Guidebook for Berkshire County

Sadie
Guidebook for Berkshire County

Food Scene

Sweet, cozy atmosphere. One of our favorite breakfast/lunch places.
67 recommandé par les habitants
Haven
8 Franklin St
67 recommandé par les habitants
Sweet, cozy atmosphere. One of our favorite breakfast/lunch places.
Our favorite restaurant. Five minutes from the farmhouse. It's in an old Victorian house and the food is glorious. "Pub food with a twist"- they describe it.
23 recommandé par les habitants
51 Park Restaurant & Tavern
51 Park St
23 recommandé par les habitants
Our favorite restaurant. Five minutes from the farmhouse. It's in an old Victorian house and the food is glorious. "Pub food with a twist"- they describe it.
Part of Guido's Fresh Marketplace in Pittsfield. This cafe specializes in fresh smoothies with house-made nut milks (seriously the best) and locally sourced espresso beverages. Best smoothies around.
7 recommandé par les habitants
Guido's Cafe
1020 Pittsfield Rd
7 recommandé par les habitants
Part of Guido's Fresh Marketplace in Pittsfield. This cafe specializes in fresh smoothies with house-made nut milks (seriously the best) and locally sourced espresso beverages. Best smoothies around.
Cool, eclectic, spacious atmosphere. They serve locally sourced food & coffee beverages. Definitely a staple of Pittsfield food/coffee culture.
51 recommandé par les habitants
Dotties Coffee Lounge
444 North St
51 recommandé par les habitants
Cool, eclectic, spacious atmosphere. They serve locally sourced food & coffee beverages. Definitely a staple of Pittsfield food/coffee culture.
Yummy ice cream, many flavor options. A short drive from the Air BNB.
8 recommandé par les habitants
Lucky's Ice Cream & Grill
30 W Center St
8 recommandé par les habitants
Yummy ice cream, many flavor options. A short drive from the Air BNB.
Really popular pizza shop, but they also serve other food. They source quality ingredients. Our favorite pizza. A short drive from the Air BNB.
13 recommandé par les habitants
Betty's Pizza Shack
26 Housatonic St
13 recommandé par les habitants
Really popular pizza shop, but they also serve other food. They source quality ingredients. Our favorite pizza. A short drive from the Air BNB.
Relaxed, locally focused American eatery for crepes, panini & coffee, plus gluten-free & vegan fare. Located in downtown Lee, a short drive from the Air BNB.
40 recommandé par les habitants
Starving Artist Creperie and Cafe
40 Main St
40 recommandé par les habitants
Relaxed, locally focused American eatery for crepes, panini & coffee, plus gluten-free & vegan fare. Located in downtown Lee, a short drive from the Air BNB.
51 recommandé par les habitants
Barrington Brewery & Restaurant
420 Stockbridge Road
51 recommandé par les habitants
47 recommandé par les habitants
The Bistro Box
937 S Main St
47 recommandé par les habitants
203 recommandé par les habitants
The Prairie Whale
178 Main St
203 recommandé par les habitants
Well known for their chicken wings.
39 recommandé par les habitants
Olde Forge Restaurant
125 N Main St
39 recommandé par les habitants
Well known for their chicken wings.
29 recommandé par les habitants
Bistro Zinc
56 Church St
29 recommandé par les habitants
Italian fare. Some of the best around (we think).
22 recommandé par les habitants
Trattoria Rustica
27 Mc Kay St
22 recommandé par les habitants
Italian fare. Some of the best around (we think).
Believe it or not, Norman Rockwell based his famous painting “The Runaway” within this diner. Been around for decades. Good classic diner breakfast food. In downtown Lee, close to farmhouse.
10 recommandé par les habitants
Joe's Diner
85 Center St
10 recommandé par les habitants
Believe it or not, Norman Rockwell based his famous painting “The Runaway” within this diner. Been around for decades. Good classic diner breakfast food. In downtown Lee, close to farmhouse.

