Lucas’s guidebook
Grocery Store
This place is a top-notch grocery store that you can get all your specialty food items at. Great for sandwiches or to grab some food for a picnic at Tanglewood or even at home to cook!
248 locals recommend
Guido's Fresh Marketplace
760 S Main StThis place is a top-notch grocery store that you can get all your specialty food items at. Great for sandwiches or to grab some food for a picnic at Tanglewood or even at home to cook!
Grab some meat and cheese paired with great wine and bring to your picnic or home for a snack.
52 locals recommend
Rubiner's Cheesemongers
264 Main StGrab some meat and cheese paired with great wine and bring to your picnic or home for a snack.
Activity
Great for the family fun for outdoor activity. It's a rope course in the woods! https://ramblewild.com/adventurers.php
76 locals recommend
Ramblewild Adventure Park
110 Brodie Mountain RdGreat for the family fun for outdoor activity. It's a rope course in the woods! https://ramblewild.com/adventurers.php
Incredible trails and hiking for everyone. Great views, bird watching, etc. https://www.alltrails.com/trail/us/massachusetts/mount-greylock-and-stony-ledge-via-hopper-trail-and-haley-farm-trail
213 locals recommend
Mount Greylock
Incredible trails and hiking for everyone. Great views, bird watching, etc. https://www.alltrails.com/trail/us/massachusetts/mount-greylock-and-stony-ledge-via-hopper-trail-and-haley-farm-trail
Easy trails, the summit has great views. Park and walk, very convenient. If you like to run you can even run to the mountain and then hike! only 4 miles from the home.
112 locals recommend
Monument Mountain Reservation
Easy trails, the summit has great views. Park and walk, very convenient. If you like to run you can even run to the mountain and then hike! only 4 miles from the home.
One of the top recommended places in the Berkshires from the Berkshire Historical Society. https://berkshirehistory.org/ All about Herman Mellville and his home, publishing, etc. He wrote the famed novel Moby Dick.
46 locals recommend
Arrowhead Museum
780 Holmes RdOne of the top recommended places in the Berkshires from the Berkshire Historical Society. https://berkshirehistory.org/ All about Herman Mellville and his home, publishing, etc. He wrote the famed novel Moby Dick.
One of the most influential and historic painters of New England landscapes. Norman Rockwell lived and created his masterpieces in the Berkshires. It is home to the largest collection of his works!
https://www.nrm.org/
344 locals recommend
Norman Rockwell Museum
9 Glendale RdOne of the most influential and historic painters of New England landscapes. Norman Rockwell lived and created his masterpieces in the Berkshires. It is home to the largest collection of his works!
https://www.nrm.org/
Chesterwood was the summer estate and studio of American sculptor Daniel Chester French. It's a 150 acre estate which now operates as a museum and sculpture garden!
https://www.chesterwood.org/
8 locals recommend
Chesterwood Studio
4 Williamsville RdChesterwood was the summer estate and studio of American sculptor Daniel Chester French. It's a 150 acre estate which now operates as a museum and sculpture garden!
https://www.chesterwood.org/
Want to try some local whiskey, gin, vodka, rum? Look no further than the Berkshire Distillery. Set on an idyllic farm with views of rolling hills, this is a great spot to come and enjoy some tastings to see what you like to bring home!
35 locals recommend
Berkshire Mountain Distillers
356 S Main StWant to try some local whiskey, gin, vodka, rum? Look no further than the Berkshire Distillery. Set on an idyllic farm with views of rolling hills, this is a great spot to come and enjoy some tastings to see what you like to bring home!
