Search Deals onBennington Vacation Packages
Bennington Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.
Aspen At Manchester
Price was $646, price is now $516 per person
$516
per person
Dec 10 - Dec 13
found 1 day ago
Roundtrip flight included
New York (LGA) 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.
South Shire
Save 100% on your flight
Price was $1,016, price is now $751 per person
$751
per person
Dec 29 - Jan 3
found 1 day ago
Roundtrip flight included
New York (NYC) to Albany (ALB)
Stay at this B&B in Bennington. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. Popular attractions Bennington Arts Guild Gallery and Fiddlehead at Four Corners are located nearby.
Lovely place. Great room. Nice breakfast. Convenient to nearby restaurants.
Reviewed on Oct 21, 2026
Brook Bound Inn
Price was $785, price is now $602 per person
$602
per person
Dec 10 - Dec 13
found 1 day ago
Roundtrip flight included
New York (LGA) 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
Hampton Inn Clifton Park
Price was $809, price is now $623 per person
$623
per person
Nov 29 - Dec 3
found 1 day ago
Roundtrip flight included
New York (NYC) to Albany (ALB)
Book a stay at this business-friendly hotel in Clifton Park. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Regal Clifton Park and Wicked Eatery Pub & Entertainment are located nearby.
Everything was great except for the heat in our room when we turned it on it smelled like mold and something was burning. Otherwise it was a great time with great customer service and breakfast.
Reviewed on Oct 23, 2026
Hilton Garden Inn Albany Airport
Price was $856, price is now $669 per person
$669
per person
Nov 29 - Dec 3
found 1 day ago
Roundtrip flight included
New York (NYC) to Albany (ALB)
Book a stay at this business-friendly hotel in Albany. Enjoy free WiFi, breakfast (surcharge), and a free airport shuttle. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Colonie Center Mall and Afrim’s Sports Park are located nearby.
SpringHill Suites by Marriott Albany-Colonie
Price was $843, price is now $662 per person
$662
per person
Nov 29 - Dec 3
found 1 day 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 free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Colonie Center Mall and Palace Theater are located nearby.
Homewood Suites by Hilton Clifton Park
Price was $889, price is now $703 per person
$703
per person
Nov 29 - Dec 3
found 1 day ago
Roundtrip flight included
New York (NYC) to Albany (ALB)
Book a stay at this business-friendly hotel in Clifton Park. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Regal Clifton Park and Wicked Eatery Pub & Entertainment are located nearby.
Four Points by Sheraton Albany
Price was $894, price is now $714 per person
$714
per person
Nov 29 - Dec 3
found 1 day ago
Roundtrip flight included
New York (NYC) to Albany (ALB)
Book a stay at this business-friendly hotel in Albany. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. Popular attractions MVP Arena and Palace Theater are located nearby.
Great stay, as always! Clean, quiet, near eateries.
Reviewed on Oct 22, 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.
Sun, Nov 1 - Tue, Nov 17
FLL
Fort Lauderdale - Hollywood Intl.
ALB
Albany Intl.
$189 Roundtrip, found 20 hours ago
$189
Roundtrip
found 20 hours ago
Thu, Dec 24 - Tue, Jan 5
TPA
Tampa Intl.
ALB
Albany Intl.
$272 Roundtrip, found 1 day ago
$272
Roundtrip
found 1 day ago
Mon, Oct 26 - Sat, Oct 31
CLT
Charlotte-Douglas Intl.
ALB
Albany Intl.
$279 Roundtrip, found 2 hours ago
$279
Roundtrip
found 2 hours ago
Tue, Nov 17 - Sat, Nov 21
ATL
Hartsfield-Jackson Atlanta Intl.
ALB
Albany Intl.
$283 Roundtrip, found 8 hours ago
$283
Roundtrip
found 8 hours ago
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