Our corner of the Berkshires
Food scene
Just 5 minutes from the property, an updated general store in the center of Southfield village. Locally roasted coffee, pastries baked in house, and breakfast served with our own farm-raised eggs. Great for Sunday brunch. They also have sandwiches and salads for lunch!
44 locals recommend
The Southfield Store
163 Norfolk RdJust 5 minutes from the property, an updated general store in the center of Southfield village. Locally roasted coffee, pastries baked in house, and breakfast served with our own farm-raised eggs. Great for Sunday brunch. They also have sandwiches and salads for lunch!
Our favorite place to eat! Long lines/waits in the summer.. Plan accordingly!
203 locals recommend
The Prairie Whale
178 Main StOur favorite place to eat! Long lines/waits in the summer.. Plan accordingly!
A treat for a special occasion! Beautiful, antique, fine dining.
72 locals recommend
The Old Inn On The Green
A treat for a special occasion! Beautiful, antique, fine dining.
New Brewery with walking/mountain biking trails, and large tasting room/outdoor space with beer and food trucks!
17 locals recommend
Norbrook Farm Brewery
204 Stillman Hill RdNew Brewery with walking/mountain biking trails, and large tasting room/outdoor space with beer and food trucks!
The White Hart
15 Under Mountain RdGrab sandwiches, coffee, or breakfast from their cafe.
Marjoram + Roux
47 Railroad StreetGreat sandwiches!
Roberto's Pizza
113 Main StreetOur go-to pizza shop for dine-in or take out!
Berkshire Food Co-op
34 Bridge StOur local food co-op!
Our favorite cheese/wine shop. Not cheap, but very high quality.
52 locals recommend
Rubiner's Cheesemongers
264 Main StOur favorite cheese/wine shop. Not cheap, but very high quality.
The best burgers in town! Expect to wait in line if you go during peak hours.
47 locals recommend
The Bistro Box
937 S Main StThe best burgers in town! Expect to wait in line if you go during peak hours.
Wonderful and vibrant farmers' market every Saturday, 9am-1pm.
35 locals recommend
Great Barrington Town Hall
Church StreetWonderful and vibrant farmers' market every Saturday, 9am-1pm.
Historic music venue with pub style food. Only open when there are shows so check the calendar.
51 locals recommend
Infinity Hall Norfolk
20 Greenwoods Rd WHistoric music venue with pub style food. Only open when there are shows so check the calendar.
Aroma Bar and Grill
485 Main StGreat Indian take-out.
Blackberry River Baking Co
18 E Main StQuaint and casual little dinner spot in Canaan.
Under new ownership in ‘22. Delicious food. Dinner only, reservations recommended.
11 locals recommend
Once Upon a Table
36 Main StUnder new ownership in ‘22. Delicious food. Dinner only, reservations recommended.
5 minutes down the road - grab milk or half n half, beer& wine etc…
9 locals recommend
Mill River General Store
10 Great Barrington Rd5 minutes down the road - grab milk or half n half, beer& wine etc…
The Lost Lamb
31 Main StCoffee and pastries in downtown Stockbridge
Upscale craft cocktail bar on railroad street. Outdoor tables in the summer !
17 locals recommend
Mooncloud
47 Railroad StUpscale craft cocktail bar on railroad street. Outdoor tables in the summer !
Rubi's Coffee and Sandwiches
264 Main StGreat coffee and sandwiches
Locally roasted coffee with pastries, check out the art park while you’re there.
82 locals recommend
No. Six Depot Roastery & Cafe
6 Depot StLocally roasted coffee with pastries, check out the art park while you’re there.
Great dinner spot with beautiful outdoor dining. Only open Wednesday-Friday for dinner as they host weddings on the weekend. 7 minutes away!
19 locals recommend
Gedney Farm
34 Hartsville-New Marlborough RdGreat dinner spot with beautiful outdoor dining. Only open Wednesday-Friday for dinner as they host weddings on the weekend. 7 minutes away!
