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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.
Lodges At Cresthaven

Lodges At Cresthaven

4 out of 5
Price was $641, price is now $471 per person
$471
per person
Nov 19 - Nov 22
found 1 day ago
Roundtrip flight included
New York (NYC) to Albany (ALB)
Book a stay at this beach lodge in Lake George. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff in our reviews. Popular attractions Lake George Steamboat Company and Fort William Henry Museum are located nearby.
They have pocket doors on the bathrooms with no locks. The slope of the property was so great that my reasonably healthy wife could not access the beach area. The property is beautiful, but in my opinion it is not well suited for older adults.

Reviewed on Aug 27, 2026

The Ponds at Foxhollow

The Ponds at Foxhollow

3 out of 5
Save 100% on your flight
Price was $956, price is now $695 per person
$695
per person
Oct 22 - Oct 26
found 16 hours ago
Roundtrip flight included
New York (NYC) to Albany (ALB)
Stay at this aparthotel in Lenox. Enjoy free WiFi, free parking, and a fitness center. Popular attractions Tanglewood Music Center and The Mount are located nearby.
It was comfortable and clean. I would return

Reviewed on Aug 28, 2026

Hotel Kinsley

Hotel Kinsley

3.5 out of 5
Price was $1,680, price is now $1,270 per person
$1,270
per person
Sep 30 - Oct 6
found 1 day ago
Roundtrip flight included
New York (NYC) to Albany (ALB)
Book a stay at this business-friendly hotel in Kingston. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Birch Body Care and Volunteer Fireman's Hall and Museum of Kingston are located nearby.
The room was lovely and the staff attentive.

Reviewed on Aug 28, 2026

Saratoga Casino Hotel

Saratoga Casino Hotel

4 out of 5
Price was $803, price is now $608 per person
$608
per person
Oct 17 - Oct 21
found 1 day ago
Roundtrip flight included
New York (NYC) 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 Casino and Saratoga Racetrack are located nearby.
Hotel was wonderful!!!

Reviewed on Aug 28, 2026

Albany Airport Inn

Albany Airport Inn

2.5 out of 5
Price was $668, price is now $513 per person
$513
per person
Nov 11 - Nov 18
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 parking, and a free airport shuttle. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Colonie Center Mall and Crossgates Mall are located nearby.

Hyatt Place Albany/Downtown

Hyatt Place Albany/Downtown

3 out of 5
Price was $828, price is now $651 per person
$651
per person
Nov 11 - Nov 18
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 a 24-hour fitness center. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Palace Theater and MVP Arena are located nearby.

Country Inn & Suites by Radisson, Downtown Albany New York

Country Inn & Suites by Radisson, Downtown Albany New York

2.5 out of 5
Price was $623, price is now $492 per person
$492
per person
Nov 11 - Nov 18
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. Popular attractions MVP Arena and Colonie Center Mall are located nearby.

The Porches Inn at Mass MoCA

The Porches Inn at Mass MoCA

3.5 out of 5
Save 100% on your flight
Price was $1,132, price is now $909 per person
$909
per person
Nov 11 - Nov 18
found 1 day ago
Roundtrip flight included
New York (NYC) to Albany (ALB)
Book a stay at this business-friendly hotel in North Adams. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Bracewell Park and Massachusetts Museum of Contemporary Art are located nearby.
The property is on a busy road. I was glad I asked for a room on the backside of the property. It was disappointing to find there was no coffeemaker in the room. Breakfast was good. There was quite a variety of items. They had coffee, but no decaf coffee. A staff member suggested diluting the regular coffee with water. When you can’t have caffeine that’s not an option. I was glad we stayed there but probably wouldn’t go back.

