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Bennington Vacation Packages

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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 $542, price is now $421 per person
$421
per person
Jan 19 - Jan 24
found 19 hours ago
Roundtrip non-stop flight included
Austin (AUS) to Albany (ALB)
Stay at this 3-star golf lodge 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.
Prospect Berkshires

Prospect Berkshires

3 out of 5
Save 100% on your flight
Price was $1,316, price is now $768 per person
$768
per person
Jan 19 - Jan 24
found 19 hours ago
Roundtrip non-stop flight included
Austin (AUS) 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

The Equinox Golf Resort & Spa

4.5 out of 5
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 7 hours 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

Brook Bound Inn

2 out of 5
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 7 hours 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.
Vacation Village in the Berkshires

Vacation Village in the Berkshires

3 out of 5
Price was $802, price is now $570 per person
$570
per person
Jan 19 - Jan 24
found 19 hours ago
Roundtrip non-stop flight included
Austin (AUS) 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.
The White House Inn

The White House Inn

3.5 out of 5
Price was $1,178, price is now $847 per person
$847
per person
Dec 20 - Dec 27
found 7 hours 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.
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG

Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG

3.5 out of 5
Price was $692, price is now $503 per person
$503
per person
Jan 19 - Jan 24
found 19 hours ago
Roundtrip non-stop flight included
Austin (AUS) to Albany (ALB)
Stay at this 3.5-star family-friendly 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.
The Wiltwyck

The Wiltwyck

3.5 out of 5
Price was $926, price is now $707 per person
$707
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.

Bennington Vacation Packages 3-4 Night Stays

Price found within the past 48 hours. Click for updated prices.
The White House Inn

The White House Inn

3.5 out of 5
Price was $500, price is now $404 per person
$404
per person
Dec 12 - Dec 15
found 20 hours ago
Roundtrip non-stop flight included
Fort Lauderdale (FLL) to Albany (ALB)
The Equinox Golf Resort & Spa

The Equinox Golf Resort & Spa

4.5 out of 5
Save 100% on your flight
Price was $1,262, price is now $823 per person
$823
per person
Dec 24 - Dec 28
found 1 day ago
Roundtrip flight included
Fort Lauderdale (FLL) to Albany (ALB)
Prospect Berkshires

Prospect Berkshires

3 out of 5
Price was $1,281, price is now $1,005 per person
$1,005
per person
Dec 23 - Dec 26
found 10 hours ago
Roundtrip non-stop flight included
Austin (AUS) to Albany (ALB)
The Landing Hotel at Rivers Casino & Resort

The Landing Hotel at Rivers Casino & Resort

4 out of 5
Stockade Historic District
Price was $671, price is now $533 per person
$533
per person
Dec 24 - Dec 28
found 1 day ago
Roundtrip flight included
Fort Lauderdale (FLL) to Albany (ALB)

Bennington Vacation Packages 5-7 Night Stays

Price found within the past 48 hours. Click for updated prices.
Vacation Village in the Berkshires

Vacation Village in the Berkshires

3 out of 5
Price was $802, price is now $570 per person
$570
per person
Jan 19 - Jan 24
found 19 hours ago
Roundtrip non-stop flight included
Austin (AUS) to Albany (ALB)
Prospect Berkshires

Prospect Berkshires

3 out of 5
Save 100% on your flight
Price was $1,316, price is now $768 per person
$768
per person
Jan 19 - Jan 24
found 19 hours ago
Roundtrip non-stop flight included
Austin (AUS) to Albany (ALB)
The Equinox Golf Resort & Spa

The Equinox Golf Resort & Spa

4.5 out of 5
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 7 hours ago
Roundtrip flight included
Dallas (DFW) to Albany (ALB)
Brook Bound Inn

Brook Bound Inn

2 out of 5
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 7 hours ago
Roundtrip flight included
Dallas (DFW) to Albany (ALB)

Top Flight Deals

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

American Airlines
Wed, Jan 14 - Wed, Jan 28
CLT
Charlotte-Douglas Intl.
ALB
Albany Intl.
$179 Roundtrip, found 21 hours ago
$179
Roundtrip
found 21 hours ago
Select American Airlines flight, departing Wed, Jan 14 from Charlotte-Douglas Intl. to Albany Intl., returning Wed, Jan 28, priced at $179 found 21 hours ago
JetBlue Airways
Tue, Feb 3 - Mon, Feb 9
ATL
Hartsfield-Jackson Atlanta Intl.
ALB
Albany Intl.
$255 Roundtrip, found 20 hours ago
$255
Roundtrip
found 20 hours ago
Select JetBlue Airways flight, departing Tue, Feb 3 from Hartsfield-Jackson Atlanta Intl. to Albany Intl., returning Mon, Feb 9, priced at $255 found 20 hours ago
Delta
Wed, Feb 4 - Tue, Feb 17
DEN
Denver Intl.
ALB
Albany Intl.
$329 Roundtrip, found 14 hours ago
$329
Roundtrip
found 14 hours ago
Select Delta flight, departing Wed, Feb 4 from Denver Intl. to Albany Intl., returning Tue, Feb 17, priced at $329 found 14 hours ago
United
Thu, Dec 25 - Wed, Dec 31
PHX
Sky Harbor Intl.
ALB
Albany Intl.
$356 Roundtrip, found 4 hours ago
$356
Roundtrip
found 4 hours ago
Select United flight, departing Thu, Dec 25 from Sky Harbor Intl. to Albany Intl., returning Wed, Dec 31, priced at $356 found 4 hours ago