Gina’s guide to the Berkshires
Food scene
Great coffee and pastries, also lunch items are excellent. Serves as a small market too so you can pick up milk, eggs, and other sundries, such as coffee and tea
44 locals recommend
The Southfield Store
163 Norfolk RdGreat coffee and pastries, also lunch items are excellent. Serves as a small market too so you can pick up milk, eggs, and other sundries, such as coffee and tea
Order online and pick up or sit at their outdoor picnic tables. Great breakfast sandwiches and pancakes. Good coffee. Open til 2 most days
16 locals recommend
Roadside Store & Cafe
275 Main RdOrder online and pick up or sit at their outdoor picnic tables. Great breakfast sandwiches and pancakes. Good coffee. Open til 2 most days
Rotating seasonal cupcakes and good sandwiches. Bacon Egg and Cheese that’s truly heavenly. Only Ok coffee, get that around the corner.
15 locals recommend
The Lost Lamb
31 Main StRotating seasonal cupcakes and good sandwiches. Bacon Egg and Cheese that’s truly heavenly. Only Ok coffee, get that around the corner.
Great wine and cheese/charcuterie plate options. We also love their lox and other pantry items.
52 locals recommend
Rubiner's Cheesemongers
264 Main StGreat wine and cheese/charcuterie plate options. We also love their lox and other pantry items.
best wine selection in the area by far, super helpful staff
6 locals recommend
South Egremont Spirit Shoppe
71 Main Stbest wine selection in the area by far, super helpful staff
Actually good sushi, a little pricey for the area but worth it if you're craving something healthy.
101 locals recommend
Bizen Gourmet Japanese Restaurant and Sushi Bar
17 Railroad StreetActually good sushi, a little pricey for the area but worth it if you're craving something healthy.
Local favorite, owned by the people that do Marlowe and Sons in Williamsburg. Wood fired pizza in the backyard, full menu in the restaurant. Good cocktails
203 locals recommend
The Prairie Whale
178 Main StLocal favorite, owned by the people that do Marlowe and Sons in Williamsburg. Wood fired pizza in the backyard, full menu in the restaurant. Good cocktails
Great coffee and grilled cheese sandwiches with cheeses from their adjacent cheese shop
28 locals recommend
Rubi's Coffee and Sandwiches
264 Main StGreat coffee and grilled cheese sandwiches with cheeses from their adjacent cheese shop
Marjoram + Roux
47 Railroad StreetExcellent pastries and salads, breakfast or lunch
Plaza Package
155 State Rdgreat beer and liquor selection
Excellent meat selection and other local dairy and vegetable products. Pay with Venmo and visit with the cows and horses on the property
6 locals recommend
North Plain Farm
342 N Plain RdExcellent meat selection and other local dairy and vegetable products. Pay with Venmo and visit with the cows and horses on the property
Bike or drive here with a little bit of cash to pick up super fresh chevre. Goats are friendly and fun for all.
7 locals recommend
Rawson Brook Farm
185 New Marlboro RdBike or drive here with a little bit of cash to pick up super fresh chevre. Goats are friendly and fun for all.
The Stagecoach Tavern
854 S Undermountain RdReally cool and unique space
New cafe on the block, good coffee and great place to buy beans for the house.
6 locals recommend
twoflower Great Barrington
34 Railroad StreetNew cafe on the block, good coffee and great place to buy beans for the house.
Bright Ideas Brewing
111 Mass MoCA WayFun pre or post Mass MoCa visit
The Old Inn On The Green
Great menu, I usually get the burger and the wedge salad with a martini, but I've yet to try anything I didn't like.
7 locals recommend
Number Ten
10 Castle StreetGreat menu, I usually get the burger and the wedge salad with a martini, but I've yet to try anything I didn't like.
John Andrews
224 Hillsdale RdGreat Barrington Bagel Company
777 S Main StGood bagels, great lox
Départ Wine, Beer & Beverage
28 Railroad StBest wine and beer selection in town, tastings on Saturday afternoons
Mooncloud
47 Railroad StGreat drinks! One of the only cocktail bars in the area
STEAM Noodle Cafe
286 Main StTom Yum soup is excellent, I get it extra spicy
Momma Lo's Southern Style BBQ
Fried Chicken fridays
Neon Newt
Breakfast/Lunch/Brunch
I think this is the best wine store in the area, lots of good food items as well. Sells coffee beans too
Dare Bottleshop & Provisions
I think this is the best wine store in the area, lots of good food items as well. Sells coffee beans too
Haven
8 Franklin StReally busy for weekend brunch, it's good, not great.
Really good bagels, excellent lox. Nothing else like it for miles and miles.
