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Hotels in Chatham

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Choose from 1573 Chatham Hotel Deals

Comfort Inn & Suites East Greenbush - Albany
Comfort Inn & Suites East Greenbush - Albany
2.5 out of 5
99 Miller Rd, Castleton-on-Hudson, NY
  • 37 min drive from The Mac-Haydn Theatre
Book a stay at this business-friendly hotel in Castleton-on-Hudson. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the ...
8.4/10 Very Good! (937 reviews)
"Easy access and clean rooms"

Reviewed on May 30, 2025

Comfort Inn & Suites East Greenbush - Albany
Comfort Inn Glenmont - Albany South
Comfort Inn Glenmont - Albany South
2.5 out of 5
37 Route 9W, Glenmont, NY
  • 44 min drive from The Mac-Haydn Theatre
Book a stay at this business-friendly hotel in Glenmont. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...
7.8/10 Good! (988 reviews)
"Good stay for one night. Good breakfast set up. Hotel is under renovation. Our room needed some updates. I’d stay again- even before updates because the hotel is well maintained."

Reviewed on May 27, 2025

Comfort Inn Glenmont - Albany South
The Yankee, Trademark Collection by Wyndham
The Yankee, Trademark Collection by Wyndham
2.5 out of 5
461 Pittsfield Rd, Lenox, MA
  • 8 min drive from The Mac-Haydn Theatre
Book a stay at this business-friendly hotel in Lenox. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our ...
9/10 Wonderful! (1,001 reviews)
"Nice place thought still under construction."

Reviewed on May 29, 2025

The Yankee, Trademark Collection by Wyndham
Vacation Village in the Berkshires
Vacation Village in the Berkshires
3 out of 5
276 Brodie Mountain Rd, Williamstown, MA
  • 34 min drive from The Mac-Haydn Theatre
Stay at this 3-star family-friendly condo in Williamstown. Enjoy free parking, a fitness center, and a 24-hour front desk. Our guests praise the helpful staff ...
8.6/10 Excellent! (1,811 reviews)
Must Stay Location!
"Beautiful place to stay. The view is absolutely amazing and the area is very rural. Everyone was extremely friendly and the townsfolk were too. Only problem some might find is if you’re the bottom room your upstairs neighbors might be noisy."

Reviewed on May 27, 2025

Vacation Village in the Berkshires
Berkshires Untold
Berkshires Untold
3.5 out of 5
194 Pittsfield Rd, Lenox, MA
  • 5 min drive from The Mac-Haydn Theatre
Stay at this 3.5-star lodge in Lenox. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our ...
9/10 Wonderful! (598 reviews)
"Great spot for hitting hiking spots"

Reviewed on May 27, 2025

Berkshires Untold
The Black Swan Lee - Lenox, Ascend Hotel Collection
The Black Swan Lee - Lenox, Ascend Hotel Collection
3 out of 5
435 Laurel St, Lee, MA
  • 8 min drive from The Mac-Haydn Theatre
Stay at this 3-star hotel in Lee. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the restaurant in our reviews. Popular ...
9/10 Wonderful! (1,004 reviews)
"The staff handled my needs very quickly. We were right by the lake and had a small private porch on which we could we could relax."

Reviewed on May 27, 2025

The Black Swan Lee - Lenox, Ascend Hotel Collection
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG
3.5 out of 5
190 Meadow Street, South Lee, MA
  • 15 min drive from The Mac-Haydn Theatre
Stay at this 3.5-star family-friendly hotel in South Lee. Enjoy 2 outdoor pools, a business center, and a snack bar/deli. Our guests praise the helpful staff ...
9/10 Wonderful! (642 reviews)
"Good value"

Reviewed on May 26, 2025

Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG
Quality Inn
Quality Inn
2.5 out of 5
372 Main Street, Rte 7 and Main Street, Great Barrington, MA
  • 28 min drive from The Mac-Haydn Theatre
Book a stay at this business-friendly hotel in Great Barrington. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
8.2/10 Very Good! (1,001 reviews)
"Clean rooms and friendly staff. Conveniently located as well!"

Reviewed on May 27, 2025

Quality Inn
The Red Lion Inn
The Red Lion Inn
3.5 out of 5
30 Main Street, Stockbridge, MA
  • 14 min drive from The Mac-Haydn Theatre
Stay at this 3.5-star historic hotel in Stockbridge. Enjoy free WiFi, 3 restaurants, and breakfast (surcharge). Our guests praise the helpful staff and the property ...
8.8/10 Excellent! (1,000 reviews)
"Perfect for our needs."

Reviewed on May 19, 2025

The Red Lion Inn
Best Western Plus Berkshire Hills Inn & Suites
Best Western Plus Berkshire Hills Inn & Suites
2.5 out of 5
1350 W Housatonic St, Pittsfield, MA
  • 12 min drive from The Mac-Haydn Theatre
Book a stay at this business-friendly hotel in Pittsfield. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
8.4/10 Very Good! (1,003 reviews)
"Rooms somewhat dated. Machines in the gym need fixing/replacing."

Reviewed on May 27, 2025

Best Western Plus Berkshire Hills Inn & Suites
Holiday Inn Express Hotel & Suites West Coxsackie by IHG
Holiday Inn Express Hotel & Suites West Coxsackie by IHG
2.5 out of 5
12740 State Route 9 W, West Coxsackie, NY
  • 6 min drive from The Mac-Haydn Theatre
Book a stay at this business-friendly hotel in West Coxsackie. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
8.4/10 Very Good! (879 reviews)
"Property is being updated. Staff were very accommodating."

Reviewed on May 20, 2025

Holiday Inn Express Hotel & Suites West Coxsackie by IHG
The Constance by the Lenox Collection
The Constance by the Lenox Collection
3.5 out of 5
11 Old Stockbridge Road, P.O.Box 1717, Lenox, MA
  • 24 min walk from The Mac-Haydn Theatre
Stay at this 3.5-star hotel in Lenox. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. ...
8.6/10 Excellent! (407 reviews)
"They went above and beyond to make sure we were comfortable and had everything we needed. Thank you Logan Elisabeth and Niki!"

Reviewed on May 28, 2025

The Constance by the Lenox Collection
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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