
Pittsfield State Forest Vacations from $492
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to $1,045 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
The Latest Pittsfield State Forest vacation packages
Price found within the past 48 hours. Click for updated prices.

The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood
Save 100% on your flight
Price was $829, price is now $492 per person
$492
per person
Jan 16 - Jan 19
found 1 day ago
Roundtrip flight included
Tampa (TPA) to Albany (ALB)
18.4/10 Exceptional! (110 reviews)
It’s nice to come to this lovely setting and to be greeted by such a welcoming, smiling host! You cannot beat the ambiance, and the breakfast was marvelous. The entire cast and crew presented their masterpiece!!!
Reviewed on Oct 27, 2025

Wilder House Berkshires
Save 100% on your flight
Price was $734, price is now $530 per person
$530
per person
Jan 16 - Jan 19
found 1 day ago
Roundtrip flight included
Tampa (TPA) to Albany (ALB)
19.6/10 Exceptional! (38 reviews)
Wilder House is warm and charming. I’ve stayed many times and it always feels like home. I had a lovely breakfast and a great stay. Thank you!
Reviewed on Nov 10, 2025

Pocketbook Hotel and Bath
Price was $693, price is now $520 per person
$520
per person
Dec 26 - Dec 28
found 16 hours ago
Roundtrip flight included
New York (NYC) to Albany (ALB)
17.6/10 Exceptional! (3 reviews)
The room was nice and clean, but the hotel itself was still under construction and it took 45 minutes for us to get in our room for check-in
I was able to ask for extended check out and we got two complementary drinks from the bar but overall they should have waited to open
Reviewed on Nov 12, 2025

Hotel Brookmere & Arbor Spa
Price was $1,128, price is now $852 per person
$852
per person
Feb 12 - Feb 15
found 9 hours ago
Roundtrip flight included
San Antonio (SAT) to Albany (ALB)
18.4/10 Exceptional! (218 reviews)
Room spotless. However no cups in bathroom. Wine chiller did not work and had to be replaced. Also had to request clothing hangers for clothing. Only two hangers were in room.
Reviewed on Nov 9, 2025

Lodges At Cresthaven
Price was $1,091, price is now $846 per person
$846
per person
Feb 12 - Feb 15
found 9 hours ago
Roundtrip flight included
San Antonio (SAT) to Albany (ALB)
18.8/10 Exceptional! (531 reviews)
Staff were awesome . The owners are the greatest people . Their son went above and beyond for us. Our view and room was unbelievable. The boathouse is so inviting, great opportunity to meet people, and food outstanding. John the bartender is the best!!! Highly recommend this place !!!
Reviewed on Nov 23, 2025
Don't see what you're looking for?
See all available trips from Columbus to Pittsfield State Forest
View all tripsDiscover the most popular places to visit in Pittsfield State Forest

Bousquet Ski Area
Hit the slopes at Bousquet Ski Area during your trip to Pittsfield. Wander the lakeside in this quaint area.

Berkshire Museum
You can spend an afternoon exploring the galleries in Berkshire Museum during your trip to Pittsfield. Wander the lakeside in this family-friendly area.
Hancock Shaker Village
You can browse the exhibits at Hancock Shaker Village, a museum with a storied past, during your trip to Pittsfield. Wander the lakeside in this quaint area.
Pittsfield State Forest Hotel Deals

Vacation Village in the Berkshires
276 Brodie Mountain Rd Williamstown MA
Fully refundableReserve now, pay when you stay
$94 nightly
The price is $105 total per night from Nov 25 to Nov 26
$105 total
Nov 25 - Nov 26
Total with taxes and fees
8.6/10 Excellent! (2,145 reviews)
Nice place to stay, off season. Price was very reasonable. Room was comfortable, (1st floor, Building 5), entire building was very quiet, hardly anyone on the property. Nice amenities, but we only walked through, did not use (pool, locker rooms, hot tub, fire pit). Room was nicely appointed and comfortable. ...
Reviewed on Nov 22, 2025