36 locals recommend
Great Barrington Bagel Company
777 S Main StReally good bagels, excellent lox. Nothing else like it for miles and miles.
Pizzeria Boema
84 Main St$10 Mondays Dine in only
Wheatleigh
upscale dining, or just go for a cocktail
The Bistro Box
937 S Main StThe Distillery at Greylock WORKS
The Break Room
Groceries
Best fish selection in town, brought in daily from Boston. Oysters are good too!
248 locals recommend
Guido's Fresh Marketplace
760 S Main StBest fish selection in town, brought in daily from Boston. Oysters are good too!
Groceries! Produce can be a little pricey as it's all organic, but this is a great place to get pretty much everything else.
88 locals recommend
Berkshire Food Co-op
34 Bridge StGroceries! Produce can be a little pricey as it's all organic, but this is a great place to get pretty much everything else.
Great for vegetables and sundries, decent sandwiches and baked goods. Near some great hikes and swimming spots. They also have a few farm animals that are pretty fun to watch.
27 locals recommend
Taft Farms
119 Park StGreat for vegetables and sundries, decent sandwiches and baked goods. Near some great hikes and swimming spots. They also have a few farm animals that are pretty fun to watch.
Everything you need on the go or if headed out for a picnic, also sells the Financial Times. Hard to come by out here.
15 locals recommend
Loeb's Foodtown of Lenox
42 Main StEverything you need on the go or if headed out for a picnic, also sells the Financial Times. Hard to come by out here.
Everything you need for the house to self-cater, including a good beer and liquor selection, decent wine and newspapers. Also they have wifi if you want to stay and have a coffee. Nearby some hiking trails so always nice to combine a hike and a shopping in this part of the Berkshires.
9 locals recommend
Mill River General Store
10 Great Barrington RdEverything you need for the house to self-cater, including a good beer and liquor selection, decent wine and newspapers. Also they have wifi if you want to stay and have a coffee. Nearby some hiking trails so always nice to combine a hike and a shopping in this part of the Berkshires.
Sightseeing
Lovely garden walk, not far from the house and a gorgeous drive any time of year
13 locals recommend
Ashintully Gardens
Sodom RoadLovely garden walk, not far from the house and a gorgeous drive any time of year
Naumkeag
5 Prospect Hill RdGorgeous garden, admission/reservations needed in advance.
Absolutely gorgeous grounds, free and open to the public. Check online for hours. Free parking and Tuesday mornings Lenox yoga teaches in the grass. Peak Berkshires!
167 locals recommend
The Mount, Edith Wharton's Home
2 Plunkett StAbsolutely gorgeous grounds, free and open to the public. Check online for hours. Free parking and Tuesday mornings Lenox yoga teaches in the grass. Peak Berkshires!
Tons of hiking trails from Bidwell house, private tours available upon request. But it's free to visit the grounds.
11 locals recommend
Bidwell House Museum
100 Art School RdTons of hiking trails from Bidwell house, private tours available upon request. But it's free to visit the grounds.
Apple Picking in the fall, and other seasonal offerings year round!
20 locals recommend
Windy Hill Farm
686 Stockbridge RdApple Picking in the fall, and other seasonal offerings year round!
Norman Rockwell Museum
9 Glendale RdSwimming
Lake Garfield Beach
78 Tyringham RdLifeguard on duty during the day
Goose Pond
Lake Mansfield Park
Lake Mansfield RoadOtis Reservoir
Umpachene Falls Park
Umpachene Falls RoadHiking
Benedict Pond Loop
Great hikes around the lake and swimming
Tyringham Cobble Park
20 Jerusalem RdOne of my absolute favorite hikes the area
Appalachian Trail
Appalachian National Scenic TrailSteadman Pond
Very short hike to the pond, lovely place to meditate or just relax for a bit
Bash Bish Falls State Park
Falls RoadRace Brook Falls
Flag Rock
Hiking and if and only if you have a child you're allowed to fish!
6 locals recommend
Berkshire Trout Hatchery - Hatchery Building
240 Hatchery RdHiking and if and only if you have a child you're allowed to fish!
Wellness
Opening mid-August, but many Kripalu massage therapists are operating independently in the area. Ask for recommendations, happy to help!
Kripalu Center For Yoga & Health
57 Interlaken RdThe Pilates Space
15 Elm CtThe owner of the studio teaches a great class!
Canyon Ranch Lenox
165 Kemble StUltimate pampering to be had here.
Greenhouse Yoga
47 Railroad StThey have a traveler package if you want to take a couple classes while staying
Art
Worth a visit, recommend the James Turrell.
MASS MoCA
1040 Mass MoCA WayPlaying Othello and King Lear this summer. Tickets in advance needed
134 locals recommend
Shakespeare & Company
70 Kemble StPlaying Othello and King Lear this summer. Tickets in advance needed
Tanglewood
Mahaiwe Performing Arts Center
14 Castle StThe Clark Art Institute
225 South St