Berkshire Mountain Guesthouse Guide
Outdoor Adventures
Enjoy their outdoor fire pit in winter, or their mountain coaster in the summer! A fun place to visit year round that is only 10 min from our place.
200 locals recommend
Jiminy Peak
37 Corey RdEnjoy their outdoor fire pit in winter, or their mountain coaster in the summer! A fun place to visit year round that is only 10 min from our place.
Described as "The treehouse from your child's wildest dreams". Only 10 min up the street from our house.
76 locals recommend
Ramblewild Adventure Park
110 Brodie Mountain RdDescribed as "The treehouse from your child's wildest dreams". Only 10 min up the street from our house.
This lake is a favorite for taking a picnic on the sandy beach, swimming, or kayaking. There are playgrounds and hiking trails nearby. About 15 min from our house.
37 locals recommend
Onota Lake
Lakeway DriveThis lake is a favorite for taking a picnic on the sandy beach, swimming, or kayaking. There are playgrounds and hiking trails nearby. About 15 min from our house.
Food Scene
A local favorite! Even vegetarians eat their award-winning wings ;) over 200 beers to choose from as well in a cozy barn-like environment.
39 locals recommend
Olde Forge Restaurant
125 N Main StA local favorite! Even vegetarians eat their award-winning wings ;) over 200 beers to choose from as well in a cozy barn-like environment.
This little farm stand just up the street from our house has delicious homemade baked goods and fresh organic produce! They also offer berry picking in the summer months, and apple picking in the fall.
8 locals recommend
Lakeview Orchard
94 Old Cheshire RdThis little farm stand just up the street from our house has delicious homemade baked goods and fresh organic produce! They also offer berry picking in the summer months, and apple picking in the fall.
This family-run farm makes their own maple syrup and offers seasonal pancake breakfasts! Just 10 min from our house. In the fall they have pumpkin picking and hay rides and all sorts of fun family activities.
31 locals recommend
Ioka Valley Farm
3475 Hancock RoadThis family-run farm makes their own maple syrup and offers seasonal pancake breakfasts! Just 10 min from our house. In the fall they have pumpkin picking and hay rides and all sorts of fun family activities.
This is one of my favorite places to drop in for a quick bite or warm chai.
51 locals recommend
Dotties Coffee Lounge
444 North StThis is one of my favorite places to drop in for a quick bite or warm chai.
Delicious, colorful Mexican and Spanish fare and a wide range of tequilas!
44 locals recommend
Coyote Flaco
505 Cold Spring RdDelicious, colorful Mexican and Spanish fare and a wide range of tequilas!
Sightseeing
Beautiful views! Right across the street from our house. The road can take you up to the top of Mt. Greylock, the highest peak in Massachusetts. (seasonally)
39 locals recommend
Mount Greylock State Reservation Visitor Center
30 Rockwell RdBeautiful views! Right across the street from our house. The road can take you up to the top of Mt. Greylock, the highest peak in Massachusetts. (seasonally)
This is a one of a kind, beautiful sight near an old marble quarry. Water carved out natural archways and big round cauldrons. It's a lovely spot to check out. Easy to park and walk up a short hill. Near MASS MoCA. (30 min away)
74 locals recommend
Natural Bridge State Park
McAuley RoadThis is a one of a kind, beautiful sight near an old marble quarry. Water carved out natural archways and big round cauldrons. It's a lovely spot to check out. Easy to park and walk up a short hill. Near MASS MoCA. (30 min away)
Arts and Culture
A sensory experience! I love MASS MoCA's ever-changing array of contemporary art, and the architecture of the old mill buildings even more.
382 locals recommend
MASS MoCA
1040 Mass MoCA WayA sensory experience! I love MASS MoCA's ever-changing array of contemporary art, and the architecture of the old mill buildings even more.
Gorgeous architecture and a stunning classical art collection. Pro Tip: go hike the trails up behind on the hill and say hello to some cows!
329 locals recommend
The Clark Art Institute
225 South StGorgeous architecture and a stunning classical art collection. Pro Tip: go hike the trails up behind on the hill and say hello to some cows!
Oddball, somewhat eccentric collection, live animals like turtles/fish, fun kids activities for a rainy day.
102 locals recommend
Berkshire Museum
39 South StOddball, somewhat eccentric collection, live animals like turtles/fish, fun kids activities for a rainy day.
Events
If you need a place to stay, we are minutes away from this location.
The Lake House Guest Cottages of the Berkshires
636 S Main StIf you need a place to stay, we are minutes away from this location.
Neighborhoods
Gorgeous beyond belief, it's like stepping into a lush forest world. Small town charm and big-time arts and culture. Cool history. I love the Berkshires!
10 locals recommend
Berkshire County
Gorgeous beyond belief, it's like stepping into a lush forest world. Small town charm and big-time arts and culture. Cool history. I love the Berkshires!
Traveler advice
Getting around
You need a car to get around this area :)
There are a few buses, but generally having a car is the best and only option for traveling in the rural Berkshires. Our driveway has plenty of parking room for you!