The Upstate Cabin Guidebook
Food scene
Bartlett House
2258 NY-66Bimi's Cheese Shop
21 Main St
Hilltown Hot Pies
Amazing pizza shop with local produce and a backyard
Hudson Farmers Market
201 Harry Howard AveThe Maker Hotel
302 Warren StWm. Farmer and Sons
20 S Front StThe Chatham Berry Farm is a great place to pickup fresh produce! In the summer you can also enjoy delicious cider at their Cidery and pickup some delicious food from their greenhouse eatery!
67 locals recommend
The Chatham Berry Farm LLC
The Chatham Berry Farm is a great place to pickup fresh produce! In the summer you can also enjoy delicious cider at their Cidery and pickup some delicious food from their greenhouse eatery!
Amazing place to grab a sandwich or enjoy a drink in their yard! Inside is also very quaint but this is mostly a counter service place for delicious lunch food!
21 locals recommend
Quinnie's New York
834 NY-66Amazing place to grab a sandwich or enjoy a drink in their yard! Inside is also very quaint but this is mostly a counter service place for delicious lunch food!
Chatham Brewing
59 Main StOne of our favorite restaurants in Great Barrington. Try their back patio in the summer for some delicious pizza if you can’t get a table in the main restaurant.
203 locals recommend
The Prairie Whale
178 Main StOne of our favorite restaurants in Great Barrington. Try their back patio in the summer for some delicious pizza if you can’t get a table in the main restaurant.
Fun farm brewery that typically has music on Saturdays. Brewery is typically only open on weekends and has rotating food trucks. Fun spot outside in the summer!
18 locals recommend
S&S Farm Brewery
174 Middle RdFun farm brewery that typically has music on Saturdays. Brewery is typically only open on weekends and has rotating food trucks. Fun spot outside in the summer!
John Andrews
224 Hillsdale RdDan's Diner
1005 NY-203Small diner a short drive from the cabin.
Neighborhoods
Great Barrington
Hiking
Hike to the top of the hill for the most spectacular view at the top of 1 of 6 of Hudson Valley’s fire towers. Trailhead is only 2 miles from The Upstate Cabin
Small walk down to the unbelievable waterfall and swimming hole.
128 locals recommend
High Falls Conservation Area
540 Roxbury RdSmall walk down to the unbelievable waterfall and swimming hole.
Nice, scenic walk/hike around the lake. About 1.5 miles around but easy to turn do shorter distance if you have kids!
63 locals recommend
Ooms Conservation Area at Sutherland Pond
480 Rock City RdNice, scenic walk/hike around the lake. About 1.5 miles around but easy to turn do shorter distance if you have kids!
Vineyard
Hudson Chatham Winery
1900 NY-66Balderdash Cellars
81 State Rd