Outdoor Adventures and Nature
Great little hike down to the river and awesome swimming hole in the summer time
8 locals recommend
Green River
Great little hike down to the river and awesome swimming hole in the summer time
Great hike through nature and awesome swimming hole and picnic spot
282 locals recommend
Bash Bish Falls State Park
Falls RoadGreat hike through nature and awesome swimming hole and picnic spot
Lake Mansfield Park
Lake Mansfield RoadGreat picnic spot, swimming and hiking trails
Best views on a clear day! You can see all the way to the Catskill Mountains
53 locals recommend
Monument Mountain
Best views on a clear day! You can see all the way to the Catskill Mountains
Philip Orchards
270 NY-9HGorgeous orchard for hands on pickin'
A great afternoon spot, and also in the winter they rent snowshoes and you can hike through the orchards or take a lovely snow walk.
41 locals recommend
Hilltop Orchards Home of Furnace Brook Winery
508 Canaan RdA great afternoon spot, and also in the winter they rent snowshoes and you can hike through the orchards or take a lovely snow walk.
Neighborhoods
Quaint town walking distance from our cottage with a General Store, ice cream shop, amazing cafe - Crossroads Food Shop, and home to our favorite restaurant, the Roe Jan Brewery
28 locals recommend
Hillsdale
Quaint town walking distance from our cottage with a General Store, ice cream shop, amazing cafe - Crossroads Food Shop, and home to our favorite restaurant, the Roe Jan Brewery
Great Barrington
Great town with cafes, shopping, restaurants, markets, etc...
Warren Street is one of our favorites. It's super posh with high end art, antique stores, clothing boutiques and restaurants.
442 locals recommend
Hudson
Warren Street is one of our favorites. It's super posh with high end art, antique stores, clothing boutiques and restaurants.
Food scene
We love sitting outside here. The food and drinks never disappoint. It changes every season and is always quite crowd pleasing.
51 locals recommend
Roe Jan Brewing Co.
32 Anthony StWe love sitting outside here. The food and drinks never disappoint. It changes every season and is always quite crowd pleasing.
Gorgeous setting with high end farm to table food. The service is impeccable.
99 locals recommend
John Andrews
224 Hillsdale RdGorgeous setting with high end farm to table food. The service is impeccable.
Super fun to hang out in the apple orchards during the day, relax in Adirondack chairs, have a glass of cider and a cheese board. There is often live music on Saturdays.
8 locals recommend
Little Apple Cidery
178 Orchard LnSuper fun to hang out in the apple orchards during the day, relax in Adirondack chairs, have a glass of cider and a cheese board. There is often live music on Saturdays.
Amazing distillery with craft cocktails and food truck service. Sit by the bonfire or a picnic table and enjoy the chill vibe.
56 locals recommend
Olde York Farm Distillery & Cooperage
284 NY-23Amazing distillery with craft cocktails and food truck service. Sit by the bonfire or a picnic table and enjoy the chill vibe.
Rainy Day Activities
Norman Rockwell Museum
9 Glendale RdSkiing and Tubing
Our favorite locals mountain. We have season passes here so maybe we'll see you on the slopes. We love night skiing on Wednesday and Friday nights - it's super fun!
329 locals recommend
Catamount Mountain Ski Resort
78 Catamount RdOur favorite locals mountain. We have season passes here so maybe we'll see you on the slopes. We love night skiing on Wednesday and Friday nights - it's super fun!
Tubing at Butternut is the most fun. The slopes are pretty good too (although Catamount has a bit higher elevation!).
218 locals recommend
Ski Butternut
380 State RdTubing at Butternut is the most fun. The slopes are pretty good too (although Catamount has a bit higher elevation!).