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14 Oct - 15 Oct
Tomorrow
15 Oct - 16 Oct
This weekend
17 Oct - 19 Oct
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24 Oct - 26 Oct

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Top 10 Chatham hotels and places to stay

Exterior
The Black Swan Lee - Lenox, an Ascend Collection Hotel
The Black Swan Lee - Lenox, an Ascend Collection Hotel
3.0 star property
9.0 out of 10, Wonderful, (1007)
"Great Indian restaurant in the hotel!"
The price is ฿3,461
฿3,866 total
includes taxes & fees
3 Nov - 4 Nov
The Black Swan Lee - Lenox, an Ascend Collection Hotel
Interior
Berkshires Untold
Berkshires Untold
3.5 star property
9.0 out of 10, Wonderful, (757)
"We had a nice room and the food was delicious. Great place to stay. "
The price is ฿2,850
฿3,184 total
includes taxes & fees
6 Nov - 7 Nov
Berkshires Untold
Lobby
Comfort Inn & Suites East Greenbush - Albany
Comfort Inn & Suites East Greenbush - Albany
2.5 star property
8.4 out of 10, Very good, (1001)
"Clean room and great staff"
The price is ฿3,433
฿3,811 total
includes taxes & fees
14 Nov - 15 Nov
Comfort Inn & Suites East Greenbush - Albany
Lobby
Vacation Village in the Berkshires
Vacation Village in the Berkshires
3.0 star property
8.6 out of 10, Excellent, (2065)
"Nice room clean and friendly staff"
The price is ฿2,988
฿3,695 total
includes taxes & fees
6 Nov - 7 Nov
Vacation Village in the Berkshires
Exterior
The Yankee, Trademark Collection by Wyndham
The Yankee, Trademark Collection by Wyndham
2.5 star property
9.0 out of 10, Wonderful, (1006)
"Good breakfast King rooms are the best facing the mountains Recently remodeled "
The price is ฿4,368
฿4,879 total
includes taxes & fees
8 Nov - 9 Nov
The Yankee, Trademark Collection by Wyndham
Restaurant
Holiday Inn & Suites Pittsfield-Berkshires by IHG
Holiday Inn & Suites Pittsfield-Berkshires by IHG
3.0 star property
8.0 out of 10, Very good, (901)
"Excellent customer service and great rooms"
The price is ฿3,355
฿3,748 total
includes taxes & fees
10 Nov - 11 Nov
Holiday Inn & Suites Pittsfield-Berkshires by IHG
Front of property
The Cornell Inn, Lenox & The Berkshires
The Cornell Inn, Lenox & The Berkshires
3.5 star property
9.0 out of 10, Wonderful, (1005)
"Very friendly staff. "
The price is ฿4,159
฿5,919 total
includes taxes & fees
26 Oct - 27 Oct
The Cornell Inn, Lenox & The Berkshires
Property amenity
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 star property
9.0 out of 10, Wonderful, (755)
"Lovely spot, great accommodations, friendly staff, and great location."
The price is ฿3,782
฿4,679 total
includes taxes & fees
3 Nov - 4 Nov
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG
Fridge, microwave, stovetop, dishwasher
Berkshire Mountain Lodge
Berkshire Mountain Lodge
3.0 star property
9.0 out of 10, Wonderful, (701)
"Great stay, perfect "
The price is ฿3,036
฿4,119 total
includes taxes & fees
3 Nov - 4 Nov
Berkshire Mountain Lodge
Restaurant
Huttopia Berkshires
Huttopia Berkshires
1.0 star property
10.0 out of 10, Exceptional, (5)
"Perfect place for a relaxing getaway! We loved everything! "
The price is ฿3,192
฿3,566 total
includes taxes & fees
15 Oct - 16 Oct
Huttopia Berkshires
Outdoor pool, pool loungers
The Red Lion Inn
The Red Lion Inn
3.5 star property
8.8 out of 10, Excellent, (1010)
"Picture perfect Inn"
The price is ฿4,854
฿6,877 total
includes taxes & fees
6 Nov - 7 Nov
The Red Lion Inn
Free daily continental breakfast
St. Charles Hotel
St. Charles Hotel
2.0 star property
6.8 out of 10, (820)
"Good beds and quiet room "
The price is ฿5,233
฿5,914 total
includes taxes & fees
22 Oct - 23 Oct
St. Charles Hotel
Lobby sitting area
Holiday Inn Express & Suites Pittsfield - Berkshires by IHG
Holiday Inn Express & Suites Pittsfield - Berkshires by IHG
2.5 star property
9.4 out of 10, Exceptional, (53)
"Clean, friendly and responsive staff that takes pride, new, great breakfast, comfortable bed, 11am checkout"
The price is ฿3,883
฿4,337 total
includes taxes & fees
3 Nov - 4 Nov
Holiday Inn Express & Suites Pittsfield - Berkshires by IHG
Front of property – evening/night
Hotel On North
Hotel On North
3.5 star property
9.6 out of 10, Exceptional, (779)
"Great property! Very large clean room in a unique hotel! "
The price is ฿3,791
฿4,234 total
includes taxes & fees
11 Nov - 12 Nov
Hotel On North
Lobby
Comfort Inn Glenmont - Albany South
Comfort Inn Glenmont - Albany South
2.5 star property
7.8 out of 10, Good, (1013)
"Great hotel!"
The price is ฿3,080
฿3,527 total
includes taxes & fees
10 Nov - 11 Nov
Comfort Inn Glenmont - Albany South
Double Room | Egyptian cotton sheets, premium bedding, memory-foam beds, desk
The Brooks Motel
The Brooks Motel
2.0 star property
7.6 out of 10, Good, (108)
"The room was very comfortable & clean. It had a really nice shower, which is very important for us when travelling. Thank you! See you again some time."
The Brooks Motel
Front of property
The Constance by the Lenox Collection
The Constance by the Lenox Collection
3.5 star property
8.4 out of 10, Very good, (552)
"Very quiet and comfortable "
The price is ฿3,111
฿3,475 total
includes taxes & fees
3 Nov - 4 Nov
The Constance by the Lenox Collection
Desk, iron/ironing board, free WiFi, bed sheets
FairBridge Inn Express
FairBridge Inn Express
2.5 star property
5.4 out of 10, (794)
"Good service and people"
The price is ฿2,199
฿2,456 total
includes taxes & fees
28 Oct - 29 Oct
FairBridge Inn Express
Front of property
Howard Hotel
Howard Hotel
2.0 star property
10.0 out of 10, Exceptional, (89)
"spacious room and self check in!"
The price is ฿4,447
฿5,025 total
includes taxes & fees
28 Oct - 29 Oct
Howard Hotel
Exterior
Chatham Travel Lodge
Chatham Travel Lodge
2.5 star property
7.8 out of 10, Good, (203)
"Clean, comfortable room. Check in was easy."
The price is ฿3,778
฿4,232 total
includes taxes & fees
20 Oct - 21 Oct
Chatham Travel Lodge
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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Stay near popular Chatham attractions

