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24 Aug - 25 Aug
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Top 10 trending Chatham hotels

The Black Swan Lee - Lenox, Ascend Hotel Collection
Exterior

The Black Swan Lee - Lenox, Ascend Hotel Collection

3.0 star property
9.0 out of 10, Wonderful, (1002)
"Very comfortable stay with reasonable pricing if you are coming at the right time. The lake view is beautiful "
The price is €121
includes taxes & fees
1 Sept - 2 Sept
The Black Swan Lee - Lenox, Ascend Hotel Collection
Berkshires Untold
Interior

Berkshires Untold

3.5 star property
9.0 out of 10, Wonderful, (693)
"We needed a place to stay in the area Found the place cutely decorated and was happy there was a restaurant on premise "
The price is €153
includes taxes & fees
1 Sept - 2 Sept
Berkshires Untold
The Yankee, Trademark Collection by Wyndham
Exterior

The Yankee, Trademark Collection by Wyndham

2.5 star property
9.0 out of 10, Wonderful, (1005)
"Wonderful place to stay"
The price is €119
includes taxes & fees
21 Sept - 22 Sept
The Yankee, Trademark Collection by Wyndham
Comfort Inn & Suites East Greenbush - Albany
Lobby

Comfort Inn & Suites East Greenbush - Albany

2.5 star property
8.4 out of 10, Very good, (1009)
"Room was great,great breakfast, great place to stay with convenient access to highway"
The price is €101
includes taxes & fees
1 Sept - 2 Sept
Comfort Inn & Suites East Greenbush - Albany
Vacation Village in the Berkshires
Lobby

Vacation Village in the Berkshires

3.0 star property
8.6 out of 10, Excellent, (1970)
"Beautiful location!"
The price is €111
includes taxes & fees
7 Sept - 8 Sept
Vacation Village in the Berkshires
The Cornell Inn, Lenox & The Berkshires
Front of property

The Cornell Inn, Lenox & The Berkshires

3.5 star property
9.0 out of 10, Wonderful, (1002)
"We have stayed at the Cornell Inn in the past. Always a comfortable, convenient and friendly stay. The food, staff and accommodations are perfect."
The price is €155
includes taxes & fees
1 Sept - 2 Sept
The Cornell Inn, Lenox & The Berkshires
The Constance by the Lenox Collection
Free WiFi, bed sheets

The Constance by the Lenox Collection

3.5 star property
8.6 out of 10, Excellent, (527)
"Great place , love it, will return"
The price is €141
includes taxes & fees
22 Sept - 23 Sept
The Constance by the Lenox Collection
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG
Property amenity

Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG

3.5 star property
9.0 out of 10, Wonderful, (705)
"Pleasant stay"
The price is €99
includes taxes & fees
2 Sept - 3 Sept
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG
The Red Lion Inn
Outdoor pool, pool loungers

The Red Lion Inn

3.5 star property
8.8 out of 10, Excellent, (1001)
"Loved our visit"
The price is €228
includes taxes & fees
10 Sept - 11 Sept
The Red Lion Inn
Berkshire Mountain Lodge
Fridge, microwave, stovetop, dishwasher

Berkshire Mountain Lodge

3.0 star property
9.0 out of 10, Wonderful, (590)
"Amazing place to stay. Can’t wait to go again. "
Berkshire Mountain Lodge
Holiday Inn & Suites Pittsfield-Berkshires by IHG
Restaurant

Holiday Inn & Suites Pittsfield-Berkshires by IHG

3.0 star property
8.0 out of 10, Very good, (863)
"Consistently a clean room with welcoming staff."
The price is €104
includes taxes & fees
1 Sept - 2 Sept
Holiday Inn & Suites Pittsfield-Berkshires by IHG
St. Charles Hotel
Free daily continental breakfast