Hotel Downstreet, an Ascend Collection Hotel
40 Main St North Adams MA
Fully refundable
$107 nightly
The price is $120 total per night from Dec 20 to Dec 21
$120 total
Dec 20 - Dec 21
Total with taxes and fees
8.6/10 Excellent! (1,003 reviews)
Very clean and inviting Hotel located in downtown area. Very walkable area. Parking was free. Front desk very friendly and helpful. Would stay again.
Reviewed on Nov 3, 2025

Berkshire Mountain Lodge
8 Dan Fox Dr Pittsfield MA
Fully refundableReserve now, pay when you stay
$99 nightly
The price is $110 total per night from Dec 7 to Dec 8
$110 total
Dec 7 - Dec 8
Total with taxes and fees
9/10 Wonderful! (763 reviews)
The room was very clean, appreciated the friendly and helpful staff. Well stocked kitchen, super close to grocery stores and restaurants.
Reviewed on Nov 21, 2025
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
More vacations you might like
Explore a world of travel with Expedia
- Hancock Hotels
- Condo Rentals in Hancock
- Resorts & Hotels with Spas in Hancock
- Resorts in Hancock
- Hotels with Restaurants in Hancock
- Luxury Hotels in Hancock
- 3 Star Hotels in Hancock
- Ski Hotels in Hancock
- Hotels with a Pool in Hancock
- Hotels with Suites in Hancock
- Hotels with Hot Tubs in Hancock
- Romantic Hotels in Hancock
- Condo Resorts in Hancock
- B&B in Hancock
- Cheap Hotels in Hancock
- Hotel Wedding Venues Hotels in Hancock
- Hotels with Bars in Hancock
- Hotels with an Outdoor Pool in Hancock
- Hotels with a Gym in Hancock
- Historic Hotels in Hancock
- Family Hotels in Hancock
- Hotels with Tennis Courts in Hancock
- Golf Hotels in Hancock
- Hotels near Jiminy Peak Mountain Resort
- Hotels near Skyline Country Club
- Hotels near Crane Museum of Papermaking
- Lanesborough Hotels
- B&B in Lanesborough
- Cheap Hotels in Lanesborough
- Apartments in Lanesborough
- Cottages in Lanesborough
- Luxury Hotels in Lanesborough
- Cabin Rentals in Lanesborough
- Resorts in Lanesborough
- Motels in Lanesborough
- Aparthotels in Lanesborough
- Condo Rentals in Lanesborough
- Vacation Homes in Lanesborough
- Ski Hotels in Lanesborough
- Pittsfield Hotels
- Cabin Rentals in Berkshire County
- Hotels near Barrington Stage Company
- Cheap Hotels in Pittsfield
- Motels in Pittsfield
- Pet-friendly Hotels in Pittsfield
- Cabin Rentals in Pittsfield
- 5 Star Hotels in Pittsfield
- Luxury Hotels in Pittsfield
- B&B in Pittsfield
- Hotels with Restaurants in Pittsfield
- Hotels with an Indoor Pool in Pittsfield
- Hotels with Free Breakfast in Pittsfield
- Boutique Hotels in Pittsfield
- Hotels with Hot Tubs in Pittsfield
- Extended Stay Hotels in Pittsfield
- Resorts & Hotels with Spas in Pittsfield
- Hotels with Kitchenettes in Pittsfield
- Apartments in Pittsfield
- Historic Hotels in Pittsfield
- Hotel Wedding Venues Hotels in Pittsfield
- Wyndham Hotels in Pittsfield
- Hotels on the Lake in Pittsfield
- Hotels with a Pool in Pittsfield
- Resorts in Pittsfield
- Hotels with Laundry Facilities in Pittsfield
- Hotels with smoking rooms in Pittsfield
- Cottages in Pittsfield
- 4 Star Hotels in Pittsfield
- Car rentals near Hancock
- Car rentals near Jiminy Peak Mountain Resort
- Car rentals near Lanesborough
- Car rentals near Pittsfield
- Enterprise Rental Cars in Pittsfield
- Hertz Rental Cars in Pittsfield
- Budget Rental Cars in Pittsfield
- National Car Rental Rental Cars in Pittsfield
- Van Car Rentals in Pittsfield
- Avis Rental Cars in Pittsfield
- Alamo Rent A Car Rental Cars in Pittsfield
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.




















