Pittsfield Farmstay

Get more for your budget and save up to 50% off select Secret Bargain hotels

Get even more value with CheapTickets Price Guarantee!

Change your flight without a fee on select flights

Farmstay in Pittsfield

Charming Farmhouse - quiet, private & peaceful

Located in Worthington, this farm stay is a 4-minute drive from Hiram H. Fox Wildlife Management Area and 6 minutes from Fox Den Wildlife Management Area.

Air conditioning

Parking available

Modern Country Farmhouse, Walking Distance to Lake

When you stay at this farm stay in Averill Park, you'll be 14 minutes by car from Pineridge Cross Country Ski Center.

Pet friendly

Free WiFi

Lenox Retreat Near Tanglewood, Including Rescued Mini Donkeys!

When you stay at this farm stay in Lenox, you'll be in the mountains, within a 5-minute drive of Housatonic River and Arrowhead Museum.

Air conditioning

Parking available

Large, family-friendly farmhouse located in the beautiful Berkshires

With a stay at this farm stay in Williamstown, you'll be in the mountains, within a 15-minute drive of Jiminy Peak Mountain Resort and Waubeeka Golf Links.

Charming Farmhouse; 2 Bed / 2 Bath, only 1.5 miles to Jiminy Peak. Pet Friendly.

With a stay at this farm stay in Williamstown, you'll be in the mountains, within a 5-minute drive of Jiminy Peak Mountain Resort and Mountain Coaster.

Pet friendly

Free WiFi

Modern Victorian - 2.5hrs from NYC - 100acres - Nature- Country living

With a stay at this farm stay in Nassau, you'll be within a 15-minute drive of Brookview Station Winery and Funplex Fun Park.

Hot Tub

Free WiFi

Historic 1817 Berkshire Farmhouse- Close to Everything!

With a stay at this farm stay in Lee, you'll be a 4-minute walk from Housatonic River and within a 5-minute drive of Wyndhurst Golf & Club.

Air conditioning

Berkshire Rural Retreat

Located in Canaan, this farm stay is in the mountains, within a 10-minute drive of Queechy Lake and Hand Hollow State Forest.

Farmhouse on Otis Pond

When you stay at this farm stay in Otis, you'll be within a 10-minute drive of Jacob's Pillow and Otis Ridge.

Pet friendly

18th century Berkshires farmhouse on 12 acres, impeccably updated.

Located in Monterey, this farm stay is within a 10-minute drive of Ashintully Gardens and Bidwell House Museum.

Private Unit in shared 1830 Farmhouse

With a stay at this farm stay in Hillsdale, you'll be within a 5-minute drive of Hillsdale Town Hall and Community Library.

Air conditioning

Parking available

10 Minutes to Ski Butternut! Dogs Welcome!

With a stay at this farm stay in Housatonic, you'll be within a 10-minute walk of Housatonic River and Art et Industrie.

Pet friendly

Don't see what you're looking for?

See all available properties in Pittsfield

View all properties

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.