Search Vacation Homes in Pittsfield State Forest
Change your mindBook hotels with free cancellation
Be pickySearch almost a million properties worldwide
Check prices for these dates
In two weeks
In two months
In three months
In four months
Our top choices for Pittsfield State Forest vacation homes
1. NEW RENO - Chalet-style farm loft near Tanglewood
NEW RENO - Chalet-style farm loft near TanglewoodNew Lebanon
8.6 out of 10, Excellent, (7 reviews)
"We enjoyed our stay and the location. This rustic, spacious loft was great for our brief visit to the Berkshires. "
Joanna P.
The price is AED 257
AED 743 total
includes taxes & fees
26 Aug - 27 Aug
2. Comfortable Berkshires retreat on mtn resort, SISO
Comfortable Berkshires retreat on mtn resort, SISOHancock
8.4 out of 10, Very Good, (10 reviews)
"The owner was responsive. The heater worked well. The living spaces are as advertised. Traveling with 5 adults and a toddler; the layout is great. Convenient location for day trips and hiking."
Maura L.
The price is AED 617
AED 2,035 total
includes taxes & fees
31 Aug - 1 Sep
3. 1800s Carriage house in Berkshires / Hudson Valley
1800s Carriage house in Berkshires / Hudson ValleyNew Lebanon
7.0 out of 10, Good, (2 reviews)
"Lovely location with a view of the mountains from the deck.Both bedrooms- a master bedroom and a kids room are air conditioned. (The living room and kitchen are cooled with overhead fan)"
Leslie H.
The price is AED 345
AED 869 total
includes taxes & fees
14 Sep - 15 Sep
4. 8 Mi to Jiminy Peak Resort: Mtn-View Home w/ Deck
8 Mi to Jiminy Peak Resort: Mtn-View Home w/ DeckStephentown
9.8 out of 10, Exceptional, (7 reviews)
"excellent communication with property manager."
Nancy H.
The price is AED 646
AED 2,087 total
includes taxes & fees
29 Aug - 30 Aug
5. Gorgeous 3BR 3BA Sleeps 10 Ski On / Off Jiminy Peak-2000 Sq Ft Mountainside Con
Gorgeous 3BR 3BA Sleeps 10 Ski On / Off Jiminy Peak-2000 Sq Ft Mountainside ConHancock
9.8 out of 10, Exceptional, (77 reviews)
"Helpful host, lovely condo. Great location. Clean, tons of games and movies in unit. Also plenty of coffee pods included!"
Christy F.
The price is AED 1,005
AED 2,074 total
includes taxes & fees
26 Aug - 27 Aug
6. 1789 Shaker Farmhouse in Berkshires/Hudson Valley
1789 Shaker Farmhouse in Berkshires/Hudson ValleyCanaan
10.0 out of 10, Exceptional, (5 reviews)
"We had a wonderful stay. The house was spacious and the owner was readily available for all questions. It’s a really nice location. "
Christine C.
The price is AED 951
AED 1,982 total
includes taxes & fees
9 Sep - 10 Sep
7. Cozy Home in Pownal VT
Cozy Home in Pownal VTPownal
10.0 out of 10, Exceptional, (6 reviews)
"This home is super cozy and had all the amenities I needed after a long drive. I will be staying here again."
Jess M.
The price is AED 426
AED 757 total
includes taxes & fees
30 Aug - 31 Aug
8. 3 Bedroom home w/ lake and mountain views near skiing, and cultural attractions!
3 Bedroom home w/ lake and mountain views near skiing, and cultural attractions!Pittsfield
8.4 out of 10, Very Good, (10 reviews)
"Very clean and spacious! We enjoyed our stay with our small pup!"
Ann C.
