Search Deals onBennington County Vacation Packages
Bennington County Flight + Hotel packages
Price found within the past 48 hours. Click for updated prices.
Four Columns Inn
Save 100% on your flight
Price was $614, price is now $405 per person
$405
per person
Dec 29 - Jan 2
found 18 hours ago
Roundtrip flight included
New York (NYC) to Rutland (RUT)
Stay at this 3-star B&B in Newfane. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Moore Free Library and Rock River Preserve are located nearby.
The Wiltwyck
Price was $1,044, price is now $816 per person
$816
per person
Dec 19 - Dec 24
found 1 day ago
Roundtrip flight included
Orlando (MCO) 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 Landing Hotel at Rivers Casino & Resort
Stockade Historic District
Price was $828, price is now $678 per person
$678
per person
Dec 24 - Dec 28
found 1 day ago
Roundtrip flight included
Fort Lauderdale (FLL) to Albany (ALB)
Stay at this 4-star 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 Scene One Movieland are located nearby.
Eastwind Oliverea Valley
Price was $1,434, price is now $1,205 per person
$1,205
per person
Dec 19 - Dec 24
found 16 hours ago
Roundtrip flight included
Orlando (MCO) to Albany (ALB)
Stay at this hotel in Big Indian. Enjoy free WiFi, free parking, and breakfast (surcharge). Popular attractions Catskill State Park and Belleayre Beach are located nearby.
The White House Inn
Price was $655, price is now $470 per person
$470
per person
Dec 29 - Jan 2
found 18 hours ago
Roundtrip flight included
New York (NYC) 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.
The Cornell Inn, Lenox & The Berkshires
Save 100% on your flight
Price was $1,034, price is now $757 per person
$757
per person
Dec 27 - Dec 31
found 1 day ago
Roundtrip non-stop flight included
Orlando (MCO) to Albany (ALB)
Stay at this 3.5-star 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 The Bookstore are located nearby.
Mount Snow Grand Summit Resort
Save 100% on your flight
Price was $1,028, price is now $779 per person
$779
per person
Dec 29 - Jan 2
found 18 hours ago
Roundtrip flight included
New York (NYC) to Springfield (VSF)
Stay at this 3-star spa resort in West Dover. Enjoy free WiFi, free parking, and a full-service spa. Popular attractions Mount Snow and Ego Alley Ski Lift are located nearby.
Killington Mountain Lodge, Tapestry Collection by Hilton
Price was $1,564, price is now $1,220 per person
$1,220
per person
Dec 24 - Dec 28
found 14 hours ago
Roundtrip flight included
Fort Lauderdale (FLL) to Rutland (RUT)
Stay at this 3.5-star ski hotel in Killington. Enjoy free WiFi, a free ski shuttle, and a 24-hour fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Killington Resort and Black Dog Sports 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 hour ago
$179
Roundtrip
found 1 hour ago
Fri, Feb 6 - Mon, Feb 9
ATL
Hartsfield-Jackson Atlanta Intl.
ALB
Albany Intl.
$286 Roundtrip, found 5 days ago
$286
Roundtrip
found 5 days ago
Tue, Feb 10 - Tue, Feb 17
DEN
Denver Intl.
ALB
Albany Intl.
$329 Roundtrip, found 2 days ago
$329
Roundtrip
found 2 days ago
Thu, Dec 25 - Wed, Dec 31
PHX
Sky Harbor Intl.
ALB
Albany Intl.
$352 Roundtrip, found 5 hours ago
$352
Roundtrip
found 5 hours ago
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