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North Bennington Vacation Packages

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North Bennington Flight + Hotel Packages

Price found within the past 48 hours. Click for updated prices.
Berkshire Mountain Lodge

Berkshire Mountain Lodge

3 out of 5
Price was $666, price is now $499 per person
$499
per person
Dec 22 - Dec 27
found 1 day ago
Roundtrip flight included
New York (NYC) to Albany (ALB)
Book a stay at this golf aparthotel in Pittsfield. Enjoy free WiFi, free parking, and a business center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Tanglewood Music Center and Guido's Marketplace are located nearby.
Our visit was very nice. Facilities were beautiful!

Reviewed on Oct 3, 2026

Holiday Inn Club Vacations Oak 'n Spruce Resort

Holiday Inn Club Vacations Oak 'n Spruce Resort

3.5 out of 5
Price was $755, price is now $537 per person
$537
per person
Dec 22 - Dec 27
found 1 day ago
Roundtrip flight included
New York (NYC) to Albany (ALB)
Book a stay at this ski hotel in South Lee. Enjoy 2 outdoor pools, a business center, and a snack bar/deli. Our guests praise the helpful staff in our reviews. Popular attractions Tanglewood Music Center and Berkshire Theatre Festival are located nearby.

Hotel On North

Hotel On North

3.5 out of 5
Price was $743, price is now $545 per person
$545
per person
Dec 22 - Dec 27
found 1 day ago
Roundtrip flight included
New York (NYC) to Albany (ALB)
Book a stay at this family-friendly hotel in Pittsfield. Enjoy free WiFi, free parking, and room service. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Barrington Stage Company and Lichtenstein Center for the Arts are located nearby.
Delightful place with charm and warmth and character. I would love to come back.

Reviewed on Oct 2, 2026

Hyatt House Schenectady / Mohawk Harbor

Hyatt House Schenectady / Mohawk Harbor

3 out of 5
Price was $945, price is now $697 per person
$697
per person
Nov 29 - Dec 3
found 18 hours ago
Roundtrip flight included
New York (NYC) to Albany (ALB)
Stay at this hotel in Schenectady. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Rivers Casino & Resort and Schenectady City Hall are located nearby.
Amazing service and very clean property.

Reviewed on Sep 29, 2026

Four Points by Sheraton Albany

Four Points by Sheraton Albany

3 out of 5
Price was $929, price is now $688 per person
$688
per person
Nov 29 - Dec 3
found 18 hours 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 Colonie Center Mall are located nearby.

Vacation Village in the Berkshires

Vacation Village in the Berkshires

3 out of 5
Price was $698, price is now $521 per person
$521
per person
Dec 22 - Dec 27
found 1 day ago
Roundtrip flight included
New York (NYC) to Albany (ALB)
Book a stay at this family-friendly aparthotel 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.

Courtyard by Marriott Schenectady at Mohawk Harbor

Courtyard by Marriott Schenectady at Mohawk Harbor

3 out of 5
Price was $1,009, price is now $770 per person
$770
per person
Nov 29 - Dec 3
found 18 hours ago
Roundtrip flight included
New York (NYC) to Albany (ALB)
Book a stay at this business-friendly hotel in Schenectady. Enjoy free WiFi, free parking, and a casino. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Rivers Casino & Resort and Schenectady City Hall are located nearby.

The Amelia

The Amelia

2 out of 5
Price was $1,090, price is now $860 per person
$860
per person
Nov 29 - Dec 3
found 19 hours ago
Roundtrip flight included
New York (NYC) to Albany (ALB)
Stay at this hotel in Hudson. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Hudson Opera House and Hudson Area Library are located nearby.
Enjoyed our stay

Reviewed on Sep 21, 2026

North Bennington Vacation Packages 3-4 Night Stays

Price found within the past 48 hours. Click for updated prices.
Holiday Inn Express & Suites Albany Airport Area - Latham by IHG

Holiday Inn Express & Suites Albany Airport Area - Latham by IHG

3 out of 5
Price was $831, price is now $579 per person
$579
per person
Nov 29 - Dec 3
found 18 hours ago
Roundtrip flight included
New York (NYC) to Albany (ALB)
Holiday Inn Express Suites Clifton Park by IHG

