Search Deals onGreat Barrington Vacation Packages
Great Barrington Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.
The Ponds at Foxhollow
Save 100% on your flight
Price was $956, price is now $695 per person
$695
per person
Oct 22 - Oct 26
found 1 day ago
Roundtrip flight included
New York (NYC) to Albany (ALB)
Stay at this aparthotel in Lenox. Enjoy free WiFi, free parking, and a fitness center. Popular attractions Tanglewood Music Center and The Mount are located nearby.
Our unit was very comfortable for 2 senior couples. We were only there for the weekend so we didn’t use any of the amenities but, the property is lovely.
Reviewed on Sep 4, 2026
Lodges At Cresthaven
Price was $1,473, price is now $1,023 per person
$1,023
per person
Nov 13 - Nov 18
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Albany (ALB)
Book a stay at this beach lodge in Lake George. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff in our reviews. Popular attractions Lake George Steamboat Company and Fort William Henry Museum are located nearby.
I love this place but was disappointed this trip. I will definitely go back with fingers crossed it will be better next time. The pool and playground were amazing for the kids, they loved it.
Reviewed on Sep 6, 2026
The Cornell Inn, Lenox & The Berkshires
Save 100% on your flight
Price was $1,305, price is now $906 per person
$906
per person
Oct 22 - Oct 26
found 1 day ago
Roundtrip flight included
New York (NYC) to Albany (ALB)
Stay at this B&B in Lenox. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the comfy rooms in our reviews. Popular attractions Tanglewood Music Center and Lenox Library are located nearby.
Prospect Berkshires
Price was $3,109, price is now $2,191 per person
$2,191
per person
Oct 22 - Oct 29
found 1 day ago
Roundtrip flight included
New York (NYC) to Albany (ALB)
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 are located nearby.
Quality Inn Albany Colonie
Price was $1,072, price is now $812 per person
$812
per person
Nov 13 - Nov 18
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Albany (ALB)
Book a stay at this business-friendly hotel in Albany. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the clean rooms in our reviews. Popular attractions Colonie Center Mall and Northway Mall are located nearby.
The check in was a little slow, the breakfast choice was very limited and the quality was bad
Reviewed on Sep 6, 2026
The Perch Hotel
Price was $2,094, price is now $1,594 per person
$1,594
per person
Oct 9 - Oct 12
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Albany (ALB)
Stay at this hotel in Cornwallville. Enjoy free WiFi, free parking, and a garden. Popular attractions Elm Ridge Wild Forest and Zoom Flume are located nearby.
Saratoga Casino Hotel
Price was $1,189, price is now $942 per person
$942
per person
Oct 15 - Oct 19
found 1 day ago
Roundtrip non-stop flight included
Dallas (DAL) to Albany (ALB)
Stay at this hotel in Saratoga Springs. Enjoy free WiFi, free parking, and a casino. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Saratoga Racetrack and Saratoga Performing Arts Center are located nearby.
Pocketbook Hotel and Bath
Price was $1,376, price is now $1,091 per person
$1,091
per person
Oct 22 - Oct 26
found 1 day ago
Roundtrip flight included
New York (NYC) to Albany (ALB)
Stay at this hotel in Hudson. Enjoy free WiFi, free parking, and 3 indoor pools. Popular attractions Oakdale Beach and Hudson Area Library are located nearby.
Very sleek minimalist design, but they haven’t quite gotten their act together as it appears to be a new property. Staff doesn’t know how things such as a tv work. Another example: a washroom without soap or a hand towel. Lovely potential, but duh.
Reviewed on Sep 6, 2026
Great Barrington Vacation Packages 3-4 Night Stays
Price found within the past 48 hours. Click for updated prices.
Great Barrington Vacation Packages 5-7 Night Stays
Price found within the past 48 hours. Click for updated prices.
Top Flight Deals
Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.
Thu, Dec 3 - Sat, Dec 12
MCO
Orlando Intl.
BDL
Bradley Intl.
$82 Roundtrip, found 6 hours ago
$82
Roundtrip
found 6 hours ago
Thu, Sep 17 - Sun, Sep 27
FLL
Fort Lauderdale - Hollywood Intl.
ALB
Albany Intl.
$144 Roundtrip, found 2 days ago
$144
Roundtrip
found 2 days ago
Wed, Oct 14 - Fri, Oct 23
SJU
Luis Munoz Marin Intl.
BDL
Bradley Intl.
$161 Roundtrip, found 16 hours ago
$161
Roundtrip
found 16 hours ago
Thu, Nov 12 - Mon, Nov 16
FLL
Fort Lauderdale - Hollywood Intl.
BDL
Bradley Intl.
$179 Roundtrip, found 16 hours ago
$179
Roundtrip
found 16 hours ago
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