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Chatham Vacation Packages

Book a trip to Chatham, in Hudson Valley. This is an attractive region that has rivers, valleys and rolling hills.

Washington, the national capital, is situated about 300 miles (483 kilometers) southwest of Chatham, while Springfield is 55 miles (89 kilometers) to the east.

Savvy travelers often use Chatham as a springboard for further adventures. This popular region has been blessed with numerous fascinating natural and man-made attractions. Leave enough time to visit Stockbridge, which is approximately 15 miles (24 kilometers) away from Chatham. In Stockbridge, you can check out the Naumkeag and Norman Rockwell Museum. A visit to Lenox is another interesting option. It's around 16 miles (26 kilometers) away from Chatham and where you'll find the Shakespeare and Company and Jacob's Pillow Dance.

Around 20 miles (32 kilometers) to the northwest of Chatham is Albany, a regional center home to The Egg, Proctors Theater and New York State Museum. If you're looking for more, visit Times Union Center, Grafton Lakes State Park and Dutch Apple Cruise before heading back to Chatham.

When you ask the locals what they recommend seeing around Chatham, they'll often point you in the direction of the region's much-loved open-air markets.

When you hear the call of the great outdoors, do as the locals do and spend the day rock climbing or hiking.

The closest major airport, Albany International Airport, is located in Albany, 30 miles (48 kilometers) to the northwest of Chatham, which is handy to remember when booking your vacation.


Top Hotel Deals

See all 146 Hotels in Chatham
£60
Chatham Travel Lodge

Chatham Travel Lodge

598 NY-295, Chatham
2.9
of 5, from 14 reviews
2.5 out of 5.0

Situated in Chatham, this motel is within 20 mi (32 km) of New Lebanon Library, Hancock Shaker Village, and Hudson Area Library. Hudson Opera House and Bousquet Ski Area are also within 20 mi (32 km).

£76
Vacation Village in the Berkshires

Vacation Village in the Berkshires

276 Brodie Mountain Rd, Hancock
4.1
of 5, from 238 reviews
3.0 out of 5.0

Situated in Hancock, this condo is 5.8 mi (9.3 km) from Mount Greylock State Reservation Visitor Center and within 12 mi (20 km) of Waubeeka Golf Links and New Lebanon Library. Mount Lebanon Shaker Village and Berkshire Athenaeum are also within 12 mi (20 km).

Harvey House

Harvey House

307 Main Street, Catskill
3.5 out of 5.0

Situated in Catskill, this boutique guesthouse is within 1 mi (2 km) of Dutchman’s Landing and Thomas Cole National Historic Site. Olana State Historic Site and Hudson Opera House are also within 6 mi (10 km).

£90
Fairfield Inn and Suites by Marriott Lenox Great Barrington

Fairfield Inn and Suites by Marriott Lenox Great Barrington

249 Stockbridge Rd, Great Barrington
4.4
of 5, from 60 reviews
2.5 out of 5.0

This family-friendly Great Barrington hotel is located in the mountains, within 2 mi (3 km) of Mahaiwe Performing Arts Center and Lake Mansfield Park. Ski Butternut is 2.5 mi (4.1 km) away.

£86
Courtyard by Marriott Lenox Berkshires

Courtyard by Marriott Lenox Berkshires

70 Pittsfield Rd, Lenox
4.7
of 5, from 16 reviews
3.0 out of 5.0

Situated in Lenox, this hotel is within 2 mi (3 km) of Kennedy Park, Lenox Library, and Pleasant Valley Wilderness Sanctuary. Ventfort Hall Mansion and Gilded Age Museum and Shakespeare and Company are also within 3 mi (5 km).

£51
Super 8 Lee/Berkshires/Outlet Area

Super 8 Lee/Berkshires/Outlet Area

170 Housatonic Street, Lee
3.5
of 5, from 74 reviews
2.0 out of 5.0

Situated in Lee, this motel is within a 15-minute walk of Lee Prime Outlets, Lee Library, and Animagic Museum of Animation. Greenock Country Club is 0.9 mi (1.4 km) away.

£87
Jiminy Peak Mountain Resort

Jiminy Peak Mountain Resort

37 Corey Rd, Hancock
3.8
of 5, from 145 reviews
3.0 out of 5.0

Located in the mountains, this Hancock condominium resort offering ski-in/ski-out access is 6.1 mi (9.8 km) from Mount Greylock State Reservation Visitor Center and within 16 mi (25 km) of Waubeeka Golf Links and Canoe Meadows Wildlife Sanctuary. New Lebanon Library and Mount Lebanon Shaker Village are also within 12 mi (20 km).

£76
Hampton Inn & Suites Albany-East Greenbush

Hampton Inn & Suites Albany-East Greenbush

25 Hampton Inn Drive, East Greenbush
4.3
of 5, from 15 reviews
2.5 out of 5.0

Situated in East Greenbush, this hotel is within 6 mi (10 km) of Crailo State Historic Site, Palace Theater, and New York State Capitol Building. Washington Park and Children's Museum of Science and Technology are also within 6 mi (10 km).

Top Deals on Flights

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