Sightseeing
This is a MUST visit! Bring a picnic basket and soak up the sun and scenery
Wonderful historic site that you and your family will enjoy.
210 locals recommend
The Olana Partnership
5720 NY-9GWonderful historic site that you and your family will enjoy.
Falls Road
Falls RoadWonderful for hiking, swimming and views. You must see the falls. BREATHTAKING!
Bash Bish Falls State Park
Falls RoadFood scene
Old Mill
53 Main StGreat for a quick bite to eat. They are known for their pizza and Greek salad dressing. Great for Take out. Make sure you get the homemade Reese’s cup cookies.
12 locals recommend
Four Brothers
2828 NY-23Great for a quick bite to eat. They are known for their pizza and Greek salad dressing. Great for Take out. Make sure you get the homemade Reese’s cup cookies.
Historical building on Anthony Street that has been turned in to a GREAT restaurant. Great atmosphere, extensive menu and of course BEER.
51 locals recommend
Roe Jan Brewing Co.
32 Anthony StHistorical building on Anthony Street that has been turned in to a GREAT restaurant. Great atmosphere, extensive menu and of course BEER.
John Andrews
224 Hillsdale RdGreat restaurant and bar close to the house.
Best Chinese restaurant in the area. Extensive menu, nice ambiance and great for families or large groups.
13 locals recommend
Koi
300 State RdBest Chinese restaurant in the area. Extensive menu, nice ambiance and great for families or large groups.
Robin’s Candy
288 Main StZinnia’s Dinette
1843 New York 23For all the foodies out there, this is a 5 star restaurant. The wine list is extensive and gastronomy is fabulous. Must make a reservation.
The Restaurant at Wheatleigh Hotel
For all the foodies out there, this is a 5 star restaurant. The wine list is extensive and gastronomy is fabulous. Must make a reservation.
Grocery shopping
Hillsdale does have a small supermarket but selection is small and overpriced.
Big Y World Class Market
10 Pleasant StBerkshire Food Co-op
34 Bridge StGreat market for all organic fresh food.
This is located in the Hillsdale Hamlet. It is a small family owned grocery store. It is close to the house but overpriced. It is great for basics on your first night. I would recommend going into Great Barrington to do a real shop.
37 locals recommend
Hillsdale Supermarket
2628 NY-23This is located in the Hillsdale Hamlet. It is a small family owned grocery store. It is close to the house but overpriced. It is great for basics on your first night. I would recommend going into Great Barrington to do a real shop.