Holiday Inn Express Suites Clifton Park by IHG

2.5 out of 5
Price was $873, price is now $622 per person
$622
per person
Nov 29 - Dec 3
found 18 hours ago
Roundtrip flight included
New York (NYC) to Albany (ALB)
Holiday Inn Express & Suites East Greenbush (Albany-Skyline) by IHG

Holiday Inn Express & Suites East Greenbush (Albany-Skyline) by IHG

2.5 out of 5
Price was $915, price is now $662 per person
$662
per person
Nov 29 - Dec 3
found 18 hours ago
Roundtrip flight included
New York (NYC) to Albany (ALB)
Hyatt House Schenectady / Mohawk Harbor

Hyatt House Schenectady / Mohawk Harbor

3 out of 5
Nothside
Price was $945, price is now $697 per person
$697
per person
Nov 29 - Dec 3
found 18 hours ago
Roundtrip flight included
New York (NYC) to Albany (ALB)

North Bennington Vacation Packages 5-7 Night Stays

Price found within the past 48 hours. Click for updated prices.
Berkshire Mountain Lodge

Berkshire Mountain Lodge

3 out of 5
Price was $666, price is now $499 per person
$499
per person
Dec 22 - Dec 27
found 1 day ago
Roundtrip flight included
New York (NYC) to Albany (ALB)
Holiday Inn Club Vacations Oak 'n Spruce Resort

Holiday Inn Club Vacations Oak 'n Spruce Resort

3.5 out of 5
Price was $755, price is now $537 per person
$537
per person
Dec 22 - Dec 27
found 1 day ago
Roundtrip flight included
New York (NYC) to Albany (ALB)
Hotel On North

Hotel On North

3.5 out of 5
Price was $743, price is now $545 per person
$545
per person
Dec 22 - Dec 27
found 1 day ago
Roundtrip flight included
New York (NYC) to Albany (ALB)
Vacation Village in the Berkshires

Vacation Village in the Berkshires

3 out of 5
Price was $698, price is now $521 per person
$521
per person
Dec 22 - Dec 27
found 1 day ago
Roundtrip flight included
New York (NYC) to Albany (ALB)

Top Flight Deals

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Allegiant Air
Sun, Nov 1 - Tue, Nov 17
FLL
Fort Lauderdale - Hollywood Intl.
ALB
Albany Intl.
$213 Roundtrip, found 14 hours ago
$213
Roundtrip
found 14 hours ago
Select Allegiant Air flight, departing Sun, Nov 1 from Fort Lauderdale - Hollywood Intl. to Albany Intl., returning Tue, Nov 17, priced at $213 found 14 hours ago
Bargain Flight
Sat, Oct 31 - Fri, Nov 13
ATL
Hartsfield-Jackson Atlanta Intl.
ALB
Albany Intl.
$275 Roundtrip, found 3 days ago
$275
Roundtrip
found 3 days ago
Select Bargain Flight flight, departing Sat, Oct 31 from Hartsfield-Jackson Atlanta Intl. to Albany Intl., returning Fri, Nov 13, priced at $275 found 3 days ago
Bargain Flight
Tue, Oct 20 - Tue, Nov 3
TPA
Tampa Intl.
ALB
Albany Intl.
$303 Roundtrip, found 1 hour ago
$303
Roundtrip
found 1 hour ago
Select Bargain Flight flight, departing Tue, Oct 20 from Tampa Intl. to Albany Intl., returning Tue, Nov 3, priced at $303 found 1 hour ago
Bargain Flight
Tue, Oct 20 - Sat, Oct 24
DFW
Dallas-Fort Worth Intl.
ALB
Albany Intl.
$304 Roundtrip, found 2 days ago
$304
Roundtrip
found 2 days ago
Select Bargain Flight flight, departing Tue, Oct 20 from Dallas-Fort Worth Intl. to Albany Intl., returning Sat, Oct 24, priced at $304 found 2 days ago