The Mac-Haydn Theatre

You can make plans for a show at The Mac-Haydn Theatre during your trip to Chatham. Stroll along this trendy area's riverfront or simply enjoy its cafes.
See properties

Top Chatham Hotel Reviews

The Red Lion Inn

The Red Lion Inn

10/10 Excellent
"Room was comfortable and clean. The Inn is beautiful. We went to the Lions Den both evenings and had a drink and listened to live music. We couldn’t get a table at the restaurant but there are other good options in walking distance. The only disappointment was that the fireplace in our room was not working. "
Beth 2-night trip
Posted 2 days ago
The Red Lion Inn

More cheap stays in Chatham

Quality Inn

Quality Inn

372 Main Street, Rte 7 and Main Street, Great Barrington, MA
The price is ฿2,741 per night from 3 Nov to 4 Nov
฿2,741
฿3,062 total
3 Nov - 4 Nov
includes taxes & fees
8.2/10 Very Good! (1,010 reviews)

Frequently asked questions

What's the best place to stay in Chatham?
Located 20.8 mi (33.5 km) from the heart of Chatham, Vacation Village in the Berkshires is a top choice for your stay, based on our traveller data. Other good choices for your stay in the area are Berkshire Mountain Lodge and Comfort Inn Glenmont - Albany South. See all available top hotels, or vacation rentals in Chatham.
If I need to cancel my hotel reservation in Chatham, will I receive a refund?
Yes! Most hotel room reservations are refundable if you cancel before the hotel's cancellation deadline, which is usually within 24-48 hours of your check-in date. If you have a non-refundable reservation, you may still be able to cancel and receive a refund within 24 hours of booking. Filter your search by fully refundable to find flexible hotel deals in Chatham.
What are some accommodation options with pools in Chatham?
Vacation Village in the Berkshires: Condo, 14-minute walk from Jiminy Peak Mountain Resort. Features a children's pool, an indoor pool and free self parking. Berkshire Mountain Lodge and Comfort Inn Glenmont - Albany South are a couple of other choices that feature an on-site pool. View all hotels with pools in Chatham.
What is staying in Chatham like?
Visitors can enjoy all that Chatham has to offer, including the theatres and restaurants. This city also attracts tourists with its welcoming locals. In Chatham, there are 25 hotels and other accommodation options to choose from. Find out more about Chatham.
What are the top places to visit in Chatham?
A favourite place to visit is The Mac-Haydn Theatre. You'll also find Art Omi International Arts Center - Fields Sculpture Park and Martin Van Buren National Historic Site in the area. Take a look at what more there is to see and do in Expedia's Chatham guide.
What's the seasonal weather in Chatham?
The hottest months are usually July and August, with an average temperature of 20°C, while the coldest months are January and February, with an average of -2°C. The snowiest months in Chatham are January, March, February and November, with each month seeing an average of 18 cm of snowfall.

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