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Hotels in Chatham

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Tonight Nov 15 - Nov 16This weekend Nov 15 - Nov 17

Choose from 1484 Chatham Hotel Deals

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
The price is $104 per night from Dec 1 to Dec 2
$104
includes taxes & fees
Dec 1 - Dec 2
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! (885 reviews)
"Good"

Reviewed on Nov 11, 2024

Comfort Inn Glenmont - Albany South
Life House Berkshires
Life House Berkshires
3.5 out of 5
194 Pittsfield Rd, Lenox, MA
  • 5 min drive from The Mac-Haydn Theatre
The price is $121 per night from Nov 17 to Nov 18
$121
includes taxes & fees
Nov 17 - Nov 18
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! (437 reviews)
"Beautiful hotel close enough drive to multiple towns and hiking areas. Very comfortable beds. Beautiful restroom! TV has Apple compatibility if you are looking for that. The restaurant was absolutely amazing and they use all local business. Absolutely amazing!"

Reviewed on Nov 7, 2024

Life House Berkshires
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
The price is $115 per night from Dec 1 to Dec 2
$115
includes taxes & fees
Dec 1 - Dec 2
Stay at this hotel in Lee. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the restaurant in our reviews. Popular attractions ...
8.8/10 Excellent! (1,003 reviews)
Black Swan
"We booked this place for a one-night stay to check out the Berkshires. This was pretty much centrally located from everything we wanted to visit. We chose this place for the country feel rather than the big city type hotels. The place was a little outdated but had the more of a home feel. There is ..."

Reviewed on Nov 12, 2024

The Black Swan Lee - Lenox, Ascend Hotel Collection
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
The price is $108 per night from Nov 24 to Nov 25
$108
includes taxes & fees
Nov 24 - Nov 25
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! (1,000 reviews)
"Hot tub was great, good breakfast selection. Staff was courteous and very helpful. We would have liked the pool a bit warmer."

Reviewed on Nov 12, 2024

The Yankee, Trademark Collection by Wyndham
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
The price is $200 per night from Dec 2 to Dec 3
$200
includes taxes & fees
Dec 2 - Dec 3
Stay at this 3.5-star spa hotel in Stockbridge. Enjoy free WiFi, a full-service spa, and 3 restaurants. Our guests praise the helpful staff and the property ...
8.8/10 Excellent! (1,000 reviews)
"Excellent"

Reviewed on Nov 9, 2024

The Red Lion Inn
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
The price is $195 per night from Nov 16 to Nov 17
$195
includes taxes & fees
Nov 16 - Nov 17
Stay at this 3-star family-friendly condo in Williamstown. Enjoy free parking, a health club, and in-room massages. Our guests praise the helpful staff in our ...
8.6/10 Excellent! (1,744 reviews)
"The pool/clubhouse was a bit chaotic but the overall experience of this location was fantastic. It was lovely."

Reviewed on Nov 12, 2024

Vacation Village in the Berkshires
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires, an IHG Hotel
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires, an IHG Hotel
3.5 out of 5
190 Meadow Street, South Lee, MA
  • 15 min drive from The Mac-Haydn Theatre
The price is $155 per night from Dec 9 to Dec 10
$155
includes taxes & fees
Dec 9 - Dec 10
Stay at this 3.5-star family-friendly hotel in South Lee. Enjoy 2 outdoor pools, 2 restaurants, and 2 bars/lounges. Our guests praise the helpful staff in our ...
8.8/10 Excellent! (561 reviews)
"We had a one bedroom, and were surprised by how much room there was. Full kitchen, and a half bath downstairs. Close to a lot of the Berkshire's best attraction."

Reviewed on Oct 26, 2024

Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires, an IHG Hotel
The Constance, The Whitlock, & The Dewey By The Lenox Collection
The Constance, The Whitlock, & The Dewey 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
The price is $106 per night from Nov 17 to Nov 18
$106
includes taxes & fees
Nov 17 - Nov 18
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. ...
8.4/10 Very Good! (344 reviews)
"Lots of character, part of the center of town. Walk to downtown restaurants and shopping."

Reviewed on Nov 9, 2024

The Constance, The Whitlock, & The Dewey By The Lenox Collection
Holiday Inn & Suites Pittsfield-Berkshires, an IHG Hotel
Holiday Inn & Suites Pittsfield-Berkshires, an IHG Hotel
3 out of 5
One West Street, Pittsfield, MA
  • 15 min drive from The Mac-Haydn Theatre
The price is $101 per night from Dec 13 to Dec 14
$101
includes taxes & fees
Dec 13 - Dec 14
Stay at this 3-star business-friendly hotel in Pittsfield. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and ...
7.8/10 Good! (676 reviews)
"The front desk staff went above and beyond to make sure that our stay went off without a hitch. Thank you kindly.!"

Reviewed on Nov 10, 2024

Holiday Inn & Suites Pittsfield-Berkshires, an IHG Hotel
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
The price is $80 per night from Dec 1 to Dec 2
$80
includes taxes & fees
Dec 1 - Dec 2
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 ...
8/10 Very Good! (1,000 reviews)
"Decent room at a decent price. Only put off by musty smell in room."

Reviewed on Nov 10, 2024

Quality Inn
voco James Newbury Hudson Valley, an IHG Hotel
voco James Newbury Hudson Valley, an IHG Hotel
3 out of 5
60 S River St, Coxsackie, NY
  • 18 min walk from The Mac-Haydn Theatre
The price is $163 per night from Nov 18 to Nov 19
$163
includes taxes & fees
Nov 18 - Nov 19
Stay at this 3-star spa hotel in Coxsackie. Enjoy free WiFi, free parking, and a full-service spa. Our guests praise the helpful staff and the clean rooms in ...
9.2/10 Wonderful! (220 reviews)
"We were attending a wedding in Coxsackie, NY and the hotel was well located and the rooms were spacious with river views. The style was minimalist and too minimal for my taste. There was not a box of tissues in the room and the lighting was not good for my wife to put on her make up for the wedding. ..."

Reviewed on Oct 27, 2024

voco James Newbury Hudson Valley, an IHG Hotel
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
The price is $117 per night from Dec 1 to Dec 2
$117
includes taxes & fees
Dec 1 - Dec 2
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 ...
8.2/10 Very Good! (808 reviews)
"Nice comfortable stay."

Reviewed on Nov 6, 2024

Comfort Inn & Suites East Greenbush - 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.

HOTW-Hotel-Deals-726-959@2x.jpg (1918×258)*Savings based on Hot Rate® hotel bookings as compared with the lowest published rates found on leading retail travel sites. Hot Rates are different from retail rates. With Hot Rates you enter the date, location and star rating. Hotel revealed only after booking. All bookings final.

Find cheap hotels in Chatham

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Frequently Asked Questions About Chatham hotels

Where can I find the best last-minute travel deals?

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How many hotels are there in Chatham?

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How to find cheap car rentals in Chatham?

Finding a cheap car rental deal in Chatham is as easy as scoring cheap hotels in Chatham. Hotwire partners with top-of-the-line car rental companies to bring you a large selection of affordable options. Whether you’re in need of a large SUV for the entire family or a more compact but stylish vehicle, Hotwire has you covered. You can even save up to 60% off a car rental deal if you book a Hotwire Hot Rate at the last minute.

Is it safe to travel to Chatham now?

With recent COVID-19 closures and reopenings, many people are wondering, “Is it safe to travel to Chatham right now?” When it’s time to book your getaway, be sure to check out the most up-to-date information on all safety measures, any restrictions, and guidance on traveling during the coronavirus pandemic.