Chatham Hotels from S$91

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Check prices for these dates

Tonight
6 Jul - 7 Jul
Tomorrow
7 Jul - 8 Jul
Next weekend
11 Jul - 13 Jul
In two weeks
18 Jul - 20 Jul

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Top 10 trending Chatham hotels

The Old Inn On The Green
Premium bedding, individually decorated, individually furnished

The Old Inn On The Green

4.0 star property
9.2 out of 10, Wonderful, (85)
"Beautiful room and property. Perfect weekend getaway!"
The price is S$446
includes taxes & fees
8 Jul - 9 Jul
The Old Inn On The Green
Pilgrim Inn
1 bedroom, individually decorated, individually furnished, desk

Pilgrim Inn

2.5 star property
5.8 out of 10, (308)
"Great location but no staff at check-in or checkout!"
The price is S$105
includes taxes & fees
31 Jul - 1 Aug
Pilgrim Inn
Quality Inn
Lobby

Quality Inn

2.5 star property
8.2 out of 10, Very good, (1004)
"Friendly staff, easy parking"
The price is S$168
includes taxes & fees
21 Jul - 22 Jul
Quality Inn
Sunset Inn
Seasonal outdoor pool

Sunset Inn

2.0 star property
7.6 out of 10, Good, (387)
"No frills but it was a great stay!"
The price is S$131
includes taxes & fees
9 Jul - 10 Jul
Sunset Inn
FairBridge Inn Express
1 bedroom, desk, iron/ironing board, free WiFi

FairBridge Inn Express

2.5 star property
5.4 out of 10, (737)
"A total dump !"
The price is S$101
includes taxes & fees
20 Jul - 21 Jul
FairBridge Inn Express
Chambery Inn
Front of property

Chambery Inn

3.0 star property
9.6 out of 10, Exceptional, (368)
"We returned to the Chambery Inn to celebrate my wife's birthday and the Memorial Day weekend. We were very happy with our choice. We stayed in a beautiful room (203), which included a spacious sitting area and a well-appointed bath. The breakfast were nicely prepared and presented. The Inn provided timely information prior and during our stay. We will be back in the future. "
Chambery Inn
Econo Lodge Lee - Great Barrington
Desk, iron/ironing board, free cots/infant beds, rollaway beds

Econo Lodge Lee - Great Barrington

2.0 star property
6.2 out of 10, (605)
"Good location. Nice for an evening after a show at Tanglewood. "
The price is S$91
includes taxes & fees
3 Aug - 4 Aug
Econo Lodge Lee - Great Barrington
Devonfield Inn B&B
Front of property – evening/night

Devonfield Inn B&B

4.0 star property
10.0 out of 10, Exceptional, (127)
"Very enjoyable comfortable stay"
Devonfield Inn B&B
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)
"Great place"
The price is S$253
includes taxes & fees
13 Jul - 14 Jul
The Black Swan Lee - Lenox, Ascend Hotel 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, (666)
"We love this place. It's a wonderful location in the Berkshires, easy to get to all of the surrounding towns and attractions. The amenities are awesome, the units are spotless, and the service is friendly and prompt. Have stayed twice and cannot wait to return again!"
The price is S$237
includes taxes & fees
9 Jul - 10 Jul
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG
Holiday Inn Express & Suites Pittsfield - Berkshires
Hypo-allergenic bedding, iron/ironing board, free cots/infant beds

Holiday Inn Express & Suites Pittsfield - Berkshires

2.5 star property
10.0 out of 10, Exceptional, (1)
"Our stay was terrific, and we appreciated the staff's attentiveness, especially Anthony's."
The price is S$195
includes taxes & fees
8 Jul - 9 Jul
Holiday Inn Express & Suites Pittsfield - Berkshires
Hilton Garden Inn Lenox Pittsfield
Terrace/patio

