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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.
Hampton Inn Albany-Wolf Road (Airport)

Hampton Inn Albany-Wolf Road (Airport)

2.5 out of 5
Price was $652, price is now $531 per person
$531
per person
Apr 15 - Apr 20
found 1 day ago
Roundtrip non-stop flight included
Orlando (MCO) 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 MVP Arena are located nearby.
Sleeps 40 Heated Pool Hot Tub Fire Pit Game Room Brookside Mountain Retreat by Avantstay

Sleeps 40 Heated Pool Hot Tub Fire Pit Game Room Brookside Mountain Retreat by Avantstay

3 out of 5
Save 100% on your flight
Price was $5,765, price is now $4,182 per person
$4,182
per person
Apr 15 - Apr 20
found 1 day ago
Roundtrip non-stop flight included
Orlando (MCO) to Albany (ALB)
Stay at this cottage in Stephentown. Enjoy free parking, volleyball on site, and a pool table. Popular attractions Jiminy Peak Mountain Resort and Zema's Nursery are located nearby.
Marriott Albany

Marriott Albany

3.5 out of 5
Save 100% on your flight
Price was $989, price is now $761 per person
$761
per person
Apr 15 - Apr 20
found 1 day ago
Roundtrip non-stop flight included
Orlando (MCO) 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 MVP Arena are located nearby.
The Cornell Inn, Lenox & The Berkshires

The Cornell Inn, Lenox & The Berkshires

3.5 out of 5
Price was $1,073, price is now $830 per person
$830
per person
Apr 10 - Apr 13
found 1 day ago
Roundtrip non-stop 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 Tanglewood Music Center and The Bookstore are located nearby.
Hyatt Place Albany/Downtown

Hyatt Place Albany/Downtown

3 out of 5
Save 100% on your flight
Price was $1,113, price is now $868 per person
$868
per person
Apr 15 - Apr 20
found 1 day ago
Roundtrip non-stop flight included
Orlando (MCO) to Albany (ALB)
Book a stay at this business-friendly hotel in Albany. Enjoy free breakfast, free WiFi, and a 24-hour fitness center. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions MVP Arena and Colonie Center Mall are located nearby.
The Equinox Golf Resort & Spa

The Equinox Golf Resort & Spa

4.5 out of 5
Price was $1,450, price is now $1,139 per person
$1,139
per person
May 25 - Jun 1
found 9 hours ago
Roundtrip non-stop flight included
Orlando (MCO) 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.
Prospect Berkshires

Prospect Berkshires

3 out of 5
Price was $1,330, price is now $1,054 per person
$1,054
per person
Apr 10 - Apr 13
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.
Best Western Plus Franklin Square Inn Troy/Albany

Best Western Plus Franklin Square Inn Troy/Albany

2.5 out of 5
Price was $762, price is now $611 per person
$611
per person
Apr 15 - Apr 20
found 1 day ago
Roundtrip non-stop flight included
Orlando (MCO) to Albany (ALB)
Stay at this hotel in Troy. Enjoy free breakfast, free parking, and a 24-hour fitness center. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Arts Center of the Capital Region and Troy Waterfront Farmers' Market are located nearby.

The Berkshires Vacation Packages 3-4 Night Stays

Price found within the past 48 hours. Click for updated prices.
The Cornell Inn, Lenox & The Berkshires

The Cornell Inn, Lenox & The Berkshires

3.5 out of 5
Price was $1,073, price is now $830 per person
$830
per person
Apr 10 - Apr 13
found 1 day ago
Roundtrip non-stop flight included
Orlando (MCO) to Albany (ALB)
Prospect Berkshires

Prospect Berkshires

3 out of 5
Price was $1,330, price is now $1,054 per person
$1,054
per person
Apr 10 - Apr 13
found 1 day ago
Roundtrip non-stop flight included
Orlando (MCO) to Albany (ALB)
Gedney Farm

Gedney Farm

3.5 out of 5
Price was $1,042, price is now $851 per person
$851
per person
Apr 10 - Apr 13
found 1 day ago
Roundtrip non-stop flight included
Orlando (MCO) to Albany (ALB)
Secluded Estate Optional Guest House, Pond, Playroom, Gym & Theater Sunny Pond by Avantstay

Secluded Estate Optional Guest House, Pond, Playroom, Gym & Theater Sunny Pond by Avantstay

3 out of 5
Price was $3,427, price is now $2,847 per person
$2,847
per person
Apr 10 - Apr 13
found 1 day ago
Roundtrip non-stop 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.
Marriott Albany

Marriott Albany

3.5 out of 5
Save 100% on your flight
Price was $989, price is now $761 per person
$761
per person
Apr 15 - Apr 20
found 1 day ago
Roundtrip non-stop flight included
Orlando (MCO) to Albany (ALB)
Sleeps 40 Heated Pool Hot Tub Fire Pit Game Room Brookside Mountain Retreat by Avantstay

Sleeps 40 Heated Pool Hot Tub Fire Pit Game Room Brookside Mountain Retreat by Avantstay

3 out of 5
Save 100% on your flight
Price was $5,765, price is now $4,182 per person
$4,182
per person
Apr 15 - Apr 20
found 1 day ago
Roundtrip non-stop flight included
Orlando (MCO) to Albany (ALB)
Hyatt Place Albany/Downtown

Hyatt Place Albany/Downtown

3 out of 5
Downtown Albany
Save 100% on your flight
Price was $1,113, price is now $868 per person
$868
per person
Apr 15 - Apr 20
found 1 day ago
Roundtrip non-stop flight included
Orlando (MCO) to Albany (ALB)
The Equinox Golf Resort & Spa

The Equinox Golf Resort & Spa

4.5 out of 5
Manchester Village Historic District
Price was $1,450, price is now $1,139 per person
$1,139
per person
May 25 - Jun 1
found 9 hours ago
Roundtrip non-stop flight included
Orlando (MCO) 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, Apr 9 - Mon, Apr 27
ATL
Hartsfield-Jackson Atlanta Intl.
BDL
Bradley Intl.
$66 Roundtrip, found 1 day ago
$66
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Thu, Apr 9 from Hartsfield-Jackson Atlanta Intl. to Bradley Intl., returning Mon, Apr 27, priced at $66 found 1 day ago
Breeze Airways
Tue, Apr 7 - Mon, Apr 27
MCO
Orlando Intl.
BDL
Bradley Intl.
$96 Roundtrip, found 1 day ago
$96
Roundtrip
found 1 day ago
Select Breeze Airways flight, departing Tue, Apr 7 from Orlando Intl. to Bradley Intl., returning Mon, Apr 27, priced at $96 found 1 day ago
Breeze Airways
Wed, Sep 2 - Wed, Sep 9
TPA
Tampa Intl.
BDL
Bradley Intl.
$122 Roundtrip, found 6 days ago
$122
Roundtrip
found 6 days ago
Select Breeze Airways flight, departing Wed, Sep 2 from Tampa Intl. to Bradley Intl., returning Wed, Sep 9, priced at $122 found 6 days ago
Breeze Airways
Thu, Apr 2 - Sat, Apr 11
MCO
Orlando Intl.
ALB
Albany Intl.
$187 Roundtrip, found 14 hours ago
$187
Roundtrip
found 14 hours ago
Select Breeze Airways flight, departing Thu, Apr 2 from Orlando Intl. to Albany Intl., returning Sat, Apr 11, priced at $187 found 14 hours ago