The Clark Art Institute has a rich, colorful history beginning with founder Sterling Clark’s expedition to China in 1908, his introduction to the world of collecting art in Paris in 1910, and his marriage to Francine Clary in 1919. Together, Sterling and Francine began what is now a world-renowned collection of American and European art, including prints and drawings, sculpture, decorative arts, and paintings—most notably French Impressionist masterworks. They also committed to the pivotal concept of serving as both an art museum and a research and academic center.
https://www.clarkart.edu/
329 locals recommend
The Clark Art Institute
225 South StThe Clark Art Institute has a rich, colorful history beginning with founder Sterling Clark’s expedition to China in 1908, his introduction to the world of collecting art in Paris in 1910, and his marriage to Francine Clary in 1919. Together, Sterling and Francine began what is now a world-renowned collection of American and European art, including prints and drawings, sculpture, decorative arts, and paintings—most notably French Impressionist masterworks. They also committed to the pivotal concept of serving as both an art museum and a research and academic center.
https://www.clarkart.edu/
BSC, an award winning theatre company, is the fastest growing arts venue in Berkshire County, attracting more than 57,500 patrons each year. Producing in three venues – the Boyd-Quinson Mainstage, the St. Germain Stage, and Mr. Finn’s Cabaret – BSC continues to gain national recognition for its superior quality productions and comprehensive educational programming.
https://barringtonstageco.org/
10 locals recommend
Barrington Stage Company: The Blatt Center
36 Linden StBSC, an award winning theatre company, is the fastest growing arts venue in Berkshire County, attracting more than 57,500 patrons each year. Producing in three venues – the Boyd-Quinson Mainstage, the St. Germain Stage, and Mr. Finn’s Cabaret – BSC continues to gain national recognition for its superior quality productions and comprehensive educational programming.
https://barringtonstageco.org/
Berkshire Theatre Group was created in 2010 by the merger of two of Berkshire County’s oldest cultural organizations, Berkshire Theatre Festival founded in 1928 in Stockbridge and The Colonial Theatre built in 1903 in Pittsfield. One of the largest and most exciting arts organizations in the area, BTG oversees the development, production and presentation of theatre, music and the performing arts.
https://www.berkshiretheatregroup.org/#
61 locals recommend
Berkshire Theatre Group
6 East StBerkshire Theatre Group was created in 2010 by the merger of two of Berkshire County’s oldest cultural organizations, Berkshire Theatre Festival founded in 1928 in Stockbridge and The Colonial Theatre built in 1903 in Pittsfield. One of the largest and most exciting arts organizations in the area, BTG oversees the development, production and presentation of theatre, music and the performing arts.
https://www.berkshiretheatregroup.org/#
General Hiking/Biking tips/traisl
https://berkshires.org/business_category/hiking-biking/
10 locals recommend
Berkshire County
General Hiking/Biking tips/traisl
https://berkshires.org/business_category/hiking-biking/
Enjoy natural wildlife, trees, birds and walking. Look no further than this wildlife preservation trail.
Set amidst more than 1,000 lush acres in the Berkshires, Pleasant Valley’s varied trails wind through forests, meadows, wetlands, and along the slopes of Lenox Mountain, making this site an excellent location for easy-to-strenuous hiking. While exploring, there’s a good chance you will see evidence of the sanctuary’s most visible wildlife resident, the beaver, via dams, dens, or lodges.
https://www.massaudubon.org/get-outdoors/wildlife-sanctuaries/pleasant-valley
41 locals recommend
Mass Audubon's Pleasant Valley Wildlife Sanctuary
472 W Mountain RdEnjoy natural wildlife, trees, birds and walking. Look no further than this wildlife preservation trail.
Set amidst more than 1,000 lush acres in the Berkshires, Pleasant Valley’s varied trails wind through forests, meadows, wetlands, and along the slopes of Lenox Mountain, making this site an excellent location for easy-to-strenuous hiking. While exploring, there’s a good chance you will see evidence of the sanctuary’s most visible wildlife resident, the beaver, via dams, dens, or lodges.
https://www.massaudubon.org/get-outdoors/wildlife-sanctuaries/pleasant-valley
Winter skiing. Summer Biking + zip line, river rafting, and much more!
https://berkshireeast.com/
7 locals recommend
Berkshire Whitewater
66 Thunder Mountain RdWinter skiing. Summer Biking + zip line, river rafting, and much more!
https://berkshireeast.com/
Incredible museum with very well known world famous artists. Rotating exhibits, events, and concerts. Set in an old mill building, this is a must see!
33 locals recommend
MASS MoCA
1040 Mass MoCA WayIncredible museum with very well known world famous artists. Rotating exhibits, events, and concerts. Set in an old mill building, this is a must see!
