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A white building with a sign reading "Hancock Town Hall 1850" in front of a forested hillside.

Hancock
Massachusetts
United States of America
North America
Hotwire.com

Hancock 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 24 hours 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

Hideaway Inn Lenox

2 out of 5

Save 100% on your flight

Price was $1,303, price is now $907 per person

$907

per person

Oct 22 - Oct 29

found 23 hours ago

Roundtrip flight included

New York (NYC) to Albany (ALB)

Book a stay at this family-friendly guesthouse in Lenox. Enjoy free WiFi, free parking, and a picnic area. Popular attractions Tanglewood Music Center and Lenox Library are located nearby.

The Cornell Inn, Lenox & The Berkshires

3.5 out of 5

Save 100% on your flight

Price was $1,666, price is now $1,202 per person

$1,202

per person

Oct 2 - Oct 5

found 1 day ago

Roundtrip non-stop flight included

Houston (IAH) to Albany (ALB)

Stay at this B&B in Lenox. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the comfy rooms in our reviews. Popular attractions Tanglewood Music Center and Lenox Library are located nearby.

Lovely people and place. Breakfast was great and so was the room. Highly recommend.

Reviewed on Aug 31, 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 1 day 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

The Perch Hotel

2 out of 5

Price was $2,122, price is now $1,611 per person

$1,611

per person

Oct 9 - Oct 12

found 1 day ago

Roundtrip non-stop flight included

Dallas (DFW) to Albany (ALB)

Stay at this hotel in Cornwallville. Enjoy free WiFi, free parking, and a garden. Popular attractions Elm Ridge Wild Forest and Zoom Flume are located nearby.

The view from the great room was amazing. We enjoyed spending the evening playing pool and relaxing in the lounge. The Windham area was very nice with several dining options.

Reviewed on Aug 29, 2026

Hotel On North

3.5 out of 5

Save 100% on your flight

Price was $1,200, price is now $913 per person

$913

per person

Oct 22 - Oct 29

found 23 hours ago

Roundtrip flight included

New York (NYC) to Albany (ALB)

Book a stay at this business-friendly hotel in Pittsfield. Enjoy free WiFi, free parking, and room service. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Barrington Stage Company and Lichtenstein Center for the Arts are located nearby.

Nice room! Comfortable bed. Super friendly staff.

Reviewed on Aug 31, 2026

Vacation Village in the Berkshires

3 out of 5

Price was $1,215, price is now $952 per person

$952

per person

Oct 13 - Oct 20

found 1 day ago

Roundtrip non-stop flight included

Dallas (DAL) to Albany (ALB)

Book a stay at this family-friendly aparthotel in Williamstown. Enjoy free parking, a fitness center, and a 24-hour front desk. Our guests praise the helpful staff in our reviews. Popular attractions Jiminy Peak Mountain Resort and Mountain Coaster are located nearby.

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

3 out of 5

Price was $6,056, price is now $4,944 per person

$4,944

per person

Oct 13 - Oct 20

found 1 day ago

Roundtrip non-stop flight included

Dallas (DAL) to Albany (ALB)

Stay at this cottage in Earlton. Enjoy free parking, patios, and in-room washers/dryers. Popular attractions Thunderhart Golf Course and Cairo Lockwood State Forest are located nearby.