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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.
Albany Plaza Hotel

Albany Plaza Hotel

2 out of 5
Price was $714, price is now $517 per person
$517
per person
Nov 29 - Dec 3
found 1 day ago
Roundtrip flight included
New York (NYC) to Albany (ALB)
Stay at this hotel in Albany. Enjoy free breakfast, free WiFi, and free parking. Popular attractions MVP Arena and Colonie Center Mall are located nearby.

South Shire

South Shire

4 out of 5
Save 100% on your flight
Price was $1,016, price is now $751 per person
$751
per person
Dec 29 - Jan 3
found 1 day ago
Roundtrip flight included
New York (NYC) to Albany (ALB)
Stay at this B&B 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.
Lovely place. Great room. Nice breakfast. Convenient to nearby restaurants.

Reviewed on Oct 21, 2026

Hampton Inn Clifton Park

Hampton Inn Clifton Park

2.5 out of 5
Price was $809, price is now $623 per person
$623
per person
Nov 29 - Dec 3
found 1 day ago
Roundtrip flight included
New York (NYC) to Albany (ALB)
Book a stay at this business-friendly hotel in Clifton Park. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Regal Clifton Park and Wicked Eatery Pub & Entertainment are located nearby.
Great place to stay. Very welcoming and clean. Staff went out of their way to be helpful.

Reviewed on Oct 24, 2026

Fairfield Inn & Suites Albany East Greenbush

Fairfield Inn & Suites Albany East Greenbush

3 out of 5
Price was $839, price is now $654 per person
$654
per person
Nov 29 - Dec 3
found 1 day ago
Roundtrip flight included
New York (NYC) to Albany (ALB)
Book a stay at this business-friendly hotel in East Greenbush. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions MVP Arena and Palace Theater are located nearby.
Small but clean room. Good parking.

Reviewed on Oct 18, 2026

Hilton Garden Inn Albany Airport

Hilton Garden Inn Albany Airport

3 out of 5
Price was $856, price is now $669 per person
$669
per person
Nov 29 - Dec 3
found 1 day ago
Roundtrip flight included
New York (NYC) to Albany (ALB)
Book a stay at this business-friendly hotel in Albany. Enjoy free WiFi, breakfast (surcharge), and a free airport shuttle. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Colonie Center Mall and Afrim’s Sports Park are located nearby.
No thanks

Reviewed on Oct 24, 2026

SpringHill Suites by Marriott Albany-Colonie

SpringHill Suites by Marriott Albany-Colonie

3 out of 5
Price was $843, price is now $662 per person
$662
per person
Nov 29 - Dec 3
found 1 day ago
Roundtrip flight included
New York (NYC) 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 Palace Theater are located nearby.

Courtyard by Marriott Albany Clifton Park

Courtyard by Marriott Albany Clifton Park

3 out of 5
Price was $852, price is now $673 per person
$673
per person
Nov 29 - Dec 3
found 1 day ago
Roundtrip flight included
New York (NYC) to Albany (ALB)
Book a stay at this business-friendly hotel in Clifton Park. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. Popular attractions Regal Clifton Park and Impact Athletic Center are located nearby.

Hyatt House Schenectady / Mohawk Harbor

Hyatt House Schenectady / Mohawk Harbor

3 out of 5
Price was $894, price is now $706 per person
$706
per person
Nov 29 - Dec 3
found 1 day ago
Roundtrip flight included
New York (NYC) 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.
Great place. Will definitely stay again.

Reviewed on Oct 22, 2026

The Berkshires Vacation Packages 3-4 Night Stays

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

Albany Plaza Hotel

2 out of 5
West End
Price was $714, price is now $517 per person
$517
per person
Nov 29 - Dec 3
found 1 day ago
Roundtrip flight included
New York (NYC) to Albany (ALB)
Hampton Inn Clifton Park

Hampton Inn Clifton Park

2.5 out of 5
Price was $809, price is now $623 per person
$623
per person
Nov 29 - Dec 3
found 1 day ago
Roundtrip flight included
New York (NYC) to Albany (ALB)
Fairfield Inn & Suites Albany East Greenbush

Fairfield Inn & Suites Albany East Greenbush

3 out of 5
Price was $839, price is now $654 per person
$654
per person
Nov 29 - Dec 3
found 1 day ago
Roundtrip flight included
New York (NYC) to Albany (ALB)
Hilton Garden Inn Albany Airport

Hilton Garden Inn Albany Airport

3 out of 5
Price was $856, price is now $669 per person
$669
per person
Nov 29 - Dec 3
found 1 day ago
Roundtrip flight included
New York (NYC) to Albany (ALB)

The Berkshires Vacation Packages 5-7 Night Stays

Price found within the past 48 hours. Click for updated prices.
Country Inn & Suites by Radisson, Downtown Albany New York

Country Inn & Suites by Radisson, Downtown Albany New York

2.5 out of 5
Downtown Albany
Price was $574, price is now $477 per person
$477
per person
Dec 29 - Jan 3
found 1 day ago
Roundtrip flight included
New York (NYC) to Albany (ALB)
South Shire

South Shire

4 out of 5
Save 100% on your flight
Price was $1,016, price is now $751 per person
$751
per person
Dec 29 - Jan 3
found 1 day ago
Roundtrip flight included
New York (NYC) to Albany (ALB)
The Stockade Inn

The Stockade Inn

2 out of 5
Stockade Historic District
Price was $855, price is now $720 per person
$720
per person
Dec 29 - Jan 3
found 1 day ago
Roundtrip flight included
New York (NYC) to Albany (ALB)
Tru By Hilton Albany Airport, NY

Tru By Hilton Albany Airport, NY

2.5 out of 5
Price was $672, price is now $574 per person
$574
per person
Dec 27 - Jan 2
found 19 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.

Breeze Airways
Thu, Nov 12 - Mon, Nov 16
MCO
Orlando Intl.
BDL
Bradley Intl.
$157 Roundtrip, found 3 hours ago
$157
Roundtrip
found 3 hours ago
Select Breeze Airways flight, departing Thu, Nov 12 from Orlando Intl. to Bradley Intl., returning Mon, Nov 16, priced at $157 found 3 hours ago
Breeze Airways
Thu, Nov 12 - Mon, Nov 16
FLL
Fort Lauderdale - Hollywood Intl.
BDL
Bradley Intl.
$174 Roundtrip, found 1 hour ago
$174
Roundtrip
found 1 hour ago
Select Breeze Airways flight, departing Thu, Nov 12 from Fort Lauderdale - Hollywood Intl. to Bradley Intl., returning Mon, Nov 16, priced at $174 found 1 hour ago
Frontier Airlines
Fri, Nov 13 - Mon, Nov 16
SJU
Luis Munoz Marin Intl.
BDL
Bradley Intl.
$182 Roundtrip, found 2 days ago
$182
Roundtrip
found 2 days ago
Select Frontier Airlines flight, departing Fri, Nov 13 from Luis Munoz Marin Intl. to Bradley Intl., returning Mon, Nov 16, priced at $182 found 2 days ago
Breeze Airways
Wed, Jan 27 - Mon, Feb 1
TPA
Tampa Intl.
BDL
Bradley Intl.
$202 Roundtrip, found 2 hours ago
$202
Roundtrip
found 2 hours ago
Select Breeze Airways flight, departing Wed, Jan 27 from Tampa Intl. to Bradley Intl., returning Mon, Feb 1, priced at $202 found 2 hours ago