Chatham Vacations
Build a Flight + Hotel Bundle & Save up to $536 On Your Vacation*
Top Hotel Deals
Life House Berkshires
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 ...
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 ...
The Black Swan Lee - Lenox, Ascend Hotel Collection
435 Laurel St, Lee, MA
27.92 km from city center
Stay at this 3-star hotel in Lee. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the restaurant in our reviews. Popular ...
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 ...
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 ...
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 in-room massages. Our guests praise the helpful staff in ...
The Red Lion Inn
30 Main Street, Stockbridge, MA
24.99 km from city center
Stay at this 3.5-star historic hotel in Stockbridge. Enjoy free WiFi, 3 restaurants, and breakfast (surcharge). Our guests praise the helpful staff and the property ...
The Constance, The Whitlock, & The Dewey By The Lenox Collection
11 Old Stockbridge Road, P.O.Box 1717, Lenox, MA
25.42 km from city center
Stay at this 3.5-star hotel in Lenox. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. ...
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 ...
Hotel On North
297 North Street, Pittsfield, MA
29.75 km from city center
Stay at this 3.5-star business-friendly hotel in Pittsfield. Enjoy free WiFi, free parking, and room service. Our guests praise the helpful staff and the clean ...
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 ...
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 ...
Four Points by Sheraton Albany
3 Mount Hope Way, Albany, NY
32.98 km from city center
Stay at this 3-star business-friendly hotel in Albany. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff in our 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.
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.
Sun, Aug 31 - Wed, Sep 10
PHX
Sky Harbor Intl.
ALB
Albany Intl.
$307 Roundtrip, found 1 day ago
$307
Roundtrip
found 1 day ago
Tue, Jun 3 - Tue, Jun 3
LAX
Los Angeles Intl.
ALB
Albany Intl.
$307 Roundtrip, found 18 hours ago
$307
Roundtrip
found 18 hours ago
Tue, Jun 3 - Tue, Jun 10
DEN
Denver Intl.
ALB
Albany Intl.
$363 Roundtrip, found 5 days ago
$363
Roundtrip
found 5 days ago
Sat, Dec 20 - Sat, Jan 3
DFW
Dallas-Fort Worth Intl.
ALB
Albany Intl.
$396 Roundtrip, found 20 hours ago
$396
Roundtrip
found 20 hours ago
Best points of interest in Chatham
- The Mac-Haydn Theatre Vacations
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- National Shrine of the Divine Mercy Vacations
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- The Mount Vacations
- Norman Rockwell Museum Vacations
- Catamount Ski Area Vacations
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