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Top hotels and accommodation in Chatham

The Old Inn On The Green

4.0 star property
9.2 out of 10, Wonderful, (82)
"2nd stay here, even nicer than the first (and the first was amazing!). Can’t wait to return to this enchanting inn! "
The price is AU$503
includes taxes & fees
9 Mar - 10 Mar
The Old Inn On The Green

Pilgrim Inn

2.5 star property
5.8 out of 10, (303)
"room was clean heater was noisy bed was too soft pillow mattress no shampoo dont think they checked on our room after 1st night no coffee, cups room 101"
The price is AU$122
includes taxes & fees
27 Feb - 28 Feb
Pilgrim Inn

Quality Inn

2.5 star property
8.2 out of 10, Very good, (1001)
"Nice place. Made fresh waffle mix when I asked. No complaints"
The price is AU$148
includes taxes & fees
16 Mar - 17 Mar
Quality Inn

Sunset Inn

2.0 star property
7.6 out of 10, Good, (379)
"I think some of the unfavorable reviews I have seen are unfair. Everything is relative and, yes, this is clearly an older property that appears to be privately owned. Notwithstanding its age and some of the dated decor and furnishing, my room was very clean (cleaner than some I have stayed in at upscale hotels). It was one of the coldest nights of the year and the heat worked well and the water was hot. The television and WiFi worked and for my purposes (a one night layover on my way to visit...
The price is AU$141
includes taxes & fees
1 Mar - 2 Mar
Sunset Inn

FairBridge Inn Express

2.5 star property
5.4 out of 10, (705)
"Quiet "
The price is AU$109
includes taxes & fees
12 Mar - 13 Mar
FairBridge Inn Express

Chambery Inn

3.0 star property
9.6 out of 10, Exceptional, (363)
"Chamberry Inn was a nice, quiet, relaxing stay. Enjoyed every second of it. The staff were kind and helpful. Would definitely stay again if I was in the area."
The price is AU$334
includes taxes & fees
27 Feb - 28 Feb
Chambery Inn

Econo Lodge Lee - Great Barrington

2.0 star property
6.2 out of 10, (585)
"It was close to Butternut on a snowy day. Very good for the value and what it is."
The price is AU$106
includes taxes & fees
27 Feb - 28 Feb
Econo Lodge Lee - Great Barrington

Devonfield Inn B&B

4.0 star property
10.0 out of 10, Exceptional, (122)
"Beautiful property, great service "
The price is AU$439
includes taxes & fees
4 Mar - 5 Mar
Devonfield Inn B&B

The Black Swan Lee - Lenox, Ascend Hotel Collection

3.0 star property
9.0 out of 10, Wonderful, (999)
"Two adults and a baby to enjoy winter wonderland: it worked very well! Very close to everything! "
The price is AU$178
includes taxes & fees
4 Mar - 5 Mar
The Black Swan Lee - Lenox, Ascend Hotel Collection

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

3.5 star property
9.0 out of 10, Wonderful, (600)
"Great stay again. My family has been going here 3 years in a row, and its always a great experience "
The price is AU$231
includes taxes & fees
2 Mar - 3 Mar
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG

Lakehouse Inn

4.0 star property
9.8 out of 10, Exceptional, (247)
"We loved the history of the hotel and how well they preserved many features of the property. Loved the suite and view of the lake. Everyone that works there was very kind and attentive."
The price is AU$233
includes taxes & fees
7 Mar - 8 Mar
Lakehouse Inn

The Ponds at Foxhollow

3.0 star property
8.6 out of 10, Excellent, (120)
"Very comfortable property in a lovely setting "
The price is AU$252
includes taxes & fees
27 Feb - 28 Feb
The Ponds at Foxhollow

Hilton Garden Inn Lenox Pittsfield

3.0 star property
9.2 out of 10, Wonderful, (628)
"Very clean and comfortable with great restaurant and bar downstairs"
The price is AU$230
includes taxes & fees
2 Mar - 3 Mar
Hilton Garden Inn Lenox Pittsfield

Wagon Wheel Inn

2.0 star property
7.2 out of 10, Good, (600)
"Great location. Pleasant staff."
The price is AU$121
includes taxes & fees
7 Mar - 8 Mar
Wagon Wheel Inn

Howard Johnson by Wyndham Lenox

2.0 star property
7.6 out of 10, Good, (713)
"spacious room. "
The price is AU$139
includes taxes & fees
27 Feb - 28 Feb
Howard Johnson by Wyndham Lenox

Berkshire Mountain Lodge

3.0 star property
8.8 out of 10, Excellent, (435)
"Overall we really enjoyed our stay. However, the hotel required us to sign pretty aggressive check-in documents with less-than-hospitable policies. $150 fee for late check out (never have seen that before!). Children are forbidden to run in the hallways. Dish washing sponges are kept under strict supervision at the front desk (what?!). You cannot use the pool after checking out. It felt like we were welcomed as untrustworthy people rather than valued guests. We found the suite to be very nice,...
The price is AU$258
includes taxes & fees
2 Mar - 3 Mar
Berkshire Mountain Lodge

Hampton Inn & Suites Berkshires-Lenox

2.5 star property
9.2 out of 10, Wonderful, (1000)
"Stayed here for a short drive to Stockbridge. Hotel staff were extremely friendly and helpful. We found the property extremely clean and the breakfast in the morning was a great perk! "
The price is AU$208
includes taxes & fees
4 Mar - 5 Mar
Hampton Inn & Suites Berkshires-Lenox

Hotel On North

3.5 star property
9.6 out of 10, Exceptional, (684)
"Amazing place to stay. So unique and cozy! I would stay there everytime l visited Pittsfield but its always booked because its so popular."
The price is AU$192
includes taxes & fees
2 Mar - 3 Mar
Hotel On North

The Yankee, Trademark Collection by Wyndham

2.5 star property
9.0 out of 10, Wonderful, (1003)
"Staff was super nice, the rooms were really nice and clean."
The price is AU$141
includes taxes & fees
9 Mar - 10 Mar
The Yankee, Trademark Collection by Wyndham

Holiday Inn & Suites Pittsfield-Berkshires by IHG

3.0 star property
8.0 out of 10, Very good, (740)
"Great for the money. Unfortunately the jacuzzi was non-functional which was the one thing I was looking forward to after a ski day. Hotel staff was amazing."
The price is AU$183
includes taxes & fees
28 Feb - 1 Mar
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.

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 Comfort Inn Glenmont - Albany South and Life House Berkshires. See all available top hotels, or vacation rentals in Chatham.

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

Berkshire Village Carriage House - Super Private!!: This holiday home rental outside of Chatham is located in the mountains, and has a garden, a BBQ and air conditioning to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop. Make the most of books in this rental home to help you unwind. 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?
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. Comfort Inn Glenmont - Albany South and Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires 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 26 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.