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Hotels in Chatham

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Tonight Sep 27 - Sep 28This weekend Sep 27 - Sep 29

Choose from 1468 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 $108 per night from Oct 13 to Oct 14
$108
includes taxes & fees
Oct 13 - Oct 14
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! (849 reviews)
"Great"

Reviewed on Sep 25, 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 $169 per night from Oct 1 to Oct 2
$169
includes taxes & fees
Oct 1 - Oct 2
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! (397 reviews)
"Outdoor patio is nice. Surrounding area is beautiful. Things to see and do along with several restaurants and cafes."

Reviewed on Sep 17, 2024

Life House Berkshires
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 $233 per night from Oct 28 to Oct 29
$233
includes taxes & fees
Oct 28 - Oct 29
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! (991 reviews)
"Lovely old hotel with excellent bar and restaurant. Central to all Berkshire sights. Room clean and well-appointed; wonderful shower; lobby and many nooks in which to curl up with drink and a good book… Ambassador felines Jane and Jack make Red Lion Inn feel like home."

Reviewed on Sep 18, 2024

The Red Lion Inn
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 $146 per night from Oct 9 to Oct 10
$146
includes taxes & fees
Oct 9 - Oct 10
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)
"Reasonable, convenient, clean, includes breakfast."

Reviewed on Sep 23, 2024

The Yankee, Trademark Collection by Wyndham
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 $142 per night from Oct 28 to Oct 29
$142
includes taxes & fees
Oct 28 - Oct 29
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! (1,002 reviews)
"Room was great especially as we were at the back of the hotel and looked out on the lake. Only spoke to one member of staff on arrival. Few eating options as on site Indian restaurant was closed on a Sunday. No lift so ask for ground floor if you can’t carry suitcases upstairs."

Reviewed on Sep 24, 2024

The Black Swan Lee - Lenox, Ascend Hotel Collection
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 $178 per night from Sep 30 to Oct 1
$178
includes taxes & fees
Sep 30 - Oct 1
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! (528 reviews)
"We enjoyed our stay … and were especially grateful for how nice/comfortable our suite was!"

Reviewed on Sep 21, 2024

Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires, an IHG Hotel
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 Sep 29 to Sep 30
$195
includes taxes & fees
Sep 29 - Sep 30
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! (1,712 reviews)
"We enjoyed our stay at Vacation Villa and the condo was extremely spacious and comfortable. The only complaint is the very soft bed. Upon check- in we were told we were 15 minutes early and had to stand in another line to wait to get a different room that would be ready at 3:45. Since we are gold ..."

Reviewed on Sep 22, 2024

Vacation Village in the Berkshires
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 $143 per night from Oct 6 to Oct 7
$143
includes taxes & fees
Oct 6 - Oct 7
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! (306 reviews)
"Beautiful location."

Reviewed on Sep 23, 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 $128 per night from Oct 28 to Oct 29
$128
includes taxes & fees
Oct 28 - Oct 29
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! (649 reviews)
"We had a great stay. Out in room refrigerator was t working but after calling the front desk, it was quickly replaced. Shower head placement was a bit unusual but after the first night of limited hot water, it was back to hot the rest of our stay. Towels were replaced frequently. Beds were comfortable. ..."

Reviewed on Sep 21, 2024

Holiday Inn & Suites Pittsfield-Berkshires, an IHG Hotel
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 $193 per night from Sep 29 to Sep 30
$193
includes taxes & fees
Sep 29 - Sep 30
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! (203 reviews)
"We paid higher amount for the river view room, but not as pictured. Room was not fully cleaned when we arrived but the staff reacted and handled quickly since another room was not available. Great place to stay off the beaten path when traveling thru New York."

Reviewed on Aug 29, 2024

voco James Newbury Hudson Valley, an IHG Hotel
Berkshire Mountain Lodge
Berkshire Mountain Lodge
3 out of 5
8 Dan Fox Dr, Pittsfield, MA
  • 9 min drive from The Mac-Haydn Theatre
The price is $204 per night from Oct 25 to Oct 26
$204
includes taxes & fees
Oct 25 - Oct 26
Stay at this 3-star golf lodge in Pittsfield. Enjoy free WiFi, free parking, and a fitness center. Our guests praise the helpful staff and the clean rooms in ...
8.8/10 Excellent! (377 reviews)
"Very nice"

Reviewed on Sep 25, 2024

Berkshire Mountain Lodge
Quality Inn
Quality Inn
2.5 out of 5
170 Housatonic Street, Lee, MA
  • 11 min drive from The Mac-Haydn Theatre
The price is $115 per night from Oct 27 to Oct 28
$115
includes taxes & fees
Oct 27 - Oct 28
Book a stay at this business-friendly hotel in Lee. Enjoy free breakfast, free WiFi, and parking (surcharge). Our guests praise the breakfast and the helpful ...
8/10 Very Good! (999 reviews)
"The floors in the bathroom were sticky and the carpet."

Reviewed on Sep 13, 2024

Quality Inn
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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If you’re traveling during the week for business, Hotwire can score you a luxury hotel for as low as $108. In town for pleasure? Hotwire still has you covered. If you’re in the mood for a quick last-minute weekend getaway or spa retreat, you can get up to 60% Chatham hotel deals at the last minute.

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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?

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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.