Guidebook for Hillsdale
Food Scene
Great breakfast and lunch, coffee, and yummy pastries! This is where the locals hang out.
61 locals recommend
Crossroads Food Shop
2642 NY-23Great breakfast and lunch, coffee, and yummy pastries! This is where the locals hang out.
Soco Creamery
5 Railroad StGreat flavors, can get busy on weekends!
Baba Louie's Sourdough Pizza
42/44 Railroad StGreat thin-crust pizza, right on Railroad Street
Aroma Bar and Grill
485 Main StGreat food, family-run place with a friendly atmosphere
The Prairie Whale
178 Main StLove the pizza in the garden (first come first serve)!
Cool refurbished old building into fabulous space. Delicious pork sliders! And of course extensive beer list.
51 locals recommend
Roe Jan Brewing Co.
32 Anthony StCool refurbished old building into fabulous space. Delicious pork sliders! And of course extensive beer list.
Good burgers (beef and portobello), some tables outside, also easy take out.
8 locals recommend
Hillsdale House
2634 Anthony StGood burgers (beef and portobello), some tables outside, also easy take out.
Shopping
Get your own hillsdale t-shirts here. Lots of great items, and a nice kids section. Hard to get out of there without buying something!
34 locals recommend
Hillsdale General Store
2642 NY-23Get your own hillsdale t-shirts here. Lots of great items, and a nice kids section. Hard to get out of there without buying something!
Great Barrington
Lots of great shopping, restaurants, and lovely little shops.
Lots of great local options for veggies, baked goods, pickles, cheese, meat, and much more!
31 locals recommend
Copake Hillsdale Farmers Market
9140 NY-22Lots of great local options for veggies, baked goods, pickles, cheese, meat, and much more!
Parks & Nature
Taconic State Park
253 New York 344Great swimming, and a wadding pool for little kids.
Really just a walk to the falls, but great for kids and those who want something low maintenance
282 locals recommend
Bash Bish Falls State Park
Falls RoadReally just a walk to the falls, but great for kids and those who want something low maintenance
Fun rail trail across from Taconic State Park. The rent bikes, trailers, kid bikes, trikes, etc. They sell bikes they have fixed up too!
14 locals recommend
Bash Bish Bicycle
247 NY-344Fun rail trail across from Taconic State Park. The rent bikes, trailers, kid bikes, trikes, etc. They sell bikes they have fixed up too!
Lovely views at the top of Mt. Race (on the Appalachian Trail), beauty at Racebrook Falls, and picnicking at Guilder Pond. This forest has tons of trails for all levels of ability
11 locals recommend
Mount Everett State Reservation
143 East StreetLovely views at the top of Mt. Race (on the Appalachian Trail), beauty at Racebrook Falls, and picnicking at Guilder Pond. This forest has tons of trails for all levels of ability
Nice short trail to a fire lookout tower (which you can climb!), only a 20 min drive from the cabin. Check out other local trails here: https://hikethehudsonvalley.com/
There's tons to do in this area!
23 locals recommend
Beebe Hill State Forest
County Route 5Nice short trail to a fire lookout tower (which you can climb!), only a 20 min drive from the cabin. Check out other local trails here: https://hikethehudsonvalley.com/
There's tons to do in this area!
Columbia Land Conservancy (Columbia Co., NY)
https://clctrust.org/public-conservation-areas/
Short hikes: High Falls: http://www.dec.ny.gov/outdoor/351.html, Hand Hollow.
19 locals recommend
High Falls
Columbia Land Conservancy (Columbia Co., NY)
https://clctrust.org/public-conservation-areas/
Short hikes: High Falls: http://www.dec.ny.gov/outdoor/351.html, Hand Hollow.
Monument Mountain Reservation
Essentials
Has a pretty much all the essentials, including locally baked pies. Can get firestarting materials if you need here too.
37 locals recommend
Hillsdale Supermarket
2628 NY-23Has a pretty much all the essentials, including locally baked pies. Can get firestarting materials if you need here too.
Good bet for reasonably priced produce and staples. There is a good deli, a bakery, and even a gluten-free and organic section.
99 locals recommend
Big Y World Class Market
10 Pleasant St Good bet for reasonably priced produce and staples. There is a good deli, a bakery, and even a gluten-free and organic section.
Carr Hardware
256 Main StSpecialty grocery store -- has some nice things the other stores don't
248 locals recommend
Guido's Fresh Marketplace
760 S Main StSpecialty grocery store -- has some nice things the other stores don't
Cooperative grocery store. A bit more expensive, but has organic produce and good deals on bulk foods.
88 locals recommend
Berkshire Food Co-op
34 Bridge StCooperative grocery store. A bit more expensive, but has organic produce and good deals on bulk foods.
Arts & Culture
MASS MoCA
1040 Mass MoCA WayShakespeare & Company
70 Kemble StArt Omi
1405 Co Rte 22Art Omi
1405 Co Rte 22Outdoor sculpture garden, you can even bring your dog!
Drinks & Nightlife
Tanglewood
Great beer on tap, plus free food at happy hour Friday afternoons. Has a nice outdoor patio, too
51 locals recommend
Barrington Brewery & Restaurant
420 Stockbridge RoadGreat beer on tap, plus free food at happy hour Friday afternoons. Has a nice outdoor patio, too
The Barn
17 Main StGood local music in a neat restored barn with food and a great bar!
Race Brook Lodge
864 S Undermountain RdThey support local musicians and a lively scene in an old restored barn.
Sightseeing
Beautiful historic home of a Hudson River School Painter. A lovely building on a beautiful site, with exhibitions and interesting programs year-round.
350 locals recommend
Olana State Historic Site
Olana State Historic SiteBeautiful historic home of a Hudson River School Painter. A lovely building on a beautiful site, with exhibitions and interesting programs year-round.
Naumkeag
5 Prospect Hill RdBeautiful grounds, not too much walking, nice place for a picnic.