Parks & Nature

We (and our dog) love Kennedy Park. There are trails for every ability level. Park at the Arcadian Shop, grab a trail map from the shop, and meander down Woolsey (the main, wide, carriage trail that runs through the center of Kennedy Park). Go in the morning, walk through the fog, and whistle along with the birds above you. 500+ acres of well marked, intersecting trails.
Kennedy Park - Access
91 Pittsfield Rd
We (and our dog) love Kennedy Park. There are trails for every ability level. Park at the Arcadian Shop, grab a trail map from the shop, and meander down Woolsey (the main, wide, carriage trail that runs through the center of Kennedy Park). Go in the morning, walk through the fog, and whistle along with the birds above you. 500+ acres of well marked, intersecting trails.
The farmhouse is essentially at the bottom of October Mountain State Forest. Follow our road to the left, and you'll wind up at the campground. In the summer, there's camping and hiking. In the winter, there's snowshoeing and cross country skiing. There are trail maps at the service building.
33 recommandé par les habitants
October Mountain State Forest
317 Woodland Road
33 recommandé par les habitants
The farmhouse is essentially at the bottom of October Mountain State Forest. Follow our road to the left, and you'll wind up at the campground. In the summer, there's camping and hiking. In the winter, there's snowshoeing and cross country skiing. There are trail maps at the service building.
Mt. Greylock is the highest peak in Massachusetts! From the top, you can look into 5 states: Vermont, New Hampshire, Connecticut, New York, & Massachusetts (of course). You can drive all the way to the summit from Lanesborough. There's also many hiking trails with many different access points. Worth seeing on a sunny, clear day.
24 recommandé par les habitants
Mount Greylock State Reservation
30 Rockwell Rd
24 recommandé par les habitants
Mt. Greylock is the highest peak in Massachusetts! From the top, you can look into 5 states: Vermont, New Hampshire, Connecticut, New York, & Massachusetts (of course). You can drive all the way to the summit from Lanesborough. There's also many hiking trails with many different access points. Worth seeing on a sunny, clear day.
Monument Mountain is a very popular Berkshire hiking trail. The trail offers three loop trails- none longer than three miles. Great views from the top, interesting geology/rock formations, and a literary history.
112 recommandé par les habitants
Monument Mountain Reservation
112 recommandé par les habitants
Monument Mountain is a very popular Berkshire hiking trail. The trail offers three loop trails- none longer than three miles. Great views from the top, interesting geology/rock formations, and a literary history.
Beautiful walking area. Mostly flat, for easy, accessible meandering. You may see lots of aerial wildlife here. You can walk around the pond, through marshes, through fields, and in the woods.
21 recommandé par les habitants
Mass Audubon Canoe Meadows Wildlife Sanctuary
309 Holmes Rd
21 recommandé par les habitants
Beautiful walking area. Mostly flat, for easy, accessible meandering. You may see lots of aerial wildlife here. You can walk around the pond, through marshes, through fields, and in the woods.
Marshy and nice. Boardwalks to follow. Good for families.
41 recommandé par les habitants
Mass Audubon's Pleasant Valley Wildlife Sanctuary
472 W Mountain Rd
41 recommandé par les habitants
Marshy and nice. Boardwalks to follow. Good for families.
In Pittsfield.
Wild Acres Park
South Mountain Road
In Pittsfield.
Very popular location for people visiting Berkshire County. There’s hiking trails off of the overlook.
51 recommandé par les habitants
Olivia's Overlook
Hiking Trails
51 recommandé par les habitants
Very popular location for people visiting Berkshire County. There’s hiking trails off of the overlook.
Very popular hiking trail in Berkshire County. Beautiful features.
28 recommandé par les habitants
Ice Glen Trail
Ice Glen Trail
28 recommandé par les habitants
Very popular hiking trail in Berkshire County. Beautiful features.
A bit of a drive from the farmhouse, but a beautiful hike leading to a waterfall on Mt. Greylock. Not the easiest.
Money Brook Falls Trailhead
Notch Road
A bit of a drive from the farmhouse, but a beautiful hike leading to a waterfall on Mt. Greylock. Not the easiest.
Another popular hiking area in the Berkshires.
19 recommandé par les habitants
Tyringham Cobble Park
20 Jerusalem Rd
19 recommandé par les habitants
Another popular hiking area in the Berkshires.
Absolutely beautiful look out over the mountains & lakes at the top. Not too bad of a hike for the view you get.
6 recommandé par les habitants
The Cobbles
6 recommandé par les habitants
Absolutely beautiful look out over the mountains & lakes at the top. Not too bad of a hike for the view you get.
Lots of hiking trails here. Very beautiful location.
44 recommandé par les habitants
Pittsfield State Forest
1041 Cascade St
44 recommandé par les habitants
Lots of hiking trails here. Very beautiful location.

