Search Deals onBennington Vacation Packages
Bennington Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.

Super 8 by Wyndham Latham/Albany Airport
Price was $549, price is now $494 per person
$494
per person
Dec 10 - Dec 14
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 Latham. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Colonie Center Mall and Latham Farms are located nearby.
Fgjbc
Reviewed on Nov 2, 2026

Brook Bound Inn
Price was $1,235, price is now $1,014 per person
$1,014
per person
Dec 7 - Dec 13
found 1 day ago
Roundtrip flight included
Orlando (MCO) 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.
The place was clean and beautiful. You need to check with Expedia . I didn’t get the steps to get in, since there is nobody on site. to check in. I call the phone on site. Somebody call me back and walk me through step to get in.
Reviewed on Oct 19, 2026

Relax in Style at Historic Modern on Main With Modern Amenities & Wooded Views
Price was $899, price is now $759 per person
$759
per person
Dec 11 - Dec 14
found 1 day ago
Roundtrip flight included
Orlando (MCO) to Albany (ALB)
Stay at this cottage in Stone Ridge. Enjoy free parking, patios, and in-room fireplaces. Popular attractions Mohonk Lake and Tongore Park Beach are located nearby.
Wonderful
Reviewed on Mar 29, 2026

Hotel Vervana, Trademark Collection by Wyndham
Price was $700, price is now $599 per person
$599
per person
Dec 7 - Dec 13
found 1 day ago
Roundtrip flight included
Orlando (MCO) to Albany (ALB)
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 reviews. Popular attractions Bennington Museum and Fiddlehead at Four Corners are located nearby.
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Reviewed on Oct 31, 2026

Howland House
Price was $584, price is now $512 per person
$512
per person
Dec 11 - Dec 14
found 1 day ago
Roundtrip flight included
Orlando (MCO) to Albany (ALB)
Stay at this hotel in Mount Tremper. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Mount Tremper Arts and Emerson Place Kaleidoscope are located nearby.
The Howland House was situated in the most perfect spot in the Catskill Mountains! Very clean property, outstanding staff who never say no and go out of their way to help you.... The only thing I didn't care for, but not really a big deal, was that we had to share the 2 bathrooms down the hall with two other rooms. While the bathrooms were nice, they just weren't in the room we were staying in due to being sold out of the rooms with. The restaurant, Oliver's, was quite lovely and attached to the house part of the property with the bar. Food was outstanding, being made with all seasonal vegetables and local proteins from farms in the area.
Reviewed on Oct 20, 2026

Marriott Albany
Price was $664, price is now $588 per person
$588
per person
Dec 10 - Dec 14
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 an outdoor pool, a free airport shuttle, and room service. Our guests praise the helpful staff in our reviews. Popular attractions Colonie Center Mall and Palace Theater are located nearby.

Country Inn & Suites by Radisson, Downtown Albany New York
Price was $584, price is now $527 per person
$527
per person
Dec 10 - Dec 14
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. Popular attractions MVP Arena and Palace Theater are located nearby.

Sun Lodge near Manchester VT, Ascend Collection Hotel
Price was $646, price is now $593 per person
$593
per person
Dec 18 - Dec 20
found 1 day ago
Roundtrip non-stop flight included
New York (JFK) to Albany (ALB)
Book a stay at this ski hotel in Peru. Enjoy free WiFi, free parking, and 2 meeting rooms. Our guests praise the helpful staff in our reviews. Popular attractions Bromley Mountain Ski Resort and Bromley Alpine Slide are located nearby.
The people at the front desk were extremely friendly and helpful.
Reviewed on Nov 3, 2026
Bennington Vacation Packages 3-4 Night Stays
Price found within the past 48 hours. Click for updated prices.



Bennington 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.

Mon, Dec 7 - Fri, Dec 18
PIE
St. Petersburg-Clearwater Intl.
ALB
Albany Intl.
$213 Roundtrip, found 2 days ago
$213
Roundtrip
found 2 days ago

Fri, Jan 15 - Sun, Jan 17
FLL
Fort Lauderdale - Hollywood Intl.
ALB
Albany Intl.
$218 Roundtrip, found 2 hours ago
$218
Roundtrip
found 2 hours ago

Wed, Dec 2 - Sat, Dec 12
TPA
Tampa Intl.
ALB
Albany Intl.
$286 Roundtrip, found 2 hours ago
$286
Roundtrip
found 2 hours ago

Wed, Nov 18 - Tue, Nov 24
ATL
Hartsfield-Jackson Atlanta Intl.
ALB
Albany Intl.
$286 Roundtrip, found 1 day ago
$286
Roundtrip
found 1 day ago
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