Book Cheap Hotels in Chatham
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Most frequently booked Chatham hotels

Vacation Village in the Berkshires
276 Brodie Mountain Rd, Williamstown, MA
33.49 km from city centre
Stay at this 3-star 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

Quality Inn
372 Main Street, Rte 7 and Main Street, Great Barrington, MA
Free cancellation
Reserve now, pay when you stay
26.9 km from city centre
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

Howard Johnson by Wyndham Lenox
462 Pittsfield Rd, Routes 7 and 20, Lenox, MA
Free cancellation
Reserve now, pay when you stay
27.34 km from city centre
Stay at this motel in Lenox. Enjoy free WiFi, free parking, and a 24-hour front desk. 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
Parking included

Holiday Inn & Suites Pittsfield-Berkshires by IHG
One West Street, Pittsfield, MA
Free cancellation
29.4 km from city centre
Stay at this 3-star business-friendly hotel in Pittsfield. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Berkshire Museum and Colonial Theater are located nearby.
Pool
Pet-friendly

Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG
190 Meadow Street, South Lee, MA
28.28 km from city centre
Stay at this 3.5-star family-friendly hotel in South Lee. Enjoy 2 outdoor pools, a business center, and a snack bar/deli. Our guests praise the helpful staff in our reviews. Popular attractions Tanglewood Music Center and Berkshire Theatre Festival are located nearby.
Pool
Air conditioning

Best Western Plus Berkshire Hills Inn & Suites
1350 W Housatonic St, Pittsfield, MA
Free cancellation
Reserve now, pay when you stay
24.51 km from city centre
Book a stay at this business-friendly hotel in Pittsfield. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Tanglewood Music Center and Tracy Brook Wildlife Sanctuary are located nearby.
Breakfast included
Pet-friendly

Comfort Inn Glenmont - Albany South
37 Route 9W, Glenmont, NY
Free cancellation
32.39 km from city centre
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 The Egg and MVP Arena are located nearby.
Pool
Breakfast included

Berkshires Untold
194 Pittsfield Rd, Lenox, MA
Free cancellation
Reserve now, pay when you stay
26.52 km from city centre
Stay at this 3.5-star 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

Holiday Inn Express Hotel & Suites West Coxsackie by IHG
12740 State Route 9 W, West Coxsackie, NY
Free cancellation
19.32 km from city centre
Book a stay at this business-friendly hotel in West Coxsackie. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Parks Dairy and Bronck Island are located nearby.
Breakfast included
Parking 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
7.6/10 Good! (175 reviews)
Top hotels in Chatham for Extended Stay

The Berkshire's Jiminy Mountain's Club Wyndham Bentley Brook
Hancock
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 | 1,590 hotels |
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Lowest Price | |
Highest Price | |
Popular hotels | Vacation Village in the Berkshires, Quality Inn, Howard Johnson by Wyndham Lenox, Holiday Inn & Suites Pittsfield-Berkshires by IHG, Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG, Best Western Plus Berkshire Hills Inn & Suites, Comfort Inn Glenmont - Albany South, Berkshires Untold, Holiday Inn Express Hotel & Suites West Coxsackie by IHG |
Frequently asked questions
Recent Chatham hotel reviews by fellow wanderers

The Yankee, Trademark Collection by Wyndham
5 out of 5
Posted 8 hours ago
Travelocity Verified Review
"All was fine!"
A verified traveller stayed at The Yankee, Trademark Collection by Wyndham
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