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 $219 total
Jun 9 - Jun 10
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 $129 per night
CA $129
CA $147 total
Jun 21 - Jun 22
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 Irish American Heritage Museum 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 $165 per night
CA $165
CA $199 total
Jun 11 - Jun 12
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

The Yankee Inn
461 Pittsfield Rd Lenox MA
27.24 km from city centre
The price is CA $154 per night
CA $154
CA $173 total
Jun 7 - Jun 8
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

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 $166 total
Jun 9 - Jun 10
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.

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 $204 per night
CA $204
CA $290 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 $123 per night
CA $123
CA $141 total
Jun 28 - Jun 29
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

Comfort Inn & Suites East Greenbush - Albany
99 Miller Rd Castleton-on-Hudson NY
Free cancellation
24.95 km from city centre
The price is CA $158 per night
CA $158
CA $176 total
Jun 28 - Jun 29
includes taxes & fees
Book a stay at this business-friendly hotel in Castleton-on-Hudson. 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 Funplex Fun Park are located nearby.
Pool
Breakfast included

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 $248 per night
CA $248
CA $327 total
Jun 8 - Jun 9
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
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 $155 per night from Jun 7 to Jun 8
CA $155
CA $174 total
Jun 7 - Jun 8
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 | 1,626 hotels |
|---|---|
Lowest Price | CA $141 |
Highest Price | CA $327 |
Popular hotels | Berkshire Mountain Lodge, Country Inn & Suites by Radisson, Downtown Albany New York, Vacation Village in the Berkshires, The Yankee Inn, Berkshires Untold, The Red Lion Inn, Comfort Inn Glenmont - Albany South, Comfort Inn & Suites East Greenbush - Albany, Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy |
Frequently asked questions
Recent Chatham hotel reviews by fellow wanderers

Berkshires Untold
4 out of 5
Posted 5 hours ago
Travelocity Verified Review
"Here’s what we liked: If we were just reviewing BERKSHIRES UNTOLD based on the staff, we’d be giving it a 5. The staff were extremely friendly, helpful and gracious. When we asked for extra towels and requested a room change, they accommodated those requests immediately. After we switched rooms they checked to see if we were happier. This is exactly the kind of service you want in a hotel or inn. Other good things - The bed was comfortable and there was enough counter space in the bathroom and at the desk area. We also liked that there was a breakfast seating area, bar and small indoor seating area plus outdoor seating with gas fire pits. So, why are we giving the place a 3 overall? It really needed more attention to detail. The carpet in our original room was not in good shape and the fitted bed sheet had a small rip on my side. Some of the room furniture was dinged up and a sofa in the common seating area had some shredded fabric. One thing we didn’t like (that they couldn’t exactly help) was that we were there on a late spring wedding weekend, so there were buses idling in front of our room with loud talkers and smokers nearby. It felt like they were in our room along with the smoke and fumes. The trend of turning motels into better motels is interesting. They’re less expensive and are sometimes more original. But you’re still in a motel. If you value soundproofing and consistently better quality, a mid range chain may be a better choice."
A verified traveller stayed at Berkshires Untold
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