Restaurants
5 minutes away. Favorite. Good dinner spot, nice pastas and wines. Nice outdoor seating area.
96 locals recommend
John Andrews
224 Hillsdale Rd 5 minutes away. Favorite. Good dinner spot, nice pastas and wines. Nice outdoor seating area.
15 mins from house. *Favorite* Great food for breakfast, lunch or dinner. Same owner as Diner / Marlow & Sons in NYC.
203 locals recommend
The Prairie Whale
178 Main St15 mins from house. *Favorite* Great food for breakfast, lunch or dinner. Same owner as Diner / Marlow & Sons in NYC.
25 minutes from house in Hudson. Favorite. Locally sourced ingredients get a Vietnamese twist at this narrow bistro featuring wooden tables.
133 locals recommend
Hudson Food Studio
746 Warren St25 minutes from house in Hudson. Favorite. Locally sourced ingredients get a Vietnamese twist at this narrow bistro featuring wooden tables.
25 minutes from the house in Hudson, NY. Really nice French food & cocktails in Hudson good for all meals.
64 locals recommend
Le Gamin Country
609 Warren St25 minutes from the house in Hudson, NY. Really nice French food & cocktails in Hudson good for all meals.
25 minutes from house. Pan-Latin plates & craft beer served in a playful, arty space with counter stools & a retro feel.
134 locals recommend
Lil' Deb's Oasis
747 Columbia St25 minutes from house. Pan-Latin plates & craft beer served in a playful, arty space with counter stools & a retro feel.
20 minutes to Philmont from house. Locally sourced New American fare & regional wines in a laid-back space built from an old garage.
79 locals recommend
Local 111
111 Main St20 minutes to Philmont from house. Locally sourced New American fare & regional wines in a laid-back space built from an old garage.
Book 1 week in advance. 40 mins from house, a bit further but it's close to Hudson so if you do a day of shopping in Hudson you could swing by after here for dinner. The town its in, Germantown, is also cute and worth driving through!
156 locals recommend
Gaskins
2 Church AveBook 1 week in advance. 40 mins from house, a bit further but it's close to Hudson so if you do a day of shopping in Hudson you could swing by after here for dinner. The town its in, Germantown, is also cute and worth driving through!
25 min from house in Hudson. Favorite. The Maker Hotel Dining Spaces welcome breakfast goers, cocktail-seekers, and dinner guests. The culinary program, led by Executive Chef Michael Poiarkoff, bonds traditions of mindful cooking with elegant preparation, composing seasonally & sourcing responsibly.
141 locals recommend
The Maker Lounge
Prison Alley25 min from house in Hudson. Favorite. The Maker Hotel Dining Spaces welcome breakfast goers, cocktail-seekers, and dinner guests. The culinary program, led by Executive Chef Michael Poiarkoff, bonds traditions of mindful cooking with elegant preparation, composing seasonally & sourcing responsibly.
Cozy restaurant in Hudson, 25 minutes from house. Open 12:00pm - 9:00pm Wednesday - Sunday. Both indoor + outdoor dining during COVID (call to confirm, as these things can