Search Deals onBennington County Vacation Packages
Bennington County Flight + Hotel packages
Price found within the past 48 hours. Click for updated prices.
Gedney Farm
Price was $819, price is now $584 per person
$584
per person
Dec 27 - Dec 31
found 7 hours ago
Roundtrip non-stop flight included
Orlando (MCO) to Albany (ALB)
Stay at this 3.5-star hotel in Great Barrington. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Questing and New Marlborough Town Library are located nearby.
Wilburton Inn
Price was $1,645, price is now $1,308 per person
$1,308
per person
Dec 28 - Jan 2
found 23 hours ago
Roundtrip flight included
Fort Lauderdale (FLL) to Albany (ALB)
Stay at this 3.5-star golf hotel in Manchester. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Museum of Creative Process and Hildene are located nearby.
Prospect Berkshires
Save 100% on your flight
Price was $1,341, price is now $787 per person
$787
per person
Dec 27 - Dec 31
found 7 hours ago
Roundtrip non-stop flight included
Orlando (MCO) to Albany (ALB)
Stay at this 3-star 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
Price was $1,730, price is now $1,202 per person
$1,202
per person
Dec 20 - Dec 27
found 1 day ago
Roundtrip flight included
Dallas (DFW) 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.
Brook Bound Inn
Save 100% on your flight
Price was $1,912, price is now $1,332 per person
$1,332
per person
Dec 20 - Dec 27
found 1 day ago
Roundtrip flight included
Dallas (DFW) 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.
Deerfield Valley Inn
Price was $1,073, price is now $750 per person
$750
per person
Dec 20 - Dec 27
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Springfield (VSF)
Stay at this 3-star B&B in West Dover. Enjoy free WiFi, free parking, and breakfast (surcharge). Popular attractions Mount Snow and Mount Snow Golf Course are located nearby.
The White House Inn
Price was $1,178, price is now $847 per person
$847
per person
Dec 20 - Dec 27
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Albany (ALB)
Stay at this 3.5-star hotel in Wilmington. Enjoy free WiFi, free parking, and a garden. 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.
Vacation Village in the Berkshires
Save 100% on your flight
Price was $1,075, price is now $776 per person
$776
per person
Dec 27 - Dec 31
found 7 hours ago
Roundtrip non-stop flight included
Orlando (MCO) to Albany (ALB)
Stay at this 3-star family-friendly condo in Williamstown. Enjoy free parking, a fitness center, and a 24-hour front desk. Our guests praise the helpful staff in our reviews. Popular attractions Jiminy Peak Mountain Resort and Mountain Coaster are located nearby.
3-4 Night Vacations in Bennington County
Price found within the past 48 hours. Click for updated prices.
5-7 Night Vacations in Bennington County
Price found within the past 48 hours. Click for updated prices.
Cheap Hotel Deals in Bennington County
Kimpton Taconic Hotel by IHG
3835 Main St., Manchester, VT
Stay at this 4-star golf hotel in Manchester. Enjoy an outdoor pool, breakfast (surcharge), and room service. Our guests praise the helpful staff and the property ...
The Equinox Golf Resort & Spa
3567 Main Street Route 7A, Manchester, VT
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 ...
Hampton Inn and Suites Manchester
4519 Main St, Manchester Center, VT
Book a stay at this business-friendly hotel in Manchester Center. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the ...
Save an average of 15% on thousands of hotels when you're signed in
Knotty Pine
130 Northside Dr, Bennington, VT
Stay at this motel in Bennington. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Bennington Battle Monument and Bennington Museum are ...
The Palmer House Resort, an Ascend Collection Hotel
5383 Main St, Manchester Center, VT
Stay at this 3-star golf hotel in Manchester Center. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms ...
Hotel Vervana, Trademark Collection by Wyndham
141 West Main Street, Bennington, VT
Book a stay at this ski hotel in Bennington. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our ...
Hampton Inn Bennington
51 Hannaford Square, Bennington, VT
Book a stay at this business-friendly hotel in Bennington. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. ...
Aspen At Manchester
5669 Main Street, Manchester Center, VT
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. ...
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
Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.
Wed, Jan 14 - Wed, Jan 28
CLT
Charlotte-Douglas Intl.
ALB
Albany Intl.
$179 Roundtrip, found 1 day ago
$179
Roundtrip
found 1 day ago
Tue, Feb 3 - Mon, Feb 9
ATL
Hartsfield-Jackson Atlanta Intl.
ALB
Albany Intl.
$255 Roundtrip, found 1 day ago
$255
Roundtrip
found 1 day ago
Wed, Feb 4 - Tue, Feb 17
DEN
Denver Intl.
ALB
Albany Intl.
$329 Roundtrip, found 1 day ago
$329
Roundtrip
found 1 day ago
Thu, Dec 25 - Wed, Dec 31
PHX
Sky Harbor Intl.
ALB
Albany Intl.
$356 Roundtrip, found 9 hours ago
$356
Roundtrip
found 9 hours ago
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