Hilton Garden Inn Lenox Pittsfield

3.0 star property
9.2 out of 10, Wonderful, (636)
"Very comfortable, VERY spacious rooms, friendly, helpful staff, very comfortable beds, being renovated, June 2025 so will be even better. AND Jae's Restaurant on property is very good, with great service. "
The price is S$320
includes taxes & fees
13 Jul - 14 Jul
Hilton Garden Inn Lenox Pittsfield
Wagon Wheel Inn
Property grounds

Wagon Wheel Inn

2.0 star property
7.0 out of 10, Good, (608)
"Fix sink faucet in room #2. Otherwise worked great for just a place to sleep. Shower made up for having to shave in cold water."
The price is S$98
includes taxes & fees
8 Jul - 9 Jul
Wagon Wheel Inn
Howard Johnson by Wyndham Lenox
Exterior

Howard Johnson by Wyndham Lenox

2.0 star property
7.6 out of 10, Good, (749)
"Was great loved the jacuzzi tub "
The price is S$141
includes taxes & fees
8 Jul - 9 Jul
Howard Johnson by Wyndham Lenox
Berkshire Mountain Lodge
Fridge, microwave, stovetop, dishwasher

Berkshire Mountain Lodge

3.0 star property
8.8 out of 10, Excellent, (503)
"We enjoyed our stay here. It was very quiet, and had everything we needed."
Berkshire Mountain Lodge
Hampton Inn & Suites Berkshires-Lenox
Exterior

Hampton Inn & Suites Berkshires-Lenox

2.5 star property
9.2 out of 10, Wonderful, (1003)
"Good lodgings in a great area to visit."
The price is S$289
includes taxes & fees
13 Jul - 14 Jul
Hampton Inn & Suites Berkshires-Lenox
Hotel On North
Front of property – evening/night

Hotel On North

3.5 star property
9.6 out of 10, Exceptional, (743)
"Great boutique hotel"
The price is S$269
includes taxes & fees
21 Jul - 22 Jul
Hotel On North
The Yankee, Trademark Collection by Wyndham
Exterior

The Yankee, Trademark Collection by Wyndham

2.5 star property
9.2 out of 10, Wonderful, (1004)
"Nice place to stay. Good breakfast. "
The price is S$229
includes taxes & fees
14 Jul - 15 Jul
The Yankee, Trademark Collection by Wyndham
The Central Downtown Inn & Suites
Microwave, oven, stovetop, dishwasher

The Central Downtown Inn & Suites

4.0 star property
8.8 out of 10, Excellent, (294)
"Friendly staff, clean and perfect for a trip with the pups! "
The price is S$169
includes taxes & fees
8 Jul - 9 Jul
The Central Downtown Inn & Suites
Holiday Inn & Suites Pittsfield-Berkshires by IHG
Exterior

Holiday Inn & Suites Pittsfield-Berkshires by IHG

3.0 star property
8.0 out of 10, Very good, (813)
"Clean rooms Staff was very friendly and helpful "
The price is S$175
includes taxes & fees
13 Jul - 14 Jul
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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Apart-hotels in Chatham you'll enjoy

Micosta Leisure Inn
Balcony

Micosta Leisure Inn

3.0 star property
9.2 out of 10, Wonderful, (106)
The price is S$179
includes taxes & fees
13 Jul - 14 Jul
Micosta Leisure Inn

These family-friendly hotels in Chatham may fit your trip

Econo Lodge Lee - Great Barrington
Desk, iron/ironing board, free cots/infant beds, rollaway beds

Econo Lodge Lee - Great Barrington

2.0 star property
6.2 out of 10, (605)
The price is S$91
includes taxes & fees
3 Aug - 4 Aug
Econo Lodge Lee - Great Barrington
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.

Learn more about Chatham

Escape to Chatham! Enjoy its theatre and dining.

See all hotels in Chatham

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 Quality Inn and Howard Johnson by Wyndham Lenox. 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: Features a children's pool, an indoor pool and free self parking. Howard Johnson by Wyndham Lenox and Holiday Inn & Suites Pittsfield-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.