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The Berkshires Vacation Packages

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The Berkshires Flight + Hotel Packages

Price found within the past 48 hours. Click for updated prices.
Marriott Albany

Marriott Albany

3.5 out of 5
Price was $447, price is now $347 per person
$347
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 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 Crossgates Mall are located nearby.
Prospect Berkshires

Prospect Berkshires

3 out of 5
Save 100% on your flight
Price was $988, price is now $580 per person
$580
per person
Jan 16 - Jan 19
found 9 hours ago
Roundtrip flight included
Tampa (TPA) 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.
The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood

The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood

4.5 out of 5
Save 100% on your flight
Price was $829, price is now $492 per person
$492
per person
Jan 16 - Jan 19
found 9 hours ago
Roundtrip flight included
Tampa (TPA) 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.
Pocketbook Hotel and Bath

Pocketbook Hotel and Bath

2 out of 5
Save 100% on your flight
Price was $815, price is now $556 per person
$556
per person
Jan 16 - Jan 19
found 9 hours ago
Roundtrip flight included
Tampa (TPA) to Albany (ALB)
Book a stay at this spa hotel in Hudson. Enjoy free WiFi, a full-service spa, and a 24-hour front desk. Popular attractions Hudson Area Library and Stoddard Corner are located nearby.
The Cornell Inn, Lenox & The Berkshires

The Cornell Inn, Lenox & The Berkshires

3.5 out of 5
Save 100% on your flight
Price was $968, price is now $660 per person
$660
per person
Dec 27 - Dec 31
found 1 day ago
Roundtrip flight included
Orlando (MCO) to Albany (ALB)
Stay at this B&B in Lenox. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the comfy rooms in our reviews. Popular attractions The Bookstore and Lenox Library are located nearby.
Wilder House Berkshires

Wilder House Berkshires

2 out of 5
Save 100% on your flight
Price was $734, price is now $530 per person
$530
per person
Jan 16 - Jan 19
found 9 hours ago
Roundtrip flight included
Tampa (TPA) to Albany (ALB)
Stay at this B&B in Sheffield. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Thom Reed UFO Monument Park and Lime Kiln Farm Wildlife Sanctuary are located nearby.
The White House Inn

The White House Inn

3.5 out of 5
Save 100% on your flight
Price was $989, price is now $732 per person
$732
per person
Dec 27 - Jan 3
found 24 hours ago
Roundtrip flight included
Fort Lauderdale (FLL) to Albany (ALB)
Stay at this 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.
Pondfront Gem Minutes From Hudsons Best Shops & Cafes The Stillwater House

Pondfront Gem Minutes From Hudsons Best Shops & Cafes The Stillwater House

3 out of 5
Save 100% on your flight
Price was $1,012, price is now $791 per person
$791
per person
Jan 16 - Jan 19
found 9 hours ago
Roundtrip flight included
Tampa (TPA) to Albany (ALB)
Book a stay at this business-friendly cottage in Ghent. Enjoy free parking, in-room washers/dryers, and in-room fireplaces. Popular attractions High Falls Trail and Hudson Chatham Winery are located nearby.

The Berkshires Vacation Packages 3-4 Night Stays

Price found within the past 48 hours. Click for updated prices.
The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood

The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood

4.5 out of 5
Save 100% on your flight
Price was $829, price is now $492 per person
$492
per person
Jan 16 - Jan 19
found 9 hours ago
Roundtrip flight included
Tampa (TPA) to Albany (ALB)
Prospect Berkshires

Prospect Berkshires

3 out of 5
Save 100% on your flight
Price was $988, price is now $580 per person
$580
per person
Jan 16 - Jan 19
found 9 hours ago
Roundtrip flight included
Tampa (TPA) to Albany (ALB)
Pocketbook Hotel and Bath

Pocketbook Hotel and Bath

2 out of 5
Save 100% on your flight
Price was $815, price is now $556 per person
$556
per person
Jan 16 - Jan 19
found 9 hours ago
Roundtrip flight included
Tampa (TPA) to Albany (ALB)
The Cornell Inn, Lenox & The Berkshires

The Cornell Inn, Lenox & The Berkshires

3.5 out of 5
Save 100% on your flight
Price was $968, price is now $660 per person
$660
per person
Dec 27 - Dec 31
found 1 day ago
Roundtrip flight included
Orlando (MCO) to Albany (ALB)

The Berkshires Vacation Packages 5-7 Night Stays

Price found within the past 48 hours. Click for updated prices.
The Landing Hotel at Rivers Casino & Resort

The Landing Hotel at Rivers Casino & Resort

4 out of 5
Stockade Historic District
Price was $926, price is now $708 per person
$708
per person
Dec 23 - Dec 30
found 1 day ago
Roundtrip flight included
Orlando (MCO) 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 $1,979, price is now $1,325 per person
$1,325
per person
Dec 27 - Jan 3
found 24 hours ago
Roundtrip flight included
Fort Lauderdale (FLL) to Albany (ALB)
The White House Inn

The White House Inn

3.5 out of 5
Save 100% on your flight
Price was $989, price is now $732 per person
$732
per person
Dec 27 - Jan 3
found 24 hours ago
Roundtrip flight included
Fort Lauderdale (FLL) to Albany (ALB)
South Shire

South Shire

4 out of 5
Save 100% on your flight
Price was $1,148, price is now $889 per person
$889
per person
Dec 27 - Jan 3
found 24 hours ago
Roundtrip flight included
Fort Lauderdale (FLL) to Albany (ALB)

Top Flight Deals

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

Frontier Airlines
Thu, Jan 29 - Sat, Feb 7
MCO
Orlando Intl.
BDL
Bradley Intl.
$68 Roundtrip, found 1 day ago
$68
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Thu, Jan 29 from Orlando Intl. to Bradley Intl., returning Sat, Feb 7, priced at $68 found 1 day ago
Frontier Airlines
Fri, Dec 12 - Sun, Dec 14
ATL
Hartsfield-Jackson Atlanta Intl.
BDL
Bradley Intl.
$121 Roundtrip, found 2 hours ago
$121
Roundtrip
found 2 hours ago
Select Frontier Airlines flight, departing Fri, Dec 12 from Hartsfield-Jackson Atlanta Intl. to Bradley Intl., returning Sun, Dec 14, priced at $121 found 2 hours ago
Breeze Airways
Thu, Jan 22 - Thu, Jan 29
TPA
Tampa Intl.
BDL
Bradley Intl.
$144 Roundtrip, found 20 hours ago
$144
Roundtrip
found 20 hours ago
Select Breeze Airways flight, departing Thu, Jan 22 from Tampa Intl. to Bradley Intl., returning Thu, Jan 29, priced at $144 found 20 hours ago
JetBlue Airways
Fri, Dec 12 - Sat, Dec 13
FLL
Fort Lauderdale - Hollywood Intl.
BDL
Bradley Intl.
$148 Roundtrip, found 6 days ago
$148
Roundtrip
found 6 days ago
Select JetBlue Airways flight, departing Fri, Dec 12 from Fort Lauderdale - Hollywood Intl. to Bradley Intl., returning Sat, Dec 13, priced at $148 found 6 days ago