The price is AED 1,154
AED 2,035 total
includes taxes & fees
27 Aug - 28 Aug
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 vacation rentals that suit your style
Apartments
Aparthotels
Save an average of 15% on thousands of hotels when you're signed in
Top Pittsfield State Forest Hotel Reviews
Berkshire Mountain Lodge
10/10 Excellent
Explore a world of travel with Expedia
- Lodges in Cheshire
- Resorts in October Mountain State Forest
- Resorts & Hotels with Spas in West Stockbridge
- Condo Rentals in Lee
- Preferred Hotels in Hinsdale
- B&B in Pittsfield
- Shopping Hotels in Lanesborough
- Romantic Hotels in West Stockbridge
- Lodges in Stockbridge
- Inns in West Stockbridge
- Condo Resorts in Pittsfield
- Apartments in Lenox
- Apartments in Windsor
- Hilton Hotels in Richmond
- Wyndham Hotels in Richmond
- Hotels with an Indoor Pool in Pittsfield
- Hotels near National Shrine of the Divine Mercy
- Relais & Chateaux Hotels in Lenox
- B&B in Stockbridge
- 3 Star Hotels in Hinsdale
- 3 Star Hotels in Lanesborough
- Pet-Friendly Hotels in West Stockbridge
- Aparthotels in Richmond
- Preferred Hotels in Hancock
- Historic Hotels in Richmond
- Inns in Windsor
- Historic Hotels in New Ashford
- Hotels with Free Parking in Adams
- Preferred Hotels in Adams
- Cheap Hotels in Lee
- Hotels near St Mary's of the Assumption Church
- Hilton Hotels in West Stockbridge
- Hotels with a Pool in Hancock
- Best Western Hotels in Adams
- Cottages in West Stockbridge
- Aparthotels in Lanesborough
- 3 Star Hotels in Pittsfield
- Cottages in Lenox
- Cabin Rentals in Lanesborough
- Resorts in Pittsfield State Forest
- Hilton Hotels in Stockbridge
- 5 Star Hotels in Hinsdale
- Lodges in Pittsfield Station
- B&B in Lenox
- Independent Hotels in Lanesborough
- Hotel Wedding Venues Hotels in Lenox
- 3 Star Hotels in Richmond
- Condo Resorts in New Ashford
- Daiwa Royal Hotels in Lee
- Family Hotels in Lenox
- Cabin Rentals in Lee
- Resorts in Pittsfield
- Motels in Lenox
- B&B in West Stockbridge
- Hilton Hotels in New Ashford
- Business Hotels in Pittsfield
- Wyndham Extra Holidays Hotels in Richmond
- Boutique Hotels in Lenox
- Vacation Homes in Hinsdale
- Winery Hotels in Lenox
- 2 Star Hotels in West Stockbridge
- Hotels near Shakespeare and Company
- Hotels with Free Parking in Hinsdale
- Romantic Hotels in Lee
- Motels in Pittsfield
- Hotels near The Mount
- Preferred Hotels in New Ashford
- Hotels with an Indoor Pool in Lenox
- Luxury Hotels in Pittsfield
- Inns in Hinsdale
- 5 Star Hotels in Cheshire
- 5 Star Hotels in Pittsfield
- Best Western Hotels in Pittsfield
- Cabin Rentals in Pittsfield
- Adams Hotels
- Cottages in Pittsfield Intermodal Transportation Center
- Adults Only Resorts & in Lenox
- Hotels with Free Parking in Lanesborough
- Hilton Hotels in Hinsdale
- Motels in Pittsfield Station
- Flights to Lenox
- Flights from Springfield (SPI) to Pittsfield (PSF)
- Flights from Pittsfield
- Flights from New Ashford
- Flights from Hinsdale
- Flights from Corinth (CRX) to Pittsfield (PSF)
- Flights from Lee
- Flights from Dalton
- Flights from Adams
- Flights from Traverse City (TVC) to Pittsfield (PSF)
- Flights from Pittsfield Municipal
- Flights from Lanesborough
- Flights from Richmond
- Flights from Wilkes-Barre (AVP) to Pittsfield (PSF)
- Flights from Nashville (BNA) to Pittsfield (PSF)