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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.
The Landing Hotel at Rivers Casino & Resort

The Landing Hotel at Rivers Casino & Resort

4 out of 5
Price was $625, price is now $483 per person
$483
per person
May 8 - May 11
found 1 day ago
Roundtrip flight included
Orlando (MCO) to Albany (ALB)
Book a stay at this business-friendly hotel in Schenectady. Enjoy free WiFi, free parking, and 5 restaurants. Our guests praise the helpful staff and the property condition in our reviews. Popular attractions Rivers Casino & Resort and Schenectady City Hall are located nearby.
Hampton Inn Albany-Wolf Road (Airport)

Hampton Inn Albany-Wolf Road (Airport)

2.5 out of 5
Save 100% on your flight
Price was $889, price is now $642 per person
$642
per person
May 14 - May 19
found 20 hours ago
Roundtrip 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.
Hyatt Place Albany/Downtown

Hyatt Place Albany/Downtown

3 out of 5
Save 100% on your flight
Price was $1,140, price is now $862 per person
$862
per person
May 14 - May 19
found 20 hours ago
Roundtrip 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.
Marriott Albany

Marriott Albany

3.5 out of 5
Price was $834, price is now $647 per person
$647
per person
May 14 - May 19
found 20 hours ago
Roundtrip 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.
Hilton Albany

Hilton Albany

3.5 out of 5
Price was $837, price is now $669 per person
$669
per person
May 14 - May 19
found 20 hours ago
Roundtrip flight included
Orlando (MCO) to Albany (ALB)
Book a stay at this business-friendly hotel in Albany. Enjoy free WiFi, 2 restaurants, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions MVP Arena and Colonie Center Mall are located nearby.
Prospect Berkshires

Prospect Berkshires

3 out of 5
Price was $1,411, price is now $1,134 per person
$1,134
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.
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
Price was $5,914, price is now $4,793 per person
$4,793
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.
The Clocktower Hotel Latham - North Albany, an Ascend Collection Hotel

The Clocktower Hotel Latham - North Albany, an Ascend Collection Hotel

2.5 out of 5
Price was $769, price is now $639 per person
$639
per person
May 14 - May 19
found 20 hours ago
Roundtrip flight included
Orlando (MCO) to Albany (ALB)
Book a stay at this business-friendly hotel in Cohoes. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Colonie Center Mall and Latham Farms are located nearby.

The Berkshires Vacation Packages 3-4 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
Nothside
Price was $625, price is now $483 per person
$483
per person
May 8 - May 11
found 1 day ago
Roundtrip flight included
Orlando (MCO) to Albany (ALB)
Prospect Berkshires

Prospect Berkshires

3 out of 5
Price was $1,411, price is now $1,134 per person
$1,134
per person
Apr 10 - Apr 13
found 1 day ago
Roundtrip non-stop flight included
Orlando (MCO) to Albany (ALB)
The Cornell Inn, Lenox & The Berkshires

The Cornell Inn, Lenox & The Berkshires

3.5 out of 5
Price was $1,070, price is now $892 per person
$892
per person
Apr 10 - Apr 13
found 1 day ago
Roundtrip non-stop flight included
Orlando (MCO) to Albany (ALB)
Hilton Albany

Hilton Albany

3.5 out of 5
Downtown Albany
Price was $739, price is now $624 per person
$624
per person
May 8 - May 11
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.
Hampton Inn Albany-Wolf Road (Airport)

Hampton Inn Albany-Wolf Road (Airport)

2.5 out of 5
Save 100% on your flight
Price was $889, price is now $642 per person
$642
per person
May 14 - May 19
found 20 hours ago
Roundtrip 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 $1,140, price is now $862 per person
$862
per person
May 14 - May 19
found 20 hours ago
Roundtrip flight included
Orlando (MCO) to Albany (ALB)
Marriott Albany

Marriott Albany

3.5 out of 5
Price was $834, price is now $647 per person
$647
per person
May 14 - May 19
found 20 hours ago
Roundtrip flight included
Orlando (MCO) to Albany (ALB)
Hilton Albany

Hilton Albany

3.5 out of 5
Downtown Albany
Price was $837, price is now $669 per person
$669
per person
May 14 - May 19
found 20 hours ago
Roundtrip 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
Fri, May 1 - Mon, May 18
ATL
Hartsfield-Jackson Atlanta Intl.
BDL
Bradley Intl.
$78 Roundtrip, found 19 hours ago
$78
Roundtrip
found 19 hours ago
Select Frontier Airlines flight, departing Fri, May 1 from Hartsfield-Jackson Atlanta Intl. to Bradley Intl., returning Mon, May 18, priced at $78 found 19 hours ago
Frontier Airlines
Thu, Mar 26 - Mon, Mar 30
MCO
Orlando Intl.
BDL
Bradley Intl.
$88 Roundtrip, found 5 hours ago
$88
Roundtrip
found 5 hours ago
Select Frontier Airlines flight, departing Thu, Mar 26 from Orlando Intl. to Bradley Intl., returning Mon, Mar 30, priced at $88 found 5 hours ago
Breeze Airways
Wed, Sep 2 - Wed, Sep 9
TPA
Tampa Intl.
BDL
Bradley Intl.
$122 Roundtrip, found 13 hours ago
$122
Roundtrip
found 13 hours ago
Select Breeze Airways flight, departing Wed, Sep 2 from Tampa Intl. to Bradley Intl., returning Wed, Sep 9, priced at $122 found 13 hours ago
Frontier Airlines
Wed, May 6 - Fri, May 8
DEN
Denver Intl.
BDL
Bradley Intl.
$190 Roundtrip, found 1 day ago
$190
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Wed, May 6 from Denver Intl. to Bradley Intl., returning Fri, May 8, priced at $190 found 1 day ago