Guidebook for Hillsdale
Sightseeing
Great walk along a beautiful river that comes to an impressive waterfall. You can continue up to the summit of the hill for a far reaching view of the Catskills.
282 locals recommend
Bash Bish Falls State Park
Falls RoadGreat walk along a beautiful river that comes to an impressive waterfall. You can continue up to the summit of the hill for a far reaching view of the Catskills.
Ski in the winter and aerial adventure park and one of the nation's longest ziplines in the summer!
329 locals recommend
Catamount Mountain Ski Resort
78 Catamount RdSki in the winter and aerial adventure park and one of the nation's longest ziplines in the summer!
Great Swimming in Ore Pit Pond.
Access point to the rail trail for biking, walking and jogging with beautiful vistas of the surrounding farms and hills
18 locals recommend
Copake Falls
Great Swimming in Ore Pit Pond.
Access point to the rail trail for biking, walking and jogging with beautiful vistas of the surrounding farms and hills
High Falls Conservation Area
540 Roxbury RdA nice walk to a beautiful waterfall.
Great hiking through meadows and woods with mountain views and stream crossings.
9 locals recommend
Jug End
Great hiking through meadows and woods with mountain views and stream crossings.
Interesting street with antique store, galleries, stylish clothing, and eclectic wares. An urban art center in the country.
40 locals recommend
Warren Street
Warren StreetInteresting street with antique store, galleries, stylish clothing, and eclectic wares. An urban art center in the country.
The Mount, Edith Wharton's Home
2 Plunkett StEdith Warton's Lenox home and garden
Daniel French's home and studio. Also every summer features new outdoors sculptures in the woods
63 locals recommend
Chesterwood
4 Williamsville RdDaniel French's home and studio. Also every summer features new outdoors sculptures in the woods
Beautiful home and gardens. With views that started the Hudson River School movement
350 locals recommend
Olana State Historic Site
Olana State Historic SiteBeautiful home and gardens. With views that started the Hudson River School movement
Lake Mansfield Park
Lake Mansfield RoadGreat swimming lake with small beach
Copake Lake Boat Rentals LLC
281 Lakeview RdBoat rentals on Copake Lake
Pleasant town with lots on antiques shops, coffee shops, galleries, book shop, wine shop. The diner here takes an upscale approach with locally sourced ingredients.
89 locals recommend
Millerton
Pleasant town with lots on antiques shops, coffee shops, galleries, book shop, wine shop. The diner here takes an upscale approach with locally sourced ingredients.
Taconic State Park
253 NY-344Great Swimming and hiking!
Food Scene
Casual restaurant/bar. Great pizza! Sandwiches and main dishes too.
9 locals recommend
Hillsdale House
2634 New York 23Casual restaurant/bar. Great pizza! Sandwiches and main dishes too.
John Andrews
224 Hillsdale RdUpscale farmhouse restaurant with a seasonal menu.
Swiss Hutte
3290 MA-23Classic dining at the base of Catamount Ski Mountain
Classic diner with a classic diner sign...you can't miss it!
16 locals recommend
Martindale Chief Diner
Taconic State ParkwayClassic diner with a classic diner sign...you can't miss it!
Dining with a beautiful view of the golf greens and Copake Lake.
46 locals recommend
The Greens at Copake Country Club
44 Golf Course RdDining with a beautiful view of the golf greens and Copake Lake.
Local 111
111 Main StGreat "farm to table" cuisine!
Great casual restaurant. Good burgers, fries and onion rings!
19 locals recommend
Main Street Public House
12 Main StGreat casual restaurant. Good burgers, fries and onion rings!
Allium Restaurant + Bar
42/44 Railroad StHip restaurant with modern cuisine.
Four Brothers
2828 NY-23Greek and Italian food.
The Prairie Whale
178 Main StHip cool restaurant with a fresh seasonal menu
Nudel Restaurant
37 Church StreetModern, innovative cuisine
Fun restaurant in a funky house. Beautiful grounds with a fire pit. A music room where musicians from many genres perform.
51 locals recommend
Dream Away
1342 County RdFun restaurant in a funky house. Beautiful grounds with a fire pit. A music room where musicians from many genres perform.
Fish & Game
13 S 3rd StHigh end innovative cuisine with a mandatory tasting menu.
Harney & Sons
13 Main StSweet spot for lunch with of course, tea!
Shopping
Nicely edited selection of things for the country home. Also, stylish antiques on the second floor. Not your typical general store!
34 locals recommend
Hillsdale General Store
2642 NY-23Nicely edited selection of things for the country home. Also, stylish antiques on the second floor. Not your typical general store!
Essentials
Hillsdale Supermarket
2628 NY-23Full service grocery store with an ATM
Great farm store with fresh produce, meat, dairy and eggs
103 locals recommend
Hawthorne Valley Farm Store
327 County Route 21cGreat farm store with fresh produce, meat, dairy and eggs
Arts & Culture
Movie theater, usually with a nice mix of art house and mainstream movies
73 locals recommend
The Triplex Cinema
70 Railroad StMovie theater, usually with a nice mix of art house and mainstream movies
Performing arts center with top performers of all kinds
102 locals recommend
Mahaiwe Performing Arts Center
14 Castle StPerforming arts center with top performers of all kinds
Summer festival with classic and modern dancers from around the world.
257 locals recommend
Jacob's Pillow
358 George Carter RdSummer festival with classic and modern dancers from around the world.
Great summer music festival. Bring a picnic and listen to music under the stars!
398 locals recommend
Tanglewood
Great summer music festival. Bring a picnic and listen to music under the stars!
Art Omi
1405 Co Rte 22Beautiful outdoor sculpture fields and woods