Pittsfield State Forest Vacations from $695

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The Latest Pittsfield State Forest vacation packages

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

The Ponds at Foxhollow

Save 100% on your flight

$695

per person

Oct 22 - Oct 26

found 1 day ago

Roundtrip flight included

New York (NYC) to Albany (ALB)

8.6/10 Excellent! (147 reviews)

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

Prospect Berkshires

Save 100% on your flight

$1,791

per person

Oct 10 - Oct 17

found 1 day ago

Roundtrip flight included

Tampa (TPA) to Albany (ALB)

10/10 Exceptional! (42 reviews)

The Cornell Inn, Lenox & The Berkshires

Save 100% on your flight

$906

per person

Oct 22 - Oct 26

found 22 hours ago

Roundtrip flight included

New York (NYC) to Albany (ALB)

9.2/10 Wonderful! (1,000 reviews)

Lodges At Cresthaven

$949

per person

Nov 13 - Nov 18

found 1 day ago

Roundtrip non-stop flight included

Newark Liberty Intl. Airport (EWR) to Albany (ALB)

9.4/10 Exceptional! (629 reviews)

I love this place but was disappointed this trip. I will definitely go back with fingers crossed it will be better next time. The pool and playground were amazing for the kids, they loved it.

Reviewed on Sep 6, 2026

Saratoga Casino Hotel

$898

per person

Nov 13 - Nov 18

found 1 day ago

Roundtrip non-stop flight included

Newark Liberty Intl. Airport (EWR) to Albany (ALB)

9.4/10 Exceptional! (1,004 reviews)

Great staff, friendly and accommodating. Shuttle service is a plus especially during race season.

Reviewed on Sep 7, 2026

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Pittsfield State Forest Hotel Deals

Vacation Village in the Berkshires

276 Brodie Mountain Rd Williamstown MA

Fully refundableReserve now, pay when you stay

$122 nightly

$136 total

Sep 8 - Sep 9

Total with taxes and fees

8.8/10 Excellent! (2,614 reviews)

"Nice amenities and mountain view. Spacious and clean apartment. Definitely would stay here again!"

Reviewed on Sep 7, 2026

Hotel Downstreet, an Ascend Collection Hotel

40 Main St North Adams MA

Fully refundable

$143 nightly

$160 total

Sep 28 - Sep 29

Total with taxes and fees

8.8/10 Excellent! (1,004 reviews)

"Nice and conveniently located"

Reviewed on Sep 7, 2026

Berkshire Mountain Lodge

8 Dan Fox Dr Pittsfield MA

Fully refundableReserve now, pay when you stay

$113 nightly

$126 total

Oct 1 - Oct 2

Total with taxes and fees

9/10 Wonderful! (1,133 reviews)

"Clean, comfortable,and a great location for attending events at Tanglewood."

Reviewed on Sep 7, 2026

See all 1,184 properties in Pittsfield State Forest

Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.