Food Scene
Blue Plate
1 Kinderhook StGreat food and a friendly staff!
A local favorite! Enjoy the margaritas, enchiladas, and fish tacos!!
22 locals recommend
Destino Fiesta Mexicana
1 Church StA local favorite! Enjoy the margaritas, enchiladas, and fish tacos!!
This is the place for great breads and a fantastic breakfast. (Our Daily Bread's gluten free bakery is just down the street.)
66 locals recommend
Our Daily Bread Deli
116 Hudson AveThis is the place for great breads and a fantastic breakfast. (Our Daily Bread's gluten free bakery is just down the street.)
Try and buy local cheeses from Columbia County and beyond. The grilled cheese sandwich is to die for!
39 locals recommend
Bimi's Cheese Shop
21 Main StTry and buy local cheeses from Columbia County and beyond. The grilled cheese sandwich is to die for!
Drinks & Nightlife
Great food and drinks and live music. Look out for the bear guarding the door.
54 locals recommend
The People's Pub
36 Main StGreat food and drinks and live music. Look out for the bear guarding the door.
Award winning brewery makes a wide range of great beers. Live music most nights!
114 locals recommend
Chatham Brewing
59 Main StAward winning brewery makes a wide range of great beers. Live music most nights!
Enjoy a tasting at our local winery. Sit under the trees with a glass of wine on a sunny afternoon. Life is good!
62 locals recommend
Hudson Chatham Winery
1900 NY-66Enjoy a tasting at our local winery. Sit under the trees with a glass of wine on a sunny afternoon. Life is good!
Sightseeing
Chatham is small town USA. Restaurants, shopping, brewery, coffee shop, book store, cheese shop, gazebo, and the clock tower. Not a single franchise or chain store.
62 locals recommend
Main Street
244 Main StChatham is small town USA. Restaurants, shopping, brewery, coffee shop, book store, cheese shop, gazebo, and the clock tower. Not a single franchise or chain store.
Parks & Nature
Nice hiking trails just behind the house. Easy trails and a hilly loop.
9 locals recommend
Borden's Pond Conservation Area
Nice hiking trails just behind the house. Easy trails and a hilly loop.
Soccer fields, basketball,tennis courts,skateboard park, and swimming at a local beach. Great for free family entertainment in the summer.
12 locals recommend
Crellin Park
2940 NY-66Soccer fields, basketball,tennis courts,skateboard park, and swimming at a local beach. Great for free family entertainment in the summer.
Arts & Culture
Art center and outdoor sculpture park. Summer art camps each week of July. Great cafe, too.
310 locals recommend
Art Omi
1405 Co Rte 22Art center and outdoor sculpture park. Summer art camps each week of July. Great cafe, too.
Catch the Boston Symphony Orchestra from the lawn. Bring some wine and cheese and a blanket to lay back on and gaze at the stars!!
394 locals recommend
Tanglewood
Catch the Boston Symphony Orchestra from the lawn. Bring some wine and cheese and a blanket to lay back on and gaze at the stars!!
Free museum tells the story of New York State from the ice age to the growth of NYC to 9/11. Take a ride on the old fashioned carousel! Take a walk around the NY State capital while you are there.
87 locals recommend
New York State Museum
222 Madison AveFree museum tells the story of New York State from the ice age to the growth of NYC to 9/11. Take a ride on the old fashioned carousel! Take a walk around the NY State capital while you are there.
Norman Rockwell Museum
9 Glendale RdSee the memorable artwork of an American icon.
Jacob's Pillow
358 George Carter RdA world famous center of dance in the Berkshires.
A tremendous collection of many of the world's masters. Equally impressive is the new museum expansion set in the hills of Williamstown, Mass.
329 locals recommend
The Clark Art Institute
225 South StA tremendous collection of many of the world's masters. Equally impressive is the new museum expansion set in the hills of Williamstown, Mass.
Shopping
The best gift shop east of the Mississippi! Our family from Tennessee does all their Christmas shopping in this one store when they visit us.
9 locals recommend
American Pie
41 Main StThe best gift shop east of the Mississippi! Our family from Tennessee does all their Christmas shopping in this one store when they visit us.
Chatham Bookstore
27 Main StTerrific independent bookstore with a helpful, friendly staff.
Warren Street
Warren StreetSo much to see and do. Restaurants, bakeries, antiques, and more.
Essentials
Price Chopper
2614 NY-66Full service grocery store right in town.
If you haven't tried Stewart's ice cream you have a treat in store!!
18 locals recommend
Stewart's Shops
8 W Bridge StIf you haven't tried Stewart's ice cream you have a treat in store!!