Enjoy dance and the arts with outdoor performances, then this is your place!
Each summer, the Festival features more than 350 free performances, talks & tours, exhibits, community events, classes, special and members-only events, and more.
https://www.jacobspillow.org/
257 locals recommend
Jacob's Pillow
358 George Carter RdEnjoy dance and the arts with outdoor performances, then this is your place!
Each summer, the Festival features more than 350 free performances, talks & tours, exhibits, community events, classes, special and members-only events, and more.
https://www.jacobspillow.org/
Enjoy a nice daytime or evening concert put on by the Boston Symphony Orchestra. Bring your own food and drinks and lounge out on the lawn with your friends and family while listening to one of the most renowned symphonies in the world!
http://bso.http.internapcdn.net/bso/images/uploads/brochures/2020-tanglewood-brochure.pdf
398 locals recommend
Tanglewood
Enjoy a nice daytime or evening concert put on by the Boston Symphony Orchestra. Bring your own food and drinks and lounge out on the lawn with your friends and family while listening to one of the most renowned symphonies in the world!
http://bso.http.internapcdn.net/bso/images/uploads/brochures/2020-tanglewood-brochure.pdf
Great downtown, lots of history. Rockefellers, Vanderbilts, and more vacationed here and had homes!
69 locals recommend
Stockbridge
Great downtown, lots of history. Rockefellers, Vanderbilts, and more vacationed here and had homes!
Short walk from the home - bring your friends, family, and pets to enjoy the nature reservation as well as swim in the lake!
https://www.gbland.org/lake-mansfield
49 locals recommend
Lake Mansfield Park
Lake Mansfield RoadShort walk from the home - bring your friends, family, and pets to enjoy the nature reservation as well as swim in the lake!
https://www.gbland.org/lake-mansfield
Perfect day hike. Close drive and the hike to the top reveals an incredible view that is worth the effort!
http://berkshirehiking.com/hikes/racebrook.html
22 locals recommend
Race Brook Falls
Perfect day hike. Close drive and the hike to the top reveals an incredible view that is worth the effort!
http://berkshirehiking.com/hikes/racebrook.html
This is a perfect quick afternoon hike that captures all the sunlight and views during this time of day. Close by and easy to do.
http://berkshirehiking.com/hikes/flagrock.html
8 locals recommend
Flag Rock
This is a perfect quick afternoon hike that captures all the sunlight and views during this time of day. Close by and easy to do.
http://berkshirehiking.com/hikes/flagrock.html
Concerts, plays, shows and much more occur at this historical theatre!
https://www.mahaiwe.org/
102 locals recommend
Mahaiwe Performing Arts Center
14 Castle StConcerts, plays, shows and much more occur at this historical theatre!
https://www.mahaiwe.org/
Cute home store with amazing furniture and other home furnishings, books, art, and more!
7 locals recommend
Hammertown
15 Bridge StCute home store with amazing furniture and other home furnishings, books, art, and more!
Right out your front door is this yoga place. Stop here then get coffee next door and walk home!
7 locals recommend
Sruti Berkshire Yoga Center
268 Main StRight out your front door is this yoga place. Stop here then get coffee next door and walk home!
Food scene
Brava
65 Church StDelicious food. Tapas style. https://www.facebook.com/BravaBarLenox
Great for craft beers and whiskey lovers. Place can't be missed! https://nocoorslight.com/
19 locals recommend
Moe's Tavern
10 Railroad StGreat for craft beers and whiskey lovers. Place can't be missed! https://nocoorslight.com/
Prairie Whale wins tons of accolades for it's locally sourced food that the chef prepares daily. It's a must go to!
https://www.facebook.com/PrairieWhale/
203 locals recommend
The Prairie Whale
178 Main StPrairie Whale wins tons of accolades for it's locally sourced food that the chef prepares daily. It's a must go to!
https://www.facebook.com/PrairieWhale/
Seasonally inspired, you say, Nudel’s menu is a creative reflection of the food being grown and harvested in our beautiful region, the weather outside and the feeling inside. We collaborate with small, passionate farms and food producers to source the best ingredients. We cherish the abundance of crops as they arrive at our back door and honor the fleeting season of each ingredient.
