Search Deals onGreat Barrington Vacation Packages
Great Barrington Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.
Aspen At Manchester
Price was $539, price is now $444 per person
$444
per person
Dec 18 - Dec 20
found 1 day ago
Roundtrip flight included
New York (NYC) to Albany (ALB)
Stay at this hotel in Manchester Center. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Bromley Mountain Ski Resort and Dana L. Thompson Memorial Park are located nearby.
It was ok for a one night stay with very close proximity to Manchester Center.
Reviewed on Sep 28, 2026
Brook Bound Inn
Price was $1,010, price is now $750 per person
$750
per person
Nov 25 - Nov 28
found 18 hours ago
Roundtrip flight included
Baltimore (BWI) to Albany (ALB)
Book a stay at this golf hotel in Wilmington. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Mount Snow and North Branch Deerfield River are located nearby.
Our weeklong trip meandering the roads of Vermont was made more memorable by our stay at the Brook Bound Inn! The property is gorgeous and impeccably maintained! Our room was clean and so quiet! The bed was comfortable, and the blackout window blinds allowed us to sleep a little later than normal. The bathroom was very clean with a large shower and great smelling body wash, shampoo, etc. Jake and Hope were so helpful before and during our stay. We also appreciated the robust WIFI. We didn’t try the amazing pool this time, but we will for sure on our next trip!
Reviewed on Aug 30, 2026
The Landing Hotel at Rivers Casino Schenectady
Price was $846, price is now $646 per person
$646
per person
Nov 13 - Nov 17
found 1 day ago
Roundtrip flight included
New York (NYC) to Albany (ALB)
Book a stay at this business-friendly hotel in Schenectady. Enjoy free WiFi, free parking, and 5 restaurants. Our guests praise the helpful staff and the property condition in our reviews. Popular attractions Rivers Casino & Resort and Schenectady Light Opera Performing Arts Center are located nearby.
Holiday Inn Club Vacations Oak 'n Spruce Resort
Price was $598, price is now $482 per person
$482
per person
Nov 6 - Nov 10
found 1 day ago
Roundtrip non-stop flight included
Orlando (MCO) to Albany (ALB)
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. Popular attractions Tanglewood Music Center and Berkshire Theatre Festival are located nearby.
Kimpton Taconic Hotel by IHG
Price was $865, price is now $707 per person
$707
per person
Nov 13 - Nov 17
found 1 day ago
Roundtrip flight included
New York (NYC) to Albany (ALB)
Book a stay at this golf hotel in Manchester. Enjoy an outdoor pool, breakfast (surcharge), and room service. Our guests praise the helpful staff in our reviews. Popular attractions Golf Club at Equinox and American Museum of Fly Fishing are located nearby.
all was wonderful and well orchestrated
Reviewed on Sep 27, 2026
The Manchester View
Price was $861, price is now $740 per person
$740
per person
Nov 25 - Nov 28
found 18 hours ago
Roundtrip flight included
Baltimore (BWI) to Albany (ALB)
Book a stay at this business-friendly hotel in Manchester Center. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Bromley Mountain Ski Resort and Dana L. Thompson Memorial Park are located nearby.
Great value super clean I will be back
Reviewed on Sep 27, 2026
The White House Inn
Price was $806, price is now $703 per person
$703
per person
Nov 25 - Nov 28
found 18 hours ago
Roundtrip flight included
Baltimore (BWI) to Albany (ALB)
Stay at this hotel in Wilmington. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the property condition in our reviews. Popular attractions South Main Street and Pettee Memorial Library are located nearby.
Old property with a lot of history.
Reviewed on Sep 25, 2026
Hyatt Place Albany/Downtown
Price was $545, price is now $478 per person
$478
per person
Nov 13 - Nov 17
found 2 hours ago
Roundtrip flight included
New York (NYC) to Albany (ALB)
Book a stay at this business-friendly hotel in Albany. Enjoy free breakfast, free WiFi, and a 24-hour fitness center. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions MVP Arena and Colonie Center Mall are located nearby.
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, Nov 12 - Mon, Nov 16
MCO
Orlando Intl.
BDL
Bradley Intl.
$157 Roundtrip, found 3 hours ago
$157
Roundtrip
found 3 hours ago
Wed, Oct 21 - Wed, Oct 28
DCA
Ronald Reagan Washington National
BDL
Bradley Intl.
$180 Roundtrip, found 4 days ago
$180
Roundtrip
found 4 days ago
Thu, Nov 12 - Mon, Nov 16
FLL
Fort Lauderdale - Hollywood Intl.
BDL
Bradley Intl.
$184 Roundtrip, found 1 day ago
$184
Roundtrip
found 1 day ago
Thu, Oct 15 - Sun, Oct 18
FLL
Fort Lauderdale - Hollywood Intl.
ALB
Albany Intl.
$187 Roundtrip, found 1 day ago
$187
Roundtrip
found 1 day ago
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