
East Canaan Vacations
Build a Flight + Hotel Bundle & Save up to $536 On Your Vacation*
Top Hotel Deals

Locust Tree Bed and Breakfast LLC
131 East Canaan Road East Canaan CT
2.15 km from city center
Stay at this B&B in East Canaan. Enjoy free breakfast, free parking, and daily housekeeping. Our guests praise the helpful staff in our reviews. Popular attractions ...

Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG
190 Meadow Street South Lee MA
29.52 km from city center
Book a stay at this 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 ...

The Red Lion Inn
30 Main Street Stockbridge MA
30.52 km from city center
Book a stay at this historic hotel in Stockbridge. Enjoy free WiFi, 3 restaurants, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. ...

Holiday Inn Express Hotel & Suites Great Barrington by IHG
415 Stockbridge Rd Great Barrington MA
23.32 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 helpful staff and the ...

The Litchfield Inn
432 Bantam Road Litchfield CT
30.62 km from city center
Book a stay at this spa hotel in Litchfield. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the property condition ...

Days Inn by Wyndham Torrington
492 East Main St Torrington CT
26.55 km from city center
Book a stay at this business-friendly motel in Torrington. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...

Quality Inn
372 Main Street Great Barrington MA
21.5 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 ...

Monument Mountain Motel
247 Stockbridge Rd Great Barrington MA
22.67 km from city center
Stay at this motel in Great Barrington. Enjoy free WiFi, free parking, and daily housekeeping. Our guests praise the helpful staff and the clean rooms in our ...

Interlaken Inn & Resort
74 Interlaken Road Lakeville CT
15.19 km from city center
Book a stay at this spa hotel in Lakeville. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Holley-Williams House Museum and Harney and ...

Quality Inn
170 Housatonic Street Lee MA
32.62 km from city center
Book a stay at this business-friendly hotel in Lee. Enjoy free breakfast, free WiFi, and parking (surcharge). Our guests praise the breakfast and the helpful ...

Americas Best Value Inn Torrington CT
395 Winsted Rd Torrington CT
24.74 km from city center
Book a stay at this business-friendly hotel in Torrington. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. ...

Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
249 Stockbridge Rd Great Barrington MA
22.73 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 helpful staff and the ...

Prospect Berkshires
50 Prospect Lake Rd Egremont MA
24.71 km from city center
Stay at this hotel in Great Barrington. Enjoy free WiFi, free parking, and a sauna. Popular attractions Catamount Aerial Adventure Park and Catamount Ski Area ...
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.

Sat, Jan 17 - Sun, Feb 1
MCO
Orlando Intl.
BDL
Bradley Intl.
$67 Roundtrip, found 1 day ago
$67
Roundtrip
found 1 day ago

Thu, Jan 15 - Mon, Jan 26
MCO
Orlando Intl.
BDL
Bradley Intl.
$149 Roundtrip, found 1 day ago
$149
Roundtrip
found 1 day ago

Tue, Jan 13 - Sat, Jan 31
MCO
Orlando Intl.
BDL
Bradley Intl.
$197 Roundtrip, found 1 day ago
$197
Roundtrip
found 1 day ago

Tue, Dec 30 - Sat, Jan 3
TPA
Tampa Intl.
BDL
Bradley Intl.
$207 Roundtrip, found 4 hours ago
$207
Roundtrip
found 4 hours ago

Tue, Dec 30 - Sat, Jan 3
TPA
Tampa Intl.
BDL
Bradley Intl.
$240 Roundtrip, found 4 hours ago
$240
Roundtrip
found 4 hours ago

