Weatogue Vacations
Build a Flight + Hotel Bundle & Save up to $536 On Your Vacation*
Top Hotel Deals
The Red Lion Inn
30 Main Street Stockbridge MA
Book a stay at this historic hotel in Stockbridge. Enjoy free WiFi, free parking, and 3 restaurants. Our guests praise the helpful staff in our reviews. Popular ...
Quality Inn Great Barrington
372 Main Street Great Barrington MA
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 ...
Holiday Inn Club Vacations Oak 'n Spruce Resort
190 Meadow Street South Lee MA
Book a stay at this ski hotel in South Lee. Enjoy 2 outdoor pools, a business center, and a snack bar/deli. Our guests praise the helpful staff in our reviews. ...
Quality Inn Lee - Lenox South
170 Housatonic Street Lee MA
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 ...
Little Cat Lodge
37 Catamount Rd Copake Falls NY
Stay at this hotel in Copake Falls. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Catamount Ski Area and Catamount Aerial Adventure ...
Holiday Inn Express Hotel & Suites Great Barrington by IHG
415 Stockbridge Rd Great Barrington MA
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 Little Lion
506 Stockbridge Road Great Barrington MA
Stay at this motel in Great Barrington. Enjoy free WiFi, free parking, and a garden. Our guests praise the helpful staff in our reviews. Popular attractions ...
Prospect Berkshires
50 Prospect Lake Rd Egremont MA
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 ...
Interlaken Inn & Resort
74 Interlaken Road Lakeville CT
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 Gay Woods ...
the Alander
7519 NY-22 Copake NY
Stay at this lodge in Copake. Enjoy free WiFi, free parking, and rainfall showerheads. Our guests praise the helpful staff in our reviews. Popular attractions ...
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
249 Stockbridge Rd Great Barrington MA
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 ...
Troutbeck
515 Leedsville Rd Amenia NY
Book a stay at this luxury hotel in Amenia. Enjoy free WiFi, free parking, and breakfast (surcharge). Popular attractions Amenia Free Library and TriArts Sharon ...
Monument Mountain Motel
247 Stockbridge Rd Great Barrington MA
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 ...
Travelodge by Wyndham Great Barrington Berkshires
400 Stockbridge Rd Great Barrington MA
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. ...
Blackberry River Inn
538 Greenwoods Rd W Norfolk CT
Stay at this B&B in Norfolk. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions Haystack ...
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 2 - Sun, Oct 4
MCO
Orlando Intl.
BDL
Bradley Intl.
$118
Roundtrip
found 6 days ago
Sat, Sep 19 - Sat, Sep 26
MCO
Orlando Intl.
BDL
Bradley Intl.
$194
Roundtrip
found 1 day ago
Wed, Sep 30 - Tue, Oct 6
MCO
Orlando Intl.
BDL
Bradley Intl.
$253
Roundtrip
found 16 hours ago
Wed, Sep 30 - Tue, Oct 6
MCO
Orlando Intl.
BDL
Bradley Intl.
$263
Roundtrip
found 16 hours ago
Wed, Sep 30 - Tue, Oct 6
MCO
Orlando Intl.
BDL
Bradley Intl.
$263
Roundtrip
found 16 hours ago
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