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A white church with a steeple, surrounded by autumn-colored trees.

Williamstown
Massachusetts
United States of America
North America
Hotwire.com

Williamstown Flight + Hotel Packages

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

Hill Farm Inn

4 out of 5

Price was $879, price is now $632 per person

$632

per person

Nov 23 - Nov 27

found 1 day ago

Roundtrip flight included

Fort Lauderdale (FLL) to Albany (ALB)

Stay at this B&B in Arlington. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Mount Equinox and Norman Rockwell Exhibition are located nearby.

Our favorite place to stay!!

Reviewed on Aug 11, 2026

South Shire

4 out of 5

Save 100% on your flight

Price was $1,190, price is now $756 per person

$756

per person

Oct 24 - Oct 30

found 1 day ago

Roundtrip flight included

New York (LGA) 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.

Probably the best and most romantic place in Bennington

Reviewed on Sep 14, 2026

Lodges At Cresthaven

4 out of 5

Save 100% on your flight

Price was $1,166, price is now $810 per person

$810

per person

Oct 24 - Oct 30

found 1 day ago

Roundtrip flight included

New York (LGA) 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 Fort William Henry Museum and Million Dollar Beach are located nearby.

Wonderful stay. The property is beautiful and so well maintained. Accommodations were comfortable and inviting.

Reviewed on Sep 12, 2026

The Cornell Inn, Lenox & The Berkshires

3.5 out of 5

Price was $1,408, price is now $984 per person

$984

per person

Oct 22 - Oct 26

found 1 day ago

Roundtrip flight included

New York (NYC) 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.

The Perch Hotel

2 out of 5

Price was $1,261, price is now $934 per person

$934

per person

Oct 16 - Oct 18

found 1 day ago

Roundtrip flight included

New York (NYC) 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 Ponds at Foxhollow

3 out of 5

Price was $1,036, price is now $768 per person

$768

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.

Our unit was very comfortable for 2 senior couples. We were only there for the weekend so we didn’t use any of the amenities but, the property is lovely.

Reviewed on Sep 4, 2026

Holiday Inn Club Vacations Oak 'n Spruce Resort

3.5 out of 5

Price was $886, price is now $662 per person

$662

per person

Oct 22 - Oct 29

found 1 day ago

Roundtrip flight included

New York (NYC) to Albany (ALB)

Book a stay at this ski hotel in South Lee. Enjoy 2 outdoor pools, a business center, and a snack bar/deli. Our guests praise the helpful staff in our reviews. Popular attractions Tanglewood Music Center and Berkshire Theatre Festival are located nearby.

The temp was 67 degrees in our unit. I called the front desk and they sent someone immediately however who couldn’t get the heat to turn on. The thermostat was not set to turn on until later in the month. The owner must likely to blame for a lack of heat.

Reviewed on Sep 9, 2026

Amsterdam Castle

3.5 out of 5

Price was $861, price is now $647 per person

$647

per person

Oct 24 - Oct 30

found 1 day ago

Roundtrip flight included

New York (LGA) to Albany (ALB)

Stay at this hotel in Amsterdam. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Mohawk Valley Railway Society and Giording Island are located nearby.

Because the building is old, noise travels between rooms. The inconsiderate people next door to me left the television on all night. Maybe to cover the sound of their snoring.

Reviewed on Sep 9, 2026