
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, PO Box 664, East Canaan, CT
2.15 km from city center
Stay at this 3-star B&B in East Canaan. Enjoy free breakfast, free parking, and daily housekeeping. Our guests praise the helpful staff in our reviews. Popular ...

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
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 Red Lion Inn
30 Main Street, Stockbridge, MA
30.52 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
372 Main Street, Rte 7 and 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 ...

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 ...

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 ...

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 ...

The Litchfield Inn
432 Bantam Road, Litchfield, CT
30.62 km from city center
Stay at this 4-star spa hotel in Litchfield. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the property condition ...

The Little Lion
506 Stockbridge Road, Great Barrington, MA
26.11 km from city center
Stay at this 3-star motel in Great Barrington. Enjoy free WiFi, free parking, and daily housekeeping. Our guests praise the helpful staff in our reviews. Popular ...

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 ...

Travelodge by Wyndham Great Barrington Berkshires
400 Stockbridge Rd, Great Barrington, MA
25.05 km from city center
Stay at this motel in Great Barrington. Enjoy free WiFi, free parking, and a garden. Our guests praise the helpful staff and the clean rooms in our reviews. ...

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. ...

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 ...
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.

Fri, Oct 17 - Mon, Oct 20
FLL
Fort Lauderdale - Hollywood Intl.
BDL
Bradley Intl.
$98 Roundtrip, found 16 hours ago
$98
Roundtrip
found 16 hours ago

Fri, Sep 26 - Fri, Oct 3
MCO
Orlando Intl.
BDL
Bradley Intl.
$117 Roundtrip, found 12 hours ago
$117
Roundtrip
found 12 hours ago

Fri, Sep 26 - Fri, Oct 3
MCO
Orlando Intl.
BDL
Bradley Intl.
$134 Roundtrip, found 12 hours ago
$134
Roundtrip
found 12 hours ago

Wed, Aug 6 - Mon, Aug 18
MCO
Orlando Intl.
BDL
Bradley Intl.
$137 Roundtrip, found 1 day ago
$137
Roundtrip
found 1 day ago

Thu, Oct 16 - Tue, Oct 21
ORD
O'Hare Intl.
BDL
Bradley Intl.
$137 Roundtrip, found 3 days ago
$137
Roundtrip
found 3 days ago
Best points of interest in East Canaan
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