Book Cheap Hotels in Chatham
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Most frequently booked Chatham hotels

Berkshire Mountain Lodge
8 Dan Fox Dr Pittsfield MA
Free cancellation
Reserve now, pay when you stay
27.73 km from city centre
The price is CA $168 per night
CA $168
CA $218 total
Jun 2 - Jun 3
includes taxes & fees
Book a stay at this golf lodge in Pittsfield. Enjoy free WiFi, free parking, and a business center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Tanglewood Music Center and Guido's Marketplace are located nearby.
Pool
Hot tub

Country Inn & Suites by Radisson, Downtown Albany New York
300 Broadway Albany NY
Free cancellation
33.77 km from city centre
The price is CA $128 per night
CA $128
CA $146 total
Jun 7 - Jun 8
includes taxes & fees
Book a stay at this business-friendly hotel in Albany. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Colonie Center Mall and Crossgates Mall are located nearby.
Breakfast included
Parking included

Vacation Village in the Berkshires
276 Brodie Mountain Rd Williamstown MA
Free cancellation
Reserve now, pay when you stay
33.49 km from city centre
The price is CA $164 per night
CA $164
CA $198 total
Jun 2 - Jun 3
includes taxes & fees
Book a stay at this family-friendly condo in Williamstown. Enjoy free parking, a fitness center, and a 24-hour front desk. Our guests praise the helpful staff in our reviews. Popular attractions Jiminy Peak Mountain Resort and Mountain Coaster are located nearby.
Pool
Parking included

Berkshires Untold
194 Pittsfield Rd Lenox MA
Free cancellation
Reserve now, pay when you stay
26.52 km from city centre
The price is CA $148 per night
CA $148
CA $165 total
Jun 2 - Jun 3
includes taxes & fees
Stay at this lodge in Lenox. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Tanglewood Music Center and Kennedy Park are located nearby.
Pet-friendly
Parking included

The Yankee Inn
461 Pittsfield Rd Lenox MA
27.24 km from city centre
The price is CA $166 per night
CA $166
CA $185 total
Jun 2 - Jun 3
includes taxes & fees
Book a stay at this business-friendly hotel in Lenox. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our reviews. Popular attractions Tanglewood Music Center and Guido's Marketplace are located nearby.
Pool
Hot tub

Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy
282 Cairo Junction Rd Catskill NY
31.65 km from city centre
The price is CA $233 per night
CA $233
CA $311 total
Jun 30 - Jul 1
includes taxes & fees
Stay at this cabin in Catskill. Enjoy free parking, furnished patios, and climate control. Popular attractions Catskill Golf Club and Angelo Canna Town Park are located nearby.
Kitchen
Pet-friendly

Quality Inn Great Barrington
372 Main Street Great Barrington MA
Free cancellation
26.9 km from city centre
The price is CA $128 per night
CA $128
CA $143 total
Jun 21 - Jun 22
includes taxes & fees
Book a stay at this business-friendly hotel in Great Barrington. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Mahaiwe Performing Arts Center and Housatonic River Walk are located nearby.
Breakfast included
Parking included

The Red Lion Inn
30 Main Street Stockbridge MA
Free cancellation
Reserve now, pay when you stay
24.99 km from city centre
The price is CA $232 per night
CA $232
CA $321 total
Jun 9 - Jun 10
includes taxes & fees
Book a stay at this historic hotel in Stockbridge. Enjoy free WiFi, free parking, and 3 restaurants. Our guests praise the helpful staff in our reviews. Popular attractions Tanglewood Music Center and Schantz Galleries are located nearby.
Pool
Spa

Comfort Inn Glenmont - Albany South
37 Route 9W Glenmont NY
Free cancellation
32.39 km from city centre
The price is CA $119 per night
CA $119
CA $136 total
Jun 21 - Jun 22
includes taxes & fees
Book a stay at this business-friendly hotel in Glenmont. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions MVP Arena and Crossgates Mall are located nearby.
Pool
Breakfast included
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.
Top family friendly Chatham hotel deals

Chatham Travel Lodge
598 NY-295 Old Chatham NY
The price is CA $154 per night from Jun 2 to Jun 3
CA $154
CA $173 total
Jun 2 - Jun 3
includes taxes & fees
7.8/10 Good! (224 reviews)
Top hotels in Chatham for Extended Stay

The Berkshire's Jiminy Mountain's Club Wyndham Bentley Brook
Hancock MA
10/10 Exceptional! (4 reviews)
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.
Chatham hotels essential information
Accommodation | 1,643 hotels |
|---|---|
Lowest Price | CA $136 |
Highest Price | CA $321 |
Popular hotels | Berkshire Mountain Lodge, Country Inn & Suites by Radisson, Downtown Albany New York, Vacation Village in the Berkshires, Berkshires Untold, The Yankee Inn, Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy, Quality Inn Great Barrington, The Red Lion Inn, Comfort Inn Glenmont - Albany South |
Frequently asked questions
Recent Chatham hotel reviews by fellow wanderers

Berkshires Untold
2 out of 5
Posted less than an hour ago
Travelocity Verified Review
"From the time we showed up and told that they had no reservation for us, when we paid in full for a king suite, until we left, this experience was frustrating and full of problems. All king suites were sold out, including the one we paid for! We were told we would receive a 50% credit back to our credit card and we have yet to see that. The coffee was either unavailable/self serve or pretty bad. We experienced all of these. The check in person was somewhat helpful but was limited as to what we/they could do to remedy the whole situation. Communications from the upper management have gone unanswered The room we were given instead was very small, no amenities as stated in our reservation, etc I could go on with the sub par remedies, lack of communication and any follow through. Ingress and egress from this hotel is extremely difficult and dangerous, coming from the main four lane highway with no lights. The whole experience was Not pleasant at all on a trip that was a milestone for us. We will not be returning"
A verified traveller stayed at Berkshires Untold
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