Pittsfield State Forest Vacations from $471

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The Latest Pittsfield State Forest vacation packages

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

Lodges At Cresthaven

$471

per person

Nov 19 - Nov 22

found 1 day ago

Roundtrip flight included

New York (NYC) to Albany (ALB)

9.4/10 Exceptional! (628 reviews)

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 Perch Hotel

Save 100% on your flight

$822

per person

Oct 23 - Oct 26

found 1 day ago

Roundtrip non-stop flight included

San Juan (SJU) to Albany (ALB)

9.6/10 Exceptional! (36 reviews)

The 5 state view is amazing and worth the price of the stay alone! We were upgraded to a suite when our booked room wasn’t immediately available. Highly recommend!

Reviewed on Aug 20, 2026

The Ponds at Foxhollow

Save 100% on your flight

$695

per person

Oct 22 - Oct 26

found 21 hours ago

Roundtrip flight included

New York (NYC) to Albany (ALB)

8.6/10 Excellent! (145 reviews)

It was comfortable and clean. I would return

Reviewed on Aug 28, 2026

Saratoga Casino Hotel

$827

per person

Nov 6 - Nov 12

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Albany (ALB)

9.4/10 Exceptional! (1,010 reviews)

Hotel was wonderful!!!

Reviewed on Aug 28, 2026

Albany Airport Inn

$513

per person

Nov 11 - Nov 18

found 1 day ago

Roundtrip flight included

New York (NYC) to Albany (ALB)

6.6/10 (1,011 reviews)

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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

$128 nightly

$143 total

Aug 31 - Sep 1

Total with taxes and fees

The Yankee Inn

461 Pittsfield Rd Lenox MA

Fully refundableReserve now, pay when you stay

$152 nightly

$170 total

Sep 27 - Sep 28

Total with taxes and fees

9.2/10 Wonderful! (1,001 reviews)

"One of the quietest rooms we have ever stayed in. The location was very convenient to sites in both Lenox and Stockbridge."

Reviewed on Aug 27, 2026

Berkshire Mountain Lodge

8 Dan Fox Dr Pittsfield MA

Fully refundableReserve now, pay when you stay

$125 nightly

$139 total

Aug 31 - Sep 1

Total with taxes and fees

See all 1,179 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.