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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
Book a stay at this 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! (2,212 reviews)
everything is great!

Reviewed on Jan 20, 2026

Vacation Village in the Berkshires
Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy

Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy

2 out of 5
282 Cairo Junction Rd Catskill NY
  • 19 min drive from The Mac-Haydn Theatre
Stay at this cabin in Catskill. Enjoy free parking, furnished patios, and climate control. Popular attractions Catskill Golf Club and Angelo Canna Town Park ...
9.4/10 Exceptional! (135 reviews)
It was absolutely beautiful!

Reviewed on Jan 20, 2026

Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy
Berkshire Mountain Lodge

Berkshire Mountain Lodge

3 out of 5
8 Dan Fox Dr Pittsfield MA
  • 9 min drive from The Mac-Haydn Theatre
Book a stay at this golf lodge in Pittsfield. Enjoy free WiFi, free parking, and a business center. Our guests praise the helpful staff and the clean rooms in ...
9/10 Wonderful! (816 reviews)
Clean, great location near Bosquet Mountain and grocery store, spacious condo, easy.

Reviewed on Jan 19, 2026

Berkshire Mountain Lodge
Holiday Inn & Suites Pittsfield-Berkshires by IHG

Holiday Inn & Suites Pittsfield-Berkshires by IHG

3 out of 5
One West Street Pittsfield MA
  • 15 min drive from The Mac-Haydn Theatre
Book a stay at this business-friendly hotel in Pittsfield. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and ...
8/10 Very Good! (1,006 reviews)
generally good

Reviewed on Jan 19, 2026

Holiday Inn & Suites Pittsfield-Berkshires by IHG
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
Book a stay at this family-friendly hotel in South Lee. Enjoy 2 outdoor pools, a business center, and a snack bar/deli. Our guests praise the helpful staff in ...
9/10 Wonderful! (825 reviews)
Staff was wonderful. Rooms were very well stocked The kids loved the game room and dvd borrowing

Reviewed on Jan 19, 2026

Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG
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 lodge in Lenox. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. ...
9/10 Wonderful! (844 reviews)
Beautiful unique property! Very clean room and very friendly staff

Reviewed on Jan 22, 2026

Berkshires Untold
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! (1,011 reviews)
Fro t desk staff was wonderful and Very helpful’

Reviewed on Jan 22, 2026

The Yankee, Trademark Collection by Wyndham
Pocketbook Hotel and Bath

Pocketbook Hotel and Bath

2 out of 5
549 Washington Street Hudson NY
  • 19 min drive from The Mac-Haydn Theatre
Book a stay at this spa hotel in Hudson. Enjoy free WiFi, a full-service spa, and a 24-hour front desk. Popular attractions Hudson Area Library and Stoddard ...
8.2/10 Very Good! (17 reviews)
The front desk was very helpful in making sure we had a good stay.

Reviewed on Jan 9, 2026

Pocketbook Hotel and Bath
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! (1,005 reviews)
Great place, room was clean and spacious. Breakfast time could last a little longer though, ending time was 9:30am, maybe extending until 11am is best. But overall was great.

Reviewed on Jan 20, 2026

Best Western Plus Berkshire Hills Inn & Suites
Hotel On North

Hotel On North

3.5 out of 5
297 North Street Pittsfield MA
  • 15 min drive from The Mac-Haydn Theatre
Book a stay at this business-friendly hotel in Pittsfield. Enjoy free WiFi, free parking, and room service. Our guests praise the helpful staff and the clean ...
9.4/10 Exceptional! (820 reviews)
It can be hard trying to choose a place to stay lately, especially since AI has blown up. I'm so happy I gave this place a chance. The staff was extremely friendly and helpful. Not once did I feel like they didn't want to be there. When we checked out at noon (which is an amazing checkout time), ...

Reviewed on Jan 18, 2026

Hotel On North
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! (1,001 reviews)
Nice, clean and decent rooms. Good clean facility

Reviewed on Jan 19, 2026

Comfort Inn & Suites East Greenbush - Albany
Four Points by Sheraton Albany

Four Points by Sheraton Albany

3 out of 5
3 Mount Hope Way Albany NY
  • 45 min drive from The Mac-Haydn Theatre
Book a stay at this business-friendly hotel in Albany. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. ...
8.8/10 Excellent! (557 reviews)
We had a very comfortable stay. Clean room, comfy bed and friendly staff.

Reviewed on Jan 5, 2026

Four Points by Sheraton Albany
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.

Find cheap hotels in Chatham

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How many hotels are there in Chatham?

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