
Pittsfield State Forest Vacations from $272
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The Latest Pittsfield State Forest vacation packages
Price found within the past 48 hours. Click for updated prices.


Hill Farm Inn
Price was $811, price is now $619 per person
$619
per person
Aug 15 - Aug 18
found 1 day ago
Roundtrip non-stop flight included
Nashville (BNA) to Albany (ALB)
9.6/10 Exceptional! (176 reviews)
Best part: Breakfast and the views.
Communication and follow through were not what I was hoping for. We reported fire ants being at the door on the first night. Received an email saying they would have a service person address it. Next morning the ants made their way into the room. I notified staff the next morning, in person, and was assured it was taken care of. We had ants the entire time, which because more and more of a problem, as one might expect.
Additionally, we paid $300 at the Inn for various fees and I believe for cleaning. However, house keeping is not included. I cannot wrap my mind around paying premium prices for lodging and trash takeout/towels refreshed being an even further additional charge. We quickly blew through our rags and hand towels wiping ants up with soapy water. In our 5 day stay, we never had fresh towels and we took our own trash out. I just have to stop short at calling this hospitality. It's akin to a VRBO. But at a VRBO I could wash laundry and have a fridge. I don't know that we would choose this location again. I also cannot fathom hosting customers and knowing they have fire ants in their room and now personally following up with them regarding the issue.
Reviewed on Apr 23, 2026

South Shire
Price was $759, price is now $587 per person
$587
per person
Aug 15 - Aug 18
found 1 day ago
Roundtrip non-stop flight included
Nashville (BNA) to Albany (ALB)
9.2/10 Wonderful! (127 reviews)
South Shire is a quaint Victorian Inn on Elm Street within walking distance to the center of Bennington, VT. The Inn has a family feel and elegance. We traveled as a couple. It was easy to get to sites and enjoy fine restaurants. The Inn is in keeping with the feel of strength of the Bennington community, as a place for artists, musicians, and people's expression generally to thrive. We enjoyed our stay and would recommend South Shire.
Reviewed on Jun 18, 2026


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View all tripsPittsfield State Forest Hotel Deals

Vacation Village in the Berkshires
276 Brodie Mountain Rd Williamstown MA
$142 nightly
The price is $158 total per night from Jul 15 to Jul 16
$158 total
Jul 15 - Jul 16
Total with taxes and fees

Hotel Downstreet, an Ascend Collection Hotel
40 Main St North Adams MA
$170 nightly
The price is $190 total per night from Jul 20 to Jul 21
$190 total
Jul 20 - Jul 21
Total with taxes and fees
8.8/10 Excellent! (1,009 reviews)
"Property and hotel was very clean. The staff was pleasant and helpful."
Reviewed on Jul 14, 2026

Quality Inn Great Barrington
372 Main Street Great Barrington MA
Fully refundable
$118 nightly
The price is $132 total per night from Aug 3 to Aug 4
$132 total
Aug 3 - Aug 4
Total with taxes and fees
8.6/10 Excellent! (1,020 reviews)
"Comfortable rooms within walking distance to Great Barrington."
Reviewed on Jul 13, 2026
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.
Find the Best Pittsfield State Forest Vacation Packages
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.



















