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Top hotels and accommodation in Chatham

Huttopia Berkshires
Situated in a lush forest, this cabin offers a serene retreat with a picnic table for outdoor dining or relaxation.

Huttopia Berkshires

1.0 star property
The price is NZ$226
includes taxes & fees
24 Aug - 25 Aug
Huttopia Berkshires
Micosta Leisure Inn
Enjoy a serene view of the lush garden from this outdoor deck with a simple railing and two comfortable chairs.

Micosta Leisure Inn

3.0 star property
9.2 out of 10, Wonderful, (110)
"As usual great place "
The price is NZ$233
includes taxes & fees
7 Aug - 8 Aug
Micosta Leisure Inn
Postcard Cabins Eastern Catskills
Situated in a secluded wooded area, this cabin offers a warm and inviting atmosphere with a crackling fire and a bench for relaxation.

Postcard Cabins Eastern Catskills

2.0 star property
9.4 out of 10, Exceptional, (46)
"Nice stays 👌 "
The price is NZ$366
includes taxes & fees
4 Aug - 5 Aug
Postcard Cabins Eastern Catskills
Pleasant Valley Motel West Stockbridge
Orchids bloom in a serene, well-maintained setting.

Pleasant Valley Motel West Stockbridge

2.0 star property
6.8 out of 10, (987)
"Clean and convenient. Great value."
The price is NZ$127
includes taxes & fees
3 Aug - 4 Aug
Pleasant Valley Motel West Stockbridge
Travelodge by Wyndham Great Barrington Berkshires
Relax in this inviting room with a large bed, flat-screen TV, and comfortable chair.

Travelodge by Wyndham Great Barrington Berkshires

2.0 star property
7.4 out of 10, Good, (535)
"Run down old property , room smelled , dirty carpet "
The price is NZ$166
includes taxes & fees
31 July - 1 Aug
Travelodge by Wyndham Great Barrington Berkshires
Best Western Plus Berkshire Hills Inn & Suites
Welcome to our reception area, featuring a comfortable seating area, a reception desk, and a beautiful abstract art piece.

Best Western Plus Berkshire Hills Inn & Suites

2.5 star property
8.6 out of 10, Excellent, (1016)
"Very nice stay"
The price is NZ$235
includes taxes & fees
31 July - 1 Aug
Best Western Plus Berkshire Hills Inn & Suites
Quality Inn
Enjoy a spacious room with a modern kitchen, dining area, and comfortable seating space.

Quality Inn

2.5 star property
8.2 out of 10, Very good, (1008)
"Good basic convenient accommodation in a heavily touristy area."
The price is NZ$188
includes taxes & fees
11 Aug - 12 Aug
Quality Inn
Berkshire Mountain Lodge
Enjoy cooking in this well-equipped kitchen with a double sink, oven, and gas range.

Berkshire Mountain Lodge

3.0 star property
8.8 out of 10, Excellent, (531)
"This is a great property ive stayed twice and its alway been quiet and clean and very comfortable "
The price is NZ$194
includes taxes & fees
11 Aug - 12 Aug
Berkshire Mountain Lodge
Monument Mountain Motel
Comfortable retreat with a neatly made bed, wall-mounted lamps, and a convenient nightstand.

Monument Mountain Motel

2.5 star property
9.0 out of 10, Wonderful, (732)
"Helpful, friendly staff. Clean, convenient, quiet."
Monument Mountain Motel
Howard Johnson by Wyndham Lenox
Stylish motel with a central entrance and two wings, featuring individual rooms with doors and windows.

Howard Johnson by Wyndham Lenox

2.0 star property
7.6 out of 10, Good, (768)
"Was great loved the jacuzzi tub "
The price is NZ$184
includes taxes & fees
31 July - 1 Aug
Howard Johnson by Wyndham Lenox
the Alander
Enjoy a meal under the shade of a pergola surrounded by lush greenery.

the Alander

2.5 star property
9.0 out of 10, Wonderful, (150)
"Beautiful area. Quiet, peaceful and nicely appointed room. Dinner at the restaurant was excellent. "
The price is NZ$251
includes taxes & fees
30 July - 31 July
the Alander
Wagon Wheel Inn
Enjoy a serene outdoor setting with two picnic tables on a well-maintained lawn.