Shopping

This shop is beautiful and inspiring. They offer high-end, gorgeous outdoor clothing and gear. On one side, there is a little cafe and bookstore. You can access Kennedy Park hiking trails from the parking lot.
32 recommandé par les habitants
Arcadian Shop
91 Pittsfield Rd
32 recommandé par les habitants
This shop is beautiful and inspiring. They offer high-end, gorgeous outdoor clothing and gear. On one side, there is a little cafe and bookstore. You can access Kennedy Park hiking trails from the parking lot.
I love this little shop! They have the prettiest, most unique, & whimsical home goods. Every item in this store has been chosen with intention and is of high aesthetic. A wonderful boutique.
Dory & Ginger
299 North St
I love this little shop! They have the prettiest, most unique, & whimsical home goods. Every item in this store has been chosen with intention and is of high aesthetic. A wonderful boutique.
Guido's is a family owned natural foods store with something for everyone. They have many gluten-free options and many vegan options, along with many other food options. They serve pizza, sandwiches, and packaged food in the deli. They have a beautiful home goods and floral section called Bella Flora. They have a corner completely dedicated to cheese! There is a smoothie and espresso cafe as well. There is a Pittsfield and a Great Barrington location. A staple in our Berkshire County community.
248 recommandé par les habitants
Guido's Fresh Marketplace
760 S Main St
248 recommandé par les habitants
Guido's is a family owned natural foods store with something for everyone. They have many gluten-free options and many vegan options, along with many other food options. They serve pizza, sandwiches, and packaged food in the deli. They have a beautiful home goods and floral section called Bella Flora. They have a corner completely dedicated to cheese! There is a smoothie and espresso cafe as well. There is a Pittsfield and a Great Barrington location. A staple in our Berkshire County community.
My favorite antique shop. Located in downtown Lee, only a short drive from the Air BNB. So much to look at.
Finders Keepers
53 Main St
My favorite antique shop. Located in downtown Lee, only a short drive from the Air BNB. So much to look at.
Premier shopping destination in the Berkshires, 60+ outlets. Short drive from the Air BNB.
155 recommandé par les habitants
Lee Premium Outlets
17 Premium Outlet Boulevard
155 recommandé par les habitants
Premier shopping destination in the Berkshires, 60+ outlets. Short drive from the Air BNB.
Another antique shop of sorts.
Route 7 Trading Post
55 Pittsfield Rd
Another antique shop of sorts.
An antique shop of sorts.
Berkshire Mantiques
20 Williamstown Rd
An antique shop of sorts.

Arts & Culture

Norman Rockwell- one of the most iconic American painters. Art enthusiasts must visit. Visit ww.nrm.org to view current exhibits.
344 recommandé par les habitants
Norman Rockwell Museum
9 Glendale Rd
344 recommandé par les habitants
Norman Rockwell- one of the most iconic American painters. Art enthusiasts must visit. Visit ww.nrm.org to view current exhibits.
Hundreds of paintings from world-famous artists, beautiful grounds, stunning architecture, and rotating exhibits. This place is well known and worth visiting for a day. Visit https://www.clarkart.edu/ for more information.
329 recommandé par les habitants
The Clark Art Institute
225 South St
329 recommandé par les habitants
Hundreds of paintings from world-famous artists, beautiful grounds, stunning architecture, and rotating exhibits. This place is well known and worth visiting for a day. Visit https://www.clarkart.edu/ for more information.
Celebrated museum & performing arts center highlighting the work of contemporary artists since 1999. If you enjoy eccentric pieces and contemporary art, this is the place for you. All of your senses will be engaged. Visit https://massmoca.org/ for more information.
382 recommandé par les habitants
MASS MoCA
1040 Mass MoCA Way
382 recommandé par les habitants
Celebrated museum & performing arts center highlighting the work of contemporary artists since 1999. If you enjoy eccentric pieces and contemporary art, this is the place for you. All of your senses will be engaged. Visit https://massmoca.org/ for more information.
The summer home and music venue of the Boston Symphony Orchestra since 1937. Tanglewood is an important piece of South County Berkshire culture. Many famous composers and modern day artists preform here. Bring your wine, cheese platters, finger foods, and prepare for a musical night under the stars. Visit https://www.bso.org/ for more information.
398 recommandé par les habitants
Tanglewood
398 recommandé par les habitants
The summer home and music venue of the Boston Symphony Orchestra since 1937. Tanglewood is an important piece of South County Berkshire culture. Many famous composers and modern day artists preform here. Bring your wine, cheese platters, finger foods, and prepare for a musical night under the stars. Visit https://www.bso.org/ for more information.
Jacob's Pillow is a dance center, school and performance space. The organization is known for the oldest internationally acclaimed Summer dance festival in the United States. Visit https://www.jacobspillow.org for more information.
257 recommandé par les habitants
Jacob's Pillow
358 George Carter Rd
257 recommandé par les habitants
Jacob's Pillow is a dance center, school and performance space. The organization is known for the oldest internationally acclaimed Summer dance festival in the United States. Visit https://www.jacobspillow.org for more information.
Home of famous author, Herman Melville, from 1850-1863. Dedicated to preserving the history of Berkshire County and the Arrowhead Farm. Explore the historical house museum and the surrounding grounds.
46 recommandé par les habitants
Arrowhead Museum
780 Holmes Rd
46 recommandé par les habitants
Home of famous author, Herman Melville, from 1850-1863. Dedicated to preserving the history of Berkshire County and the Arrowhead Farm. Explore the historical house museum and the surrounding grounds.