Balderdash Cellars
81 State RdWinery in a beautiful outdoor setting
Agaves Mexican Grill
389 Stockbridge RdEasy mexican food, outdoor picnic tables
Delicious, high quality sandwiches and salads. Great for a sandwich on the go or for a picnic. They also have seating there.
19 locals recommend
Bizalion's Café-Market
684 Main StDelicious, high quality sandwiches and salads. Great for a sandwich on the go or for a picnic. They also have seating there.
Visit the cows, have an ice cream cone and enjoy the beautiful view. Pizza truck on weekends during the summer.
32 locals recommend
High Lawn Farm
535 Summer StVisit the cows, have an ice cream cone and enjoy the beautiful view. Pizza truck on weekends during the summer.
They do Friday night farm dinners in the summer. Check out the their website or IG for updates on what’s being served that week.
The Farm New Marlborough
They do Friday night farm dinners in the summer. Check out the their website or IG for updates on what’s being served that week.
Hilltown Hot Pies
Pizza garden pop up! 4-8pm Friday-Sunday.
Sightseeing
Umpachene Falls Park
Umpachene Falls RoadPublic park with water falls and swimming holes.
Easy and short hike with a tower at the top with amazing views!
11 locals recommend
Haystack Mountain Tower
Easy and short hike with a tower at the top with amazing views!
Goodnow Preserve
442 Mill River Southfield RdOur favorite place for a walk/hike. Just 5 minutes down the road.
Monument Mountain Reservation
Nice hike with great views!
Norman Rockwell Museum
9 Glendale RdSpeaks for itself, check out current exhibits.
Berkshire Botanical Garden
5 W Stockbridge RdBeautiful place to visit!
MASS MoCA
1040 Mass MoCA WayWorth the trip!
Free to the public, outdoor art park. Really wonderful place to spend a morning or afternoon wandering.
310 locals recommend
Art Omi
1405 Co Rte 22Free to the public, outdoor art park. Really wonderful place to spend a morning or afternoon wandering.
Snag tickets to a show, or see if they're hosting free-outdoor performances during your stay.
257 locals recommend
Jacob's Pillow
358 George Carter RdSnag tickets to a show, or see if they're hosting free-outdoor performances during your stay.
Tanglewood
Where picnicking is a sport. A quintessential Berkshire experience.
If you’re into chamber music, get tickets for a performance and enjoy a beautiful night in an open air shed.
11 locals recommend
Norfolk Chamber Music Festival - Yale Summer Schools of Music and Art
20 Litchfield RdIf you’re into chamber music, get tickets for a performance and enjoy a beautiful night in an open air shed.
Hiking trails, small beach for swimming. I believe you have to pay to park.
36 locals recommend
Beartown State Forest
69 Blue Hill RdHiking trails, small beach for swimming. I believe you have to pay to park.
Caddie Shack
316 Ashley Falls RoadMini golf and greasy food!
Kripalu Center For Yoga & Health
57 Interlaken RdTreat yourself
Beautiful gardens and art exhibits in Edith Wharton’s old estate.
167 locals recommend
The Mount, Edith Wharton's Home
2 Plunkett StBeautiful gardens and art exhibits in Edith Wharton’s old estate.
Tyringham Cobble Park
20 Jerusalem RdLonger but mellow loop hike with nice views.
Ashintully Gardens
Sodom RoadMore beautiful gardens and a great place for a picnic
Naumkeag
5 Prospect Hill RdOutdoor sculpture park right next to Six Depot coffee, if you wanted to make a morning of it !
Turn Park Art Sculptures
2 Moscow RoadOutdoor sculpture park right next to Six Depot coffee, if you wanted to make a morning of it !
Dry Hill Reservation
Old Turnpike Road NorthNice hike !
Questing
351-407 New Marlborough Hill RdHike up a fire road to a meadow and nice woodland loop trail. 5 min away.