Wagon Wheel Inn

2.0 star property
7.0 out of 10, Good, (614)
"Convenient location for my trip"
The price is NZ$128
includes taxes & fees
30 July - 31 July
Wagon Wheel Inn
Gregory House Country Inn
La Perla Italian Restaurant offers Italian cuisine and wood-fired pizzas.

Gregory House Country Inn

3.0 star property
9.0 out of 10, Wonderful, (48)
"Wonderful stay and the food is excellent"
The price is NZ$202
includes taxes & fees
31 July - 1 Aug
Gregory House Country Inn
Holiday Inn Express & Suites Pittsfield - Berkshires
Enjoy a diverse selection of hot and cold dishes at our buffet.

Holiday Inn Express & Suites Pittsfield - Berkshires

2.5 star property
10.0 out of 10, Exceptional, (3)
"Our stay was terrific, and we appreciated the staff's attentiveness, especially Anthony's."
The price is NZ$251
includes taxes & fees
31 July - 1 Aug
Holiday Inn Express & Suites Pittsfield - Berkshires
Vacation Village in the Berkshires
Relax in a stylish living area with a large carpet, comfortable sofas, and a wooden coffee table.

Vacation Village in the Berkshires

3.0 star property
8.6 out of 10, Excellent, (1912)
"Great stay with all plenty of things to do…"
The price is NZ$181
includes taxes & fees
25 Aug - 26 Aug
Vacation Village in the Berkshires
Chatham Travel Lodge
Stroll through the serene garden, surrounded by lush greenery and vibrant flowers beneath a charming pergola.

Chatham Travel Lodge

2.5 star property
7.6 out of 10, Good, (183)
"Nice and quiet"
The price is NZ$208
includes taxes & fees
31 July - 1 Aug
Chatham Travel Lodge
The Cornell Inn, Lenox & The Berkshires
Traditional two-story house with a welcoming porch and balcony, set amidst snow-covered trees.

The Cornell Inn, Lenox & The Berkshires

3.5 star property
9.0 out of 10, Wonderful, (1008)
"Breakfast each day was phenomenal, staff were all so friendly, hotel & room were beautifully decorated. We had a wonderful time & would stay here again!"
The price is NZ$315
includes taxes & fees
27 Aug - 28 Aug
The Cornell Inn, Lenox & The Berkshires
Changing Times Boutique Country Lodging
Guests can enjoy a comfortable seating area on the covered porch.

Changing Times Boutique Country Lodging

3.5 star property
10.0 out of 10, Exceptional, (102)
"The b and b is charming and comfortable. Loretta was extremely welcoming and accommodating."
The price is NZ$269
includes taxes & fees
30 July - 31 July
Changing Times Boutique Country Lodging
Holiday Inn & Suites Pittsfield-Berkshires by IHG
Dine in style with a long table set for a memorable meal, surrounded by cushioned chairs and large windows offering a view of the outdoors.

Holiday Inn & Suites Pittsfield-Berkshires by IHG

3.0 star property
8.0 out of 10, Very good, (838)
"I like this place a lot and have stayed here many times over the years. Comfortable stay at a reasonable price at a convenient location in Pittsfield. "
The price is NZ$228
includes taxes & fees
4 Aug - 5 Aug
Holiday Inn & Suites Pittsfield-Berkshires by IHG
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

Escape to Chatham! Enjoy its theatre and dining.

See all hotels in Chatham

Top Chatham Hotel Reviews

Comfort Inn & Suites East Greenbush - Albany

Comfort Inn & Suites East Greenbush - Albany

10/10 Excellent
"Love the king size mattress. The scrambled eggs Sunday morning were moist & buttery flavored- Delish!"
Linda 1-night trip
Posted 6 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 Holiday Inn & Suites Pittsfield-Berkshires by IHG and Best Western Plus Berkshire Hills Inn & Suites. See all available top hotels, or vacation rentals in Chatham.

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

Spacious 5-bedroom house in charming Lee with WiFi: This holiday home rental outside of Chatham offers a fireplace, a BBQ and laundry facilities to help you feel perfectly comfortable in your new surroundings. Kitchen amenities such as a dishwasher and a microwave can make your holiday run smoothly. 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's the best dog-friendly accommodation option in Chatham?

Charming Farm House on 460 Acre Working Farm is a top dog-friendly option for your stay. See more pet-friendly hotel accommodations 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. Holiday Inn & Suites Pittsfield-Berkshires by IHG 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 24 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.