Essentials

Only a short drive from our house. You can get all of your needs here. Stop before arriving- as it is just off of the Mass Pike.
99 recommandé par les habitants
Big Y World Class Market
10 Pleasant St
99 recommandé par les habitants
Only a short drive from our house. You can get all of your needs here. Stop before arriving- as it is just off of the Mass Pike.
CVS
107 West St
12 recommandé par les habitants
Rite Aid
21 Columbia St
12 recommandé par les habitants
61 recommandé par les habitants
Stop & Shop
876 State Rd
61 recommandé par les habitants

Drinks & Nightlife

Rustic-chic tapas bar with loungy vibe features Spanish small plates, Iberian wines & live musicians.
36 recommandé par les habitants
Mission
438 North St
36 recommandé par les habitants
Rustic-chic tapas bar with loungy vibe features Spanish small plates, Iberian wines & live musicians.
Rustic-chic eatery & lounge serving organic wines & craft beer paired with local New American fare.
32 recommandé par les habitants
Methuselah
391 North Street
32 recommandé par les habitants
Rustic-chic eatery & lounge serving organic wines & craft beer paired with local New American fare.
Many refer to this place as "the best beer joint in the Berkshires." They also serve food.
20 recommandé par les habitants
Thistle & Mirth
44 West St
20 recommandé par les habitants
Many refer to this place as "the best beer joint in the Berkshires." They also serve food.

Entertainment & Activities

An aerial, tree-to-tree adventure park set amongst pristine New England forest. Thrill seeker or not- the adventure park is welcome to all fitness levels and experience levels. There are beginner to advanced trails. My husband and I made some of our sweetest memories here! Get out of your comfort zone, breathe in the mountain air, and have some fitness fun! Very family friendly. Visit http://ramblewild.com/index.php for more information and pricing.
76 recommandé par les habitants
Ramblewild Adventure Park
110 Brodie Mountain Rd
76 recommandé par les habitants
An aerial, tree-to-tree adventure park set amongst pristine New England forest. Thrill seeker or not- the adventure park is welcome to all fitness levels and experience levels. There are beginner to advanced trails. My husband and I made some of our sweetest memories here! Get out of your comfort zone, breathe in the mountain air, and have some fitness fun! Very family friendly. Visit http://ramblewild.com/index.php for more information and pricing.
Naumkeag is a public garden and historic home in the heart of the Berkshires, Massachusetts. Experience Gilded Age style and splendor at this marvelous estate renowned for its elegant gardens and rare Berkshire “cottage.” Explore the grounds and/or the historical home.
109 recommandé par les habitants
Naumkeag
5 Prospect Hill Rd
109 recommandé par les habitants
Naumkeag is a public garden and historic home in the heart of the Berkshires, Massachusetts. Experience Gilded Age style and splendor at this marvelous estate renowned for its elegant gardens and rare Berkshire “cottage.” Explore the grounds and/or the historical home.
200 recommandé par les habitants
Jiminy Peak
37 Corey Rd
200 recommandé par les habitants
115 recommandé par les habitants
Bousquet Ski Area
101 Dan Fox Dr
115 recommandé par les habitants
218 recommandé par les habitants
Ski Butternut
380 State Rd
218 recommandé par les habitants
161 recommandé par les habitants
Hancock Shaker Village
1843 W Housatonic St
161 recommandé par les habitants
31 recommandé par les habitants
Ioka Valley Farm
3475 Hancock Road
31 recommandé par les habitants
32 recommandé par les habitants
High Lawn Farm
535 Summer St
32 recommandé par les habitants
Mini-golf. Crispy Cones Icecream/Soft serve/food place is right down the street, too.
11 recommandé par les habitants
Baker's Golf Center
633 S Main St
11 recommandé par les habitants
Mini-golf. Crispy Cones Icecream/Soft serve/food place is right down the street, too.