Search Deals on
The Berkshires Vacation Packages

Build your package with 2 more options

Leaving from

Going to

Departing

Returning

Travelers

Room 1

Adults

ChildrenAges 2 to 17

InfantsYounger than 2

Add specific hotel dates

A large white building with multiple chimneys, surrounded by lush gardens with various flowers.

The Berkshires
Massachusetts
United States of America
North America
Hotwire.com

The Berkshires Flight + Hotel Packages

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

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

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 20 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

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

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

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

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.

Ohana Nature Escape by Avantstay Creekside + Firepit + Grill Waterfall + Beaver Pond Walks

3 out of 5

Price was $1,339, price is now $1,056 per person

$1,056

per person

Oct 17 - Oct 20

found 3 hours ago

Roundtrip non-stop flight included

Phoenix (PHX) to Albany (ALB)

Stay at this cottage in Catskill. Enjoy free parking, patios, and in-room washers/dryers. Popular attractions Kaaterskill Falls and Vinnie's Farm Market are located nearby.

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.