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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.
Hotel Vervana, Trademark Collection by Wyndham

Hotel Vervana, Trademark Collection by Wyndham

2.5 out of 5
Price was $512, price is now $443 per person
$443
per person
Jan 27 - Jan 30
found 1 day ago
Roundtrip flight included
Orlando (MCO) to Albany (ALB)
Book a stay at this ski hotel in Bennington. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Bennington Museum and Fiddlehead at Four Corners are located nearby.
No electric in bathroom, even light switch is outside of it. Shower has glass door so you can not reach shower unless standing in shower itself, therefore when you turn it on you are sprayed with cold water. If you have a child you have to get in shower to turn it on for them.

Reviewed on Nov 10, 2026

Saratoga Casino Hotel

Saratoga Casino Hotel

4 out of 5
Price was $679, price is now $561 per person
$561
per person
Dec 17 - Dec 20
found 14 hours ago
Roundtrip non-stop flight included
New York (JFK) to Albany (ALB)
Stay at this hotel in Saratoga Springs. Enjoy free WiFi, free parking, and a casino. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Saratoga Racetrack and Saratoga Performing Arts Center are located nearby.

Hyatt House Schenectady / Mohawk Harbor

Hyatt House Schenectady / Mohawk Harbor

3 out of 5
Price was $890, price is now $775 per person
$775
per person
Dec 27 - Jan 2
found 1 day ago
Roundtrip non-stop flight included
Orlando (MCO) to Albany (ALB)
Stay at this hotel in Schenectady. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Rivers Casino & Resort and Schenectady City Hall are located nearby.

Valley Craft Ales

Valley Craft Ales

2 out of 5
Price was $508, price is now $452 per person
$452
per person
Jan 27 - Jan 30
found 1 day ago
Roundtrip flight included
Orlando (MCO) to Albany (ALB)
Stay at this lodge in Wilmington. Enjoy free WiFi, free parking, and a fireplace in the lobby. Popular attractions South Main Street and Jim McGrath Gallery and Studio are located nearby.

Marriott Albany

Marriott Albany

3.5 out of 5
Price was $921, price is now $820 per person
$820
per person
Dec 27 - Jan 2
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 Palace Theater are located nearby.

The Equinox Golf Resort And Spa

The Equinox Golf Resort And Spa

4.5 out of 5
Price was $586, price is now $523 per person
$523
per person
Jan 27 - Jan 30
found 1 day ago
Roundtrip 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.
Very unique property with a feel like home feel Good breakfast .

Reviewed on Nov 10, 2026

Weathervane Motel

Weathervane Motel

2 out of 5
Price was $685, price is now $611 per person
$611
per person
Jan 4 - Jan 9
found 1 day ago
Roundtrip non-stop flight included
Raleigh (RDU) to Albany (ALB)
Stay at this motel in Manchester Center. Enjoy free WiFi, daily housekeeping, and satellite TV channels. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Hildene and Equinox Preservation Trust are located nearby.

Super 8 by Wyndham Latham/Albany Airport

Super 8 by Wyndham Latham/Albany Airport

2 out of 5
Price was $669, price is now $598 per person
$598
per person
Dec 27 - Jan 2
found 1 day ago
Roundtrip non-stop flight included
Orlando (MCO) to Albany (ALB)
Book a stay at this business-friendly hotel in Latham. 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 Latham Farms are located nearby.

The Berkshires Vacation Packages 3-4 Night Stays

Price found within the past 48 hours. Click for updated prices.
Hotel Vervana, Trademark Collection by Wyndham

Hotel Vervana, Trademark Collection by Wyndham

2.5 out of 5
Price was $512, price is now $443 per person
$443
per person
Jan 27 - Jan 30
found 1 day ago
Roundtrip flight included
Orlando (MCO) to Albany (ALB)
Saratoga Casino Hotel

Saratoga Casino Hotel

4 out of 5
Price was $679, price is now $561 per person
$561
per person
Dec 17 - Dec 20
found 14 hours ago
Roundtrip non-stop flight included
New York (JFK) to Albany (ALB)
Hyatt House Schenectady / Mohawk Harbor

Hyatt House Schenectady / Mohawk Harbor

3 out of 5
Nothside
Price was $521, price is now $459 per person
$459
per person
Jan 27 - Jan 30
found 1 day ago
Roundtrip flight included
Orlando (MCO) to Albany (ALB)
Marriott Albany

Marriott Albany

3.5 out of 5
Price was $673, price is now $596 per person
$596
per person
Dec 17 - Dec 21
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.
Weathervane Motel

Weathervane Motel

2 out of 5
Price was $685, price is now $611 per person
$611
per person
Jan 4 - Jan 9
found 1 day ago
Roundtrip non-stop flight included
Raleigh (RDU) to Albany (ALB)
Brook Bound Inn

Brook Bound Inn

2 out of 5
Price was $1,197, price is now $975 per person
$975
per person
Jan 4 - Jan 9
found 1 day ago
Roundtrip non-stop flight included
Raleigh (RDU) to Albany (ALB)
Hyatt House Schenectady / Mohawk Harbor

Hyatt House Schenectady / Mohawk Harbor

3 out of 5
Nothside
Price was $890, price is now $775 per person
$775
per person
Dec 27 - Jan 2
found 1 day ago
Roundtrip non-stop flight included
Orlando (MCO) to Albany (ALB)
Marriott Albany

Marriott Albany

3.5 out of 5
Price was $921, price is now $820 per person
$820
per person
Dec 27 - Jan 2
found 1 day 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
Sat, Dec 5 - Sat, Dec 12
MCO
Orlando Intl.
BDL
Bradley Intl.
$168 Roundtrip, found 2 hours ago
$168
Roundtrip
found 2 hours ago
Select Frontier Airlines flight, departing Sat, Dec 5 from Orlando Intl. to Bradley Intl., returning Sat, Dec 12, priced at $168 found 2 hours ago
Frontier Airlines
Thu, Dec 3 - Mon, Dec 7
SJU
Luis Munoz Marin Intl.
BDL
Bradley Intl.
$168 Roundtrip, just found
$168
Roundtrip
just found
Select Frontier Airlines flight, departing Thu, Dec 3 from Luis Munoz Marin Intl. to Bradley Intl., returning Mon, Dec 7, priced at $168 just found
Breeze Airways
Sat, Dec 5 - Tue, Dec 8
TPA
Tampa Intl.
BDL
Bradley Intl.
$190 Roundtrip, found 2 hours ago
$190
Roundtrip
found 2 hours ago
Select Breeze Airways flight, departing Sat, Dec 5 from Tampa Intl. to Bradley Intl., returning Tue, Dec 8, priced at $190 found 2 hours ago
Bargain Flight
Wed, Jan 13 - Sat, Jan 23
CLT
Charlotte-Douglas Intl.
BDL
Bradley Intl.
$209 Roundtrip, found 13 hours ago
$209
Roundtrip
found 13 hours ago
Select Bargain Flight flight, departing Wed, Jan 13 from Charlotte-Douglas Intl. to Bradley Intl., returning Sat, Jan 23, priced at $209 found 13 hours ago