Chatham Vacations

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Top Hotel Deals

Vacation Village in the Berkshires

Vacation Village in the Berkshires

3 out of 5
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 ...
Berkshire Mountain Lodge

Berkshire Mountain Lodge

3 out of 5
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 business center. Our guests praise the helpful staff and the clean rooms in ...
Holiday Inn & Suites Pittsfield-Berkshires by IHG

Holiday Inn & Suites Pittsfield-Berkshires by IHG

3 out of 5
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 ...
Berkshires Untold

Berkshires Untold

3.5 out of 5
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 ...
The Black Swan Lee - Lenox, an Ascend Collection Hotel

The Black Swan Lee - Lenox, an Ascend Collection Hotel

3 out of 5
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 ...
Comfort Inn & Suites East Greenbush - Albany

Comfort Inn & Suites East Greenbush - Albany

2.5 out of 5
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 ...
The Red Lion Inn

The Red Lion Inn

3.5 out of 5
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 ...
Quality Inn

Quality Inn

2.5 out of 5
372 Main Street, Rte 7 and Main Street, Great Barrington, MA
26.9 km from city center
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 ...
Howard Johnson by Wyndham Lenox

Howard Johnson by Wyndham Lenox

2 out of 5
462 Pittsfield Rd, Routes 7 and 20, Lenox, MA
27.34 km from city center
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. ...
Four Points by Sheraton Albany

Four Points by Sheraton Albany

3 out of 5
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. ...
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG

Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG

3.5 out of 5
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 ...
The Yankee, Trademark Collection by Wyndham

The Yankee, Trademark Collection by Wyndham

2.5 out of 5
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 ...
Jiminy Peak Mountain Resort

Jiminy Peak Mountain Resort

3 out of 5
37 Corey Rd, Hancock, MA
32.85 km from city center
Stay at this 3-star ski condo in Hancock. Enjoy free parking, 2 restaurants, and 2 hot tubs. Our guests praise the property condition in our reviews. Popular ...
Fairfield Inn & Suites Albany East Greenbush

Fairfield Inn & Suites Albany East Greenbush

2.5 out of 5
124 Troy Rd, East Greenbush, NY
30.33 km from city center
Book a stay at this business-friendly hotel in East Greenbush. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the ...
FairBridge Inn Express

FairBridge Inn Express

2.5 out of 5
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 ...
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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.

American Airlines
Tue, Nov 11 - Sat, Nov 15
FLL
Fort Lauderdale - Hollywood Intl.
ALB
Albany Intl.
$188 Roundtrip, found 1 day ago
$188
Roundtrip
found 1 day ago
Select American Airlines flight, departing Tue, Nov 11 from Fort Lauderdale - Hollywood Intl. to Albany Intl., returning Sat, Nov 15, priced at $188 found 1 day ago
United
Tue, Nov 11 - Sat, Nov 15
FLL
Fort Lauderdale - Hollywood Intl.
ALB
Albany Intl.
$197 Roundtrip, found 1 day ago
$197
Roundtrip
found 1 day ago
Select United flight, departing Tue, Nov 11 from Fort Lauderdale - Hollywood Intl. to Albany Intl., returning Sat, Nov 15, priced at $197 found 1 day ago
Delta
Tue, Nov 11 - Sat, Nov 15
FLL
Fort Lauderdale - Hollywood Intl.
ALB
Albany Intl.
$202 Roundtrip, found 1 day ago
$202
Roundtrip
found 1 day ago
Select Delta flight, departing Tue, Nov 11 from Fort Lauderdale - Hollywood Intl. to Albany Intl., returning Sat, Nov 15, priced at $202 found 1 day ago
JetBlue Airways
Sat, Nov 8 - Sun, Nov 16
FLL
Fort Lauderdale - Hollywood Intl.
ALB
Albany Intl.
$228 Roundtrip, found 1 day ago
$228
Roundtrip
found 1 day ago
Select JetBlue Airways flight, departing Sat, Nov 8 from Fort Lauderdale - Hollywood Intl. to Albany Intl., returning Sun, Nov 16, priced at $228 found 1 day ago