Chatham Vacations
Build a Flight + Hotel Bundle & Save up to $536 On Your Vacation*
Top Hotel Deals
Vacation Village in the Berkshires
276 Brodie Mountain Rd, Williamstown, MA
33.49 km from city center
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 ...
Holiday Inn & Suites Pittsfield-Berkshires by IHG
One West Street, Pittsfield, MA
29.4 km from city center
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 ...
Best Western Plus Berkshire Hills Inn & Suites
1350 W Housatonic St, Pittsfield, MA
24.51 km from city center
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 ...
Comfort Inn Glenmont - Albany South
37 Route 9W, Glenmont, NY
32.39 km from city center
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 ...
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG
190 Meadow Street, South Lee, MA
28.28 km from city center
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 ...
FairBridge Inn Express
16 Cheshire Road, Pittsfield, MA
34.23 km from city center
Book a stay at this business-friendly motel in Pittsfield. Enjoy free WiFi, free parking, and a 24-hour front desk. Popular attractions Crane Museum of Papermaking ...
Berkshires Untold
194 Pittsfield Rd, Lenox, MA
26.52 km from city center
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 ...
Holiday Inn Express Hotel & Suites West Coxsackie by IHG
12740 State Route 9 W, West Coxsackie, NY
19.32 km from city center
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 ...
Comfort Inn & Suites East Greenbush - Albany
99 Miller Rd, Castleton-on-Hudson, NY
24.95 km from city center
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 ...
Postcard Cabins Eastern Catskills
282 Cairo Junction Rd, Catskill, NY
31.66 km from city center
Stay at this cabin in Catskill. Enjoy free parking, hiking/biking on site, and furnished patios. Popular attractions Catskill Golf Club and Mahayana Temple are ...
Quality Inn & Suites Glenmont - Albany South
15 Frontage Rd, Glenmont, NY
32.33 km from city center
Book a stay at this business-friendly hotel in Glenmont. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the property ...
The Yankee, Trademark Collection by Wyndham
461 Pittsfield Rd, Lenox, MA
27.24 km from city center
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 ...
Berkshire Mountain Lodge
8 Dan Fox Dr, Pittsfield, MA
27.73 km from city center
Stay at this 3-star golf lodge in Pittsfield. Enjoy free WiFi, free parking, and a fitness center. Our guests praise the helpful staff and the clean rooms in ...
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 Flight Deals
These prices were available within the past 7 days. Prices quoted are per person, round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.
Thu, Aug 21 - Mon, Sep 1
FLL
Fort Lauderdale - Hollywood Intl.
ALB
Albany Intl.
$147 Roundtrip, found 2 days ago
$147
Roundtrip
found 2 days ago
Sat, Aug 16 - Wed, Aug 20
FLL
Fort Lauderdale - Hollywood Intl.
ALB
Albany Intl.
$163 Roundtrip, found 2 days ago
$163
Roundtrip
found 2 days ago
Sun, Aug 24 - Wed, Sep 3
FLL
Fort Lauderdale - Hollywood Intl.
ALB
Albany Intl.
$217 Roundtrip, found 1 hour ago
$217
Roundtrip
found 1 hour ago
Sun, Aug 24 - Wed, Sep 3
FLL
Fort Lauderdale - Hollywood Intl.
ALB
Albany Intl.
$223 Roundtrip, found 2 days ago
$223
Roundtrip
found 2 days ago
Best points of interest in Chatham
- The Mac-Haydn Theatre Vacations
- Tanglewood Music Center Vacations
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- National Shrine of the Divine Mercy Vacations
- Catamount Ski Area Vacations
- Olana State Historic Site Vacations
- Hudson River Vacations
- Norman Rockwell Museum Vacations
- Ski Butternut Vacations
- The Mount Vacations
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