Chatham Hotels from S$102

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28 Aug - 29 Aug
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29 Aug - 30 Aug
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29 Aug - 31 Aug
Next weekend
5 Sept - 7 Sept

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Top 10 trending Chatham hotels

Our top choices for Chatham hotels

Micosta Leisure Inn
Balcony

Micosta Leisure Inn

3.0 star property
9.2 out of 10, Wonderful, (117)
"Great stay!"
The price is S$187
includes taxes & fees
1 Sept - 2 Sept
Micosta Leisure Inn
Huttopia Berkshires
Restaurant

Huttopia Berkshires

1.0 star property
10.0 out of 10, Exceptional, (4)
"Perfect place for a relaxing getaway! We loved everything! "
The price is S$140
includes taxes & fees
24 Sept - 25 Sept
Huttopia Berkshires
Postcard Cabins Eastern Catskills
Exterior

Postcard Cabins Eastern Catskills

2.0 star property
9.6 out of 10, Exceptional, (63)
"Really beautiful place to enjoy nature with family!!"
The price is S$241
includes taxes & fees
1 Sept - 2 Sept
Postcard Cabins Eastern Catskills
The Black Swan Lee - Lenox, an Ascend Collection Hotel
Exterior

The Black Swan Lee - Lenox, an Ascend Collection Hotel

3.0 star property
9.0 out of 10, Wonderful, (1003)
"Very comfortable stay with reasonable pricing if you are coming at the right time. The lake view is beautiful "
The price is S$181
includes taxes & fees
14 Sept - 15 Sept
The Black Swan Lee - Lenox, an Ascend Collection Hotel
Travelodge by Wyndham Great Barrington Berkshires
In-room safe, desk, free cots/infant beds, free rollaway beds

Travelodge by Wyndham Great Barrington Berkshires

2.0 star property
7.6 out of 10, Good, (546)
"Excellent location, friendly service, clean, comfortable room."
The price is S$107
includes taxes & fees
14 Sept - 15 Sept
Travelodge by Wyndham Great Barrington Berkshires
Best Western Plus Berkshire Hills Inn & Suites
Lobby sitting area

Best Western Plus Berkshire Hills Inn & Suites

2.5 star property
8.6 out of 10, Excellent, (1004)
"Very clean rooms and excellent staff."
The price is S$152
includes taxes & fees
1 Sept - 2 Sept
Best Western Plus Berkshire Hills Inn & Suites
Gregory House Country Inn
Front of property

Gregory House Country Inn

3.0 star property
8.8 out of 10, Excellent, (57)
"Big rooms, very friendly staff and great pizza!"
The price is S$160
includes taxes & fees
6 Sept - 7 Sept
Gregory House Country Inn
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, (27)
"Do hotel, very clean we had a great day"
The price is S$203
includes taxes & fees
14 Sept - 15 Sept
Holiday Inn Express & Suites Pittsfield - Berkshires by IHG
Monument Mountain Motel
Iron/ironing board, free cots/infant beds, rollaway beds, free WiFi

Monument Mountain Motel

2.5 star property
8.8 out of 10, Excellent, (744)
"A great mom & pop motel. Clean and friendly "
Monument Mountain Motel
Howard Johnson by Wyndham Lenox
Exterior

Howard Johnson by Wyndham Lenox

2.0 star property
7.6 out of 10, Good, (787)
"My stay was perfect. I can't wait to stay there again. "
The price is S$113
includes taxes & fees
1 Sept - 2 Sept
Howard Johnson by Wyndham Lenox
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 S$233
includes taxes & fees
21 Sept - 22 Sept
The Cornell Inn, Lenox & The Berkshires
Quality Inn
Lobby

Quality Inn

2.5 star property
8.2 out of 10, Very good, (1004)
"Great location and close enough to walk to shops and restaurants. "
The price is S$133
includes taxes & fees
14 Sept - 15 Sept
Quality Inn
Hampton Inn & Suites Berkshires-Lenox
Exterior

Hampton Inn & Suites Berkshires-Lenox

2.5 star property
9.2 out of 10, Wonderful, (1003)
"Great staff! Comfortable bed! "
The price is S$206
includes taxes & fees
16 Sept - 17 Sept
Hampton Inn & Suites Berkshires-Lenox
Berkshire Mountain Lodge
Fridge, microwave, stovetop, dishwasher

Berkshire Mountain Lodge

3.0 star property
9.0 out of 10, Wonderful, (599)
"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, (868)
"Consistently a clean room with welcoming staff."
The price is S$156
includes taxes & fees
1 Sept - 2 Sept
Holiday Inn & Suites Pittsfield-Berkshires by IHG
Holiday Inn Express Hotel & Suites West Coxsackie by IHG
Exterior

Holiday Inn Express Hotel & Suites West Coxsackie by IHG

2.5 star property
8.4 out of 10, Very good, (935)
"The breakfast was good, lot of options. "
The price is S$149
includes taxes & fees
7 Sept - 8 Sept
Holiday Inn Express Hotel & Suites West Coxsackie by IHG
Element Lenox Berkshires
Lobby lounge

Element Lenox Berkshires

3.0 star property
9.6 out of 10, Exceptional, (4)
"New hotel very nice"
The price is S$218
includes taxes & fees
4 Sept - 5 Sept
Element Lenox Berkshires
East Rock Inn
Private kitchen

East Rock Inn

2.0 star property
9.4 out of 10, Exceptional, (30)
"Quit eat and comfortable "
The price is S$184
includes taxes & fees
29 Sept - 30 Sept
East Rock Inn
Berkshires Untold
Interior

Berkshires Untold

3.5 star property
9.0 out of 10, Wonderful, (698)
"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 S$230
includes taxes & fees
17 Sept - 18 Sept
Berkshires Untold
Courtyard by Marriott Lenox Berkshires
Property amenity

Courtyard by Marriott Lenox Berkshires

3.0 star property
9.2 out of 10, Wonderful, (572)
"Fabulous place"
The price is S$218
includes taxes & fees
1 Sept - 2 Sept
Courtyard by Marriott Lenox Berkshires
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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Top Chatham Hotel Reviews

More cheap stays in Chatham

More cheap stays in Chatham

Quality Inn

Quality Inn

372 Main Street, Rte 7 and Main Street, Great Barrington, MA
The price is S$133 per night from 14 Sept to 15 Sept
S$133
14 Sept - 15 Sept
includes taxes & fees
8.2/10 Very Good! (1,002 reviews)

Explore a world of travel with Expedia

Explore a world of travel with Expedia

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 Four Points by Sheraton Albany. 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 Four Points by Sheraton Albany 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 22 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.