https://nudelrestaurant.com/
38 locals recommend
Nudel Restaurant
37 Church StreetSeasonally inspired, you say, Nudel’s menu is a creative reflection of the food being grown and harvested in our beautiful region, the weather outside and the feeling inside. We collaborate with small, passionate farms and food producers to source the best ingredients. We cherish the abundance of crops as they arrive at our back door and honor the fleeting season of each ingredient.
https://nudelrestaurant.com/
Incredible pizzas, baked goods, and much more. Eat in or take out!
https://berkshiremountainbakery.com/
64 locals recommend
Berkshire Mountain Bakery Inc
367 Park StIncredible pizzas, baked goods, and much more. Eat in or take out!
https://berkshiremountainbakery.com/
Mission Restaurant offers a locally sourced seasonal menu, a diverse wine selection, live local music, friendly staff, and patio seating throughout the summer!
https://www.missionberkshires.com/
36 locals recommend
Mission
438 North StMission Restaurant offers a locally sourced seasonal menu, a diverse wine selection, live local music, friendly staff, and patio seating throughout the summer!
https://www.missionberkshires.com/
Incredible history and food are located at this Inn. If you have time, be sure to get a reservation here for dinner!
https://oldinn.com/
72 locals recommend
The Old Inn On The Green
Incredible history and food are located at this Inn. If you have time, be sure to get a reservation here for dinner!
https://oldinn.com/
Walk out the front door of the house and into the front door of Fuel. A vibe like no other, live quiet instrumental music, chic decor, and delicious food and coffee!
65 locals recommend
Fuel Bistro/ Coffee Shop
293 Main StWalk out the front door of the house and into the front door of Fuel. A vibe like no other, live quiet instrumental music, chic decor, and delicious food and coffee!
Soco Creamery
5 Railroad StIce cream for the entire family and group!
Baba Louie's Sourdough Pizza
42/44 Railroad StDelicious wood fired pizza and more!
The cafe makes incredible sandwiches or go to the cheesemonger and get your own supplies to make at home. This place is amazing and right out your front door!
28 locals recommend
Rubi's Coffee and Sandwiches
264 Main StThe cafe makes incredible sandwiches or go to the cheesemonger and get your own supplies to make at home. This place is amazing and right out your front door!
Fiesta Bar and Grill
284 Main StreetDelicious mexican food for the family right in town!
The Well Restaurant + Bar
312 Main StLate night food and bar, great food and casual!
Incredible cocktail bar. You feel like you're the best bar in any major city, they make great drinks, top notch service, and cool decor.
17 locals recommend
Mooncloud
47 Railroad StIncredible cocktail bar. You feel like you're the best bar in any major city, they make great drinks, top notch service, and cool decor.
Delicious food, great drinks, and a cool scene. The bar is from a 150 year-old bar that was moved to it's current location about 100 years ago!
20 Railroad St
20 Railroad StreetDelicious food, great drinks, and a cool scene. The bar is from a 150 year-old bar that was moved to it's current location about 100 years ago!
Diner with style. This restaurant makes incredible food with an upscale diner vibe. This should not be missed!
The hash, huevos rancheros, milkshakes, and much more are a definite must get!
https://www.facebook.com/gbdiner/
32 locals recommend
GB Eats
282 Main StDiner with style. This restaurant makes incredible food with an upscale diner vibe. This should not be missed!
The hash, huevos rancheros, milkshakes, and much more are a definite must get!
https://www.facebook.com/gbdiner/
Neighborhoods
Lenox
Very quaint downtown with lots to see and do!
Things to do in the Berkshires:
https://www.frommers.com/slideshows/848199-the-top-10-things-to-do-in-the-berkshires
188 locals recommend
Great Barrington
Things to do in the Berkshires:
https://www.frommers.com/slideshows/848199-the-top-10-things-to-do-in-the-berkshires
Quaint downtown, a throwback from the past with nice shopping and homes/architecture to enjoy.
69 locals recommend
Stockbridge
Quaint downtown, a throwback from the past with nice shopping and homes/architecture to enjoy.