St. Charles Hotel

2.0 star property
6.8 out of 10, (787)
"Very nice staff and comfy stay"
The price is €155
includes taxes & fees
27 Aug - 28 Aug
St. Charles Hotel
Holiday Inn Express & Suites Pittsfield - Berkshires by IHG
Hypo-allergenic bedding, iron/ironing board, free cots/infant beds

Holiday Inn Express & Suites Pittsfield - Berkshires by IHG

2.5 star property
9.6 out of 10, Exceptional, (22)
"Really enjoyed my stay here, definitely need a car to get around"
The price is €129
includes taxes & fees
1 Sept - 2 Sept
Holiday Inn Express & Suites Pittsfield - Berkshires by IHG
FairBridge Inn Express
1 bedroom, desk, iron/ironing board, free WiFi

FairBridge Inn Express

2.5 star property
5.4 out of 10, (768)
"Close to our target event a plus"
The price is €68
includes taxes & fees
7 Sept - 8 Sept
FairBridge Inn Express
Holiday Inn Express & Suites East Greenbush (Albany-Skyline) by IHG
Free buffet breakfast

Holiday Inn Express & Suites East Greenbush (Albany-Skyline) by IHG

2.5 star property
8.8 out of 10, Excellent, (822)
"Very nice accommodations; very clean & affordable pricing! "
The price is €120
includes taxes & fees
7 Sept - 8 Sept
Holiday Inn Express & Suites East Greenbush (Albany-Skyline) by IHG
the Alander
American cuisine

the Alander

2.5 star property
9.0 out of 10, Wonderful, (155)
"Loved our stay, staff very attentive and helpful!! "
The price is €153
includes taxes & fees
26 Aug - 27 Aug
the Alander
Howard Hotel
Front of property

Howard Hotel

2.0 star property
10.0 out of 10, Exceptional, (63)
"Nice location, easy walk to dining & boutiques."
The price is €132
includes taxes & fees
1 Sept - 2 Sept
Howard Hotel
Econo Lodge Lee - Great Barrington
Standard Room, 1 King Bed

Econo Lodge Lee - Great Barrington

2.0 star property
6.4 out of 10, (626)
"It was lovely!"
The price is €61
includes taxes & fees
7 Sept - 8 Sept
Econo Lodge Lee - Great Barrington
The Wick, Hudson, A Tribute Portfolio Hotel
Hiking

The Wick, Hudson, A Tribute Portfolio Hotel

4.0 star property
8.8 out of 10, Excellent, (532)
"Gorgeous hotel next to the adorable historic district "
The price is €207
includes taxes & fees
2 Sept - 3 Sept
The Wick, Hudson, A Tribute Portfolio Hotel
Postcard Cabins Eastern Catskills
Exterior

Postcard Cabins Eastern Catskills

2.0 star property
9.6 out of 10, Exceptional, (61)
"Really beautiful place to enjoy nature with family!!"
The price is €188
includes taxes & fees
25 Aug - 26 Aug
Postcard Cabins Eastern Catskills
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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Learn more about Chatham

This charming upstate village hosts the Mac-Haydn Theatre's summer productions and a vibrant Main Street with independent shops and cafés. Explore the historic Union Station or time your visit for the Columbia County Fair, a beloved local tradition since 1841.

See all hotels in Chatham

Top Chatham Hotel Reviews

Comfort Inn & Suites East Greenbush - Albany

Comfort Inn & Suites East Greenbush - Albany

10/10 Excellent
"Great stay!"
Teresa 1-night trip
Posted 18 hours ago
Comfort Inn & Suites East Greenbush - Albany

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 FairBridge Inn Express. See all available top hotels, or vacation rentals in Chatham.

What are some of the best holiday rentals that Chatham has to offer?

Deluxe Queen Room with 2 Queen Beds: This holiday home rental outside of Chatham is equipped with an outdoor pool, air conditioning and WiFi to help you feel comfortable during your stay. See all 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 Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG 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 23 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.