Search Deals onBennington Vacation Packages
Bennington Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.
Vacation Village in the Berkshires
Save 100% on your flight
Price was $431, price is now $288 per person
$288
per person
Feb 12 - Feb 15
found 4 hours ago
Roundtrip flight included
Fort Lauderdale (FLL) to Albany (ALB)
Book a stay at this 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 Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood
Save 100% on your flight
Price was $819, price is now $493 per person
$493
per person
Jan 5 - Jan 8
found 1 day ago
Roundtrip non-stop flight included
Orlando (MCO) to Albany (ALB)
Book a stay at this luxury B&B in Stockbridge. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Chesterwood and Norman Rockwell Museum are located nearby.
Prospect Berkshires
Save 100% on your flight
Price was $770, price is now $489 per person
$489
per person
Jan 5 - Jan 8
found 1 day ago
Roundtrip non-stop flight included
Orlando (MCO) to Albany (ALB)
Stay at this 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.
Gedney Farm
Price was $565, price is now $367 per person
$367
per person
Jan 5 - Jan 8
found 1 day ago
Roundtrip non-stop flight included
Orlando (MCO) to Albany (ALB)
Stay at this hotel in Great Barrington. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Questing and New Marlborough Town Library are located nearby.
The Equinox Golf Resort & Spa
Save 100% on your flight
Price was $792, price is now $517 per person
$517
per person
Jan 15 - Jan 18
found 1 day ago
Roundtrip non-stop flight included
Fort Lauderdale (FLL) to Albany (ALB)
Book a stay at this luxury hotel in Manchester. Enjoy free parking, an outdoor pool, and a full-service spa. Popular attractions Golf Club at Equinox and American Museum of Fly Fishing are located nearby.
South Shire
Save 100% on your flight
Price was $555, price is now $400 per person
$400
per person
Jan 15 - Jan 18
found 1 day ago
Roundtrip non-stop flight included
Fort Lauderdale (FLL) to Albany (ALB)
Stay at this inn 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.
The Brooks Motel
Price was $526, price is now $390 per person
$390
per person
Jan 5 - Jan 8
found 1 day ago
Roundtrip non-stop flight included
Orlando (MCO) to Albany (ALB)
Stay at this motel in Hillsdale. Enjoy free WiFi, free parking, and premium bedding. Popular attractions Catamount Aerial Adventure Park and Community Library are located nearby.
Kimpton Taconic Hotel by IHG
Save 100% on your flight
Price was $865, price is now $678 per person
$678
per person
Feb 12 - Feb 15
found 4 hours ago
Roundtrip flight included
Fort Lauderdale (FLL) to Albany (ALB)
Book a stay at this golf hotel in Manchester. Enjoy an outdoor pool, breakfast (surcharge), and room service. Our guests praise the helpful staff in our reviews. Popular attractions Golf Club at Equinox and American Museum of Fly Fishing are located nearby.
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.
Fri, Jan 9 - Mon, Jan 12
FLL
Fort Lauderdale - Hollywood Intl.
ALB
Albany Intl.
$162 Roundtrip, found 18 hours ago
$162
Roundtrip
found 18 hours ago
Wed, Jan 14 - Wed, Jan 28
CLT
Charlotte-Douglas Intl.
ALB
Albany Intl.
$179 Roundtrip, found 14 hours ago
$179
Roundtrip
found 14 hours ago
Sat, Feb 7 - Tue, Feb 17
DEN
Denver Intl.
ALB
Albany Intl.
$241 Roundtrip, found 6 hours ago
$241
Roundtrip
found 6 hours ago
Wed, Dec 10 - Tue, Jan 20
TPA
Tampa Intl.
ALB
Albany Intl.
$280 Roundtrip, found 3 days ago
$280
Roundtrip
found 3 days ago
Discover Other Travel Deals
- Prospect Mountain Cross-Country Ski Center Vacations
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