Search Deals onThe Berkshires Vacation Packages
The Berkshires Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.
Club Wyndham Bentley Brook
Save 100% on your flight
per person
Oct 4 - Oct 8
found 8 hours ago
Roundtrip flight included
Tampa (TPA) to Albany (ALB)
Stay at this 3-star ski hotel in Hancock. Enjoy free WiFi, free parking, and a 24-hour fitness center. Our guests praise the helpful staff and the property condition in our reviews. Popular attractions Jiminy Peak Mountain Resort and Mountain Coaster are located nearby.
Prospect Berkshires
Save 100% on your flight
per person
Oct 4 - Oct 8
found 8 hours ago
Roundtrip flight included
Tampa (TPA) 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.
The Equinox Golf Resort & Spa
Save 100% on your flight
per person
Oct 20 - Oct 26
found 7 hours ago
Roundtrip non-stop flight included
Sarasota (SRQ) to Albany (ALB)
Stay at this 4.5-star luxury hotel in Manchester. Enjoy free parking, an outdoor pool, and a full-service spa. Our guests praise the property condition in our reviews. Popular attractions Golf Club at Equinox and American Museum of Fly Fishing are located nearby.
Pocketbook Hotel and Bath
Save 100% on your flight
per person
Oct 4 - Oct 8
found 8 hours ago
Roundtrip flight included
Tampa (TPA) to Albany (ALB)
Book a stay at this spa hotel in Hudson. Enjoy free WiFi, a full-service spa, and a 24-hour front desk. Popular attractions Hudson Area Library and Stoddard Corner are located nearby.
The Old Catskill Game Farm Inn
Save 100% on your flight
per person
Oct 4 - Oct 8
found 4 hours ago
Roundtrip flight included
Tampa (TPA) to Albany (ALB)
Stay at this 3.5-star historic guesthouse in Catskill. Enjoy free WiFi, free parking, and private hot tubs. Popular attractions Kaaterskill Falls and North-South Lake Campground & Day Use Area are located nearby.
The Wiltwyck
Save 100% on your flight
per person
Oct 4 - Oct 8
found 8 hours ago
Roundtrip flight included
Tampa (TPA) to Albany (ALB)
Stay at this 3.5-star guesthouse in Kingston. Enjoy free WiFi, free parking, and Netflix. Popular attractions Senate House State Historic Site and Volunteer Fireman's Hall and Museum of Kingston are located nearby.
The Berkshires Vacation Packages 3-4 Night Stays
Price found within the past 48 hours. Click for updated prices.
The Berkshires 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.
Fri, Sep 26 - Sun, Sep 28
MCO
Orlando Intl.
BDL
Bradley Intl.
$73 Roundtrip, found 2 hours ago
$73
Roundtrip
found 2 hours ago
Fri, Sep 5 - Fri, Sep 12
FLL
Fort Lauderdale - Hollywood Intl.
BDL
Bradley Intl.
$93 Roundtrip, found 2 days ago
$93
Roundtrip
found 2 days ago
Thu, Sep 18 - Thu, Sep 25
ATL
Hartsfield-Jackson Atlanta Intl.
BDL
Bradley Intl.
$122 Roundtrip, found 22 hours ago
$122
Roundtrip
found 22 hours ago
Tue, Nov 4 - Mon, Nov 10
FLL
Fort Lauderdale - Hollywood Intl.
ALB
Albany Intl.
$127 Roundtrip, found 20 hours ago
$127
Roundtrip
found 20 hours ago
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