudson Valley by IHG

voco James Newbury Hudson Valley by IHG
3.5 star property
Coxsackie
9.2 out of 10, Wonderful, (432 reviews)
"The property was quite lovely and it was nice to stay somewhere with restaurant options. The food was quite good and the views were excellent!"
United States
Lisa
$155 nightly
The price is $174
Dec 6 - Dec 7
Total with taxes and fees
voco James Newbury Hudson Valley by IHG

12. Pleasant Valley Motel West Stockbridge

Pleasant Valley Motel West Stockbridge
2.0 star property
West Stockbridge
6.8 out of 10, (1,000 reviews)
"The best aspect of this motel is the price. It is very close to the Tanglewood concert space and in West Stockbridge, a quaint town with galleries, a good bookstore, the excellent Turnpark Outdoor Sculpture Garden and "Amici" a nice Italian restaurant, etc."
United States
James
$71 nightly
The price is $78
Nov 6 - Nov 7
Total with taxes and fees
Pleasant Valley Motel West Stockbridge

13. Quality Inn Great Barrington

Quality Inn Great Barrington
2.5 star property
Downtown Great Barrington
8.6 out of 10, Excellent, (1,000 reviews)
"Our room was spotless and the staff was helpful and welcoming!"
United States
Lynne
$76 nightly
The price is $85
Nov 29 - Nov 30
Total with taxes and fees
Quality Inn Great Barrington

14. Shaker Mill Inn

Shaker Mill Inn
2.5 star property
West Stockbridge
9.6 out of 10, Exceptional, (483 reviews)
"Loved the location, fireplace and vibe"
United States
Mahadeva
$145 nightly
The price is $159
Nov 8 - Nov 9
Total with taxes and fees
Shaker Mill Inn

15. Travelodge by Wyndham Great Barrington Berkshires

Travelodge by Wyndham Great Barrington Berkshires
2.0 star property
Great Barrington
7.4 out of 10, Good, (626 reviews)
"Stay was great. Staff very friendly and helpful. 1 guest was screaming at someone at 4am but other than that it was a great stay"
United States
Sherry
$79 nightly
The price is $88
Nov 6 - Nov 7
Total with taxes and fees
Travelodge by Wyndham Great Barrington Berkshires

16. Best Western Plus Berkshire Hills Inn & Suites

Best Western Plus Berkshire Hills Inn & Suites
2.5 star property
Pittsfield
8.4 out of 10, Very good, (1,001 reviews)
"Room was spacious and clean"
United States
James
$93 nightly
The price is $104
Dec 1 - Dec 2
Total with taxes and fees
Best Western Plus Berkshire Hills Inn & Suites

17. All comforts of home

All comforts of home
Hudson
9.6 out of 10, Exceptional, (65 reviews)
"The room was sufficient to our needs. Didn’t realize it was a multi-unit property or that it was on the second floor."
United States
Douglas
$110 nightly
The price is $123
Nov 9 - Nov 10
Total with taxes and fees
All comforts of home

18. Howard Hotel

Howard Hotel
2.0 star property
Hudson
9.8 out of 10, Exceptional, (220 reviews)
"Wonderful hotel"
United States
zehava
$114 nightly
The price is $129
Dec 6 - Dec 7
Total with taxes and fees
Howard Hotel

19. 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, (854 reviews)
"Always a pleasurable stay. The rooms are clean, the amenities are appreciated, and the staff very attentive. Great location and as a single traveler I always feel safe staying here."
United States
Cynthia
$90 nightly
The price is $101
Nov 30 - Dec 1
Total with taxes and fees
Holiday Inn Express Hotel & Suites Great Barrington by IHG

20. All the comforts of home

All the comforts of home
Hudson
9.2 out of 10, Wonderful, (38 reviews)
"Great location and super welcoming "
United States
Julie B.
$118 nightly
The price is $132
Nov 8 - Nov 9
Total with taxes and fees
All the comforts of home
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.

Learn more about Chatham

This charming upstate village hosts the Mac-Haydn Theatre's summer productions and a vibrant Main Street with independent shops and cafés. Explore the historic Union Station or time your visit for the Columbia County Fair, a beloved local tradition since 1841.

A brick building with a green dome and columns, labeled "TRACY MEMORIAL VILLAGE HALL".

Top reviews in Chatham

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