Reviewed on Aug 26, 2026

The Berkshires Vacation Packages 3-4 Night Stays

Price found within the past 48 hours. Click for updated prices.
Lodges At Cresthaven

Lodges At Cresthaven

4 out of 5
Price was $641, price is now $471 per person
$471
per person
Nov 19 - Nov 22
found 1 day ago
Roundtrip flight included
New York (NYC) to Albany (ALB)
The Ponds at Foxhollow

The Ponds at Foxhollow

3 out of 5
Save 100% on your flight
Price was $956, price is now $695 per person
$695
per person
Oct 22 - Oct 26
found 16 hours ago
Roundtrip flight included
New York (NYC) to Albany (ALB)
Saratoga Casino Hotel

Saratoga Casino Hotel

4 out of 5
Price was $803, price is now $608 per person
$608
per person
Oct 17 - Oct 21
found 1 day ago
Roundtrip flight included
New York (NYC) to Albany (ALB)
The Nightingale by Avantstay Historic Catskills Retreat Lake Views + Near Hudson Sleeps 18

The Nightingale by Avantstay Historic Catskills Retreat Lake Views + Near Hudson Sleeps 18

3 out of 5
Price was $3,720, price is now $3,066 per person
$3,066
per person
Oct 22 - Oct 26
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.
Albany Airport Inn

Albany Airport Inn

2.5 out of 5
Price was $668, price is now $513 per person
$513
per person
Nov 11 - Nov 18
found 1 day ago
Roundtrip flight included
New York (NYC) to Albany (ALB)
Hotel Kinsley

Hotel Kinsley

3.5 out of 5
Stockade District
Price was $1,680, price is now $1,270 per person
$1,270
per person
Sep 30 - Oct 6
found 1 day ago
Roundtrip flight included
New York (NYC) to Albany (ALB)
The White House Inn

The White House Inn

3.5 out of 5
Save 100% on your flight
Price was $966, price is now $744 per person
$744
per person
Nov 11 - Nov 18
found 1 day ago
Roundtrip flight included
New York (NYC) to Albany (ALB)
Hampton Inn & Suites Albany-Downtown

Hampton Inn & Suites Albany-Downtown

2.5 out of 5
Downtown Albany
Price was $913, price is now $708 per person
$708
per person
Nov 11 - Nov 18
found 1 day ago
Roundtrip flight included
New York (NYC) to Albany (ALB)

Top Flight Deals

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

Allegiant Air
Thu, Sep 17 - Sun, Sep 20
FLL
Fort Lauderdale - Hollywood Intl.
ALB
Albany Intl.
$120 Roundtrip, found 2 days ago
$120
Roundtrip
found 2 days ago
Select Allegiant Air flight, departing Thu, Sep 17 from Fort Lauderdale - Hollywood Intl. to Albany Intl., returning Sun, Sep 20, priced at $120 found 2 days ago
Frontier Airlines
Mon, Nov 2 - Mon, Nov 9
MCO
Orlando Intl.
BDL
Bradley Intl.
$178 Roundtrip, found 2 days ago
$178
Roundtrip
found 2 days ago
Select Frontier Airlines flight, departing Mon, Nov 2 from Orlando Intl. to Bradley Intl., returning Mon, Nov 9, priced at $178 found 2 days ago
Breeze Airways
Thu, Nov 12 - Mon, Nov 16
FLL
Fort Lauderdale - Hollywood Intl.
BDL
Bradley Intl.
$182 Roundtrip, found 6 hours ago
$182
Roundtrip
found 6 hours ago
Select Breeze Airways flight, departing Thu, Nov 12 from Fort Lauderdale - Hollywood Intl. to Bradley Intl., returning Mon, Nov 16, priced at $182 found 6 hours ago
Frontier Airlines
Wed, Sep 23 - Mon, Oct 12
SJU
Luis Munoz Marin Intl.
BDL
Bradley Intl.
$192 Roundtrip, found 4 hours ago
$192
Roundtrip
found 4 hours ago
Select Frontier Airlines flight, departing Wed, Sep 23 from Luis Munoz Marin Intl. to Bradley Intl., returning Mon, Oct 12, priced at $192 found 4 hours ago