Food Scene
Delicious sandwiches, salads, and the best biscuit you've ever eaten. Ben and Michael are fabulous, thoughtful hosts and their food is outstanding--the best lunch for sure in Chatham.
38 locals recommend
benGABLEsavories
17 Central SqDelicious sandwiches, salads, and the best biscuit you've ever eaten. Ben and Michael are fabulous, thoughtful hosts and their food is outstanding--the best lunch for sure in Chatham.
Six Depot has the Berkshires' best coffee BY FAR. Flavio is a fabulous host, the decor is terrific, and the art in the gallery is always well-curated.
82 locals recommend
No. Six Depot Roastery & Cafe
6 Depot StSix Depot has the Berkshires' best coffee BY FAR. Flavio is a fabulous host, the decor is terrific, and the art in the gallery is always well-curated.
Nudel is by far the Berkshires' most creative restaurant. Chef/owner Bjorn Somlo was a James Beard finalist a few years ago, and he continues to do innovative, delicious takes on local produce and meat. It's tiny and fills up fast, so make a reservation online.
38 locals recommend
Nudel Restaurant
37 Church StreetNudel is by far the Berkshires' most creative restaurant. Chef/owner Bjorn Somlo was a James Beard finalist a few years ago, and he continues to do innovative, delicious takes on local produce and meat. It's tiny and fills up fast, so make a reservation online.
Parks & Nature
Lovely short and relatively easy family hike, popular but not packed.
128 locals recommend
High Falls Conservation Area
540 Roxbury RdLovely short and relatively easy family hike, popular but not packed.
This bucolic conservation area has open fields and quiet forest, as well as a huge and beautiful pond (not for swimming). Great place for wandering or picnicking.
63 locals recommend
Ooms Conservation Area at Sutherland Pond
480 Rock City RdThis bucolic conservation area has open fields and quiet forest, as well as a huge and beautiful pond (not for swimming). Great place for wandering or picnicking.
This is one of our family's favorite hikes. Whether you take the fire road (easier) or the trail (a bit more strenuous), it's a gorgeous and peaceful walk without too much company. And the trail ends at a giant blueberry patch, ripe for the picking.
9 locals recommend
Harvey Mountain State Forest
This is one of our family's favorite hikes. Whether you take the fire road (easier) or the trail (a bit more strenuous), it's a gorgeous and peaceful walk without too much company. And the trail ends at a giant blueberry patch, ripe for the picking.
Arts & Culture
This stunning Moorish mansion has breathtaking views and wonderfully mad design. In summer, there are often interesting exhibitions and festivals on the grounds. Worth a visit and plan for a tour of the house.
349 locals recommend
Olana State Historic Site
Olana State Historic SiteThis stunning Moorish mansion has breathtaking views and wonderfully mad design. In summer, there are often interesting exhibitions and festivals on the grounds. Worth a visit and plan for a tour of the house.
This indoor/outdoor art space features meandering trails through large scale sculpture installations, a lovely weekend cafe, and excellent exhibitions in the gallery space. For summer visitors, their kids' camp is fantastic.
310 locals recommend
Art Omi
1405 Co Rte 22This indoor/outdoor art space features meandering trails through large scale sculpture installations, a lovely weekend cafe, and excellent exhibitions in the gallery space. For summer visitors, their kids' camp is fantastic.
Shopping
Fine arts and handmade crafts by local artists and artisans that tend toward the cool, not the schlocky. Elizabeth, the owner, has fabulous taste reflected in every object she sells. And stop at Chocolate Springs, the Berkshires' best chocolatier, after. Not much for design, but delicious truffles, macarons, and ice cream.
Lenox Local, LLC.
55 Pittsfield RdFine arts and handmade crafts by local artists and artisans that tend toward the cool, not the schlocky. Elizabeth, the owner, has fabulous taste reflected in every object she sells. And stop at Chocolate Springs, the Berkshires' best chocolatier, after. Not much for design, but delicious truffles, macarons, and ice cream.
The area's best wine selection, bar none. Owner Michael Albin has encyclopedic knowledge, a great palate, and a real ability to help you pick just the right wine for any meal or event.
57 locals recommend
Hudson Wine Merchants
341 Warren StThe area's best wine selection, bar none. Owner Michael Albin has encyclopedic knowledge, a great palate, and a real ability to help you pick just the right wine for any meal or event.
Entertainment & Activities
Chatham Bowl
248 NY-295Small town bowling alley. Need I say more? Cheap fun on a rainy or too hot day!
This single screen movie theater started life as a vaudeville house but now screens first run movies through the week and art films in special screenings on Sundays. It's a local treasure.
78 locals recommend
Crandell Theatre
48 Main StThis single screen movie theater started life as a vaudeville house but now screens first run movies through the week and art films in special screenings on Sundays. It's a local treasure.
Essentials
This is a terrific organic market that tends towards the crunchy/hippie mode, but with upscale prices. That said, it's five minutes away and the quality of merchandise is mostly very high. On site bakery makes decent breads and pastries.
103 locals recommend
Hawthorne Valley Farm Store
327 County Route 21cThis is a terrific organic market that tends towards the crunchy/hippie mode, but with upscale prices. That said, it's five minutes away and the quality of merchandise is mostly very high. On site bakery makes decent breads and pastries.
It's a Price Chopper. Produce and meats are decent, it's got all the staples but nothing fancy.
65 locals recommend
Price Chopper
2614 NY-66It's a Price Chopper. Produce and meats are decent, it's got all the staples but nothing fancy.
Drinks & Nightlife
Great courtyard bar with delicious Asian small plates. Our favorite place (other than our own front porch) for a summer cocktail.
143 locals recommend
Back Bar
347 Warren StGreat courtyard bar with delicious Asian small plates. Our favorite place (other than our own front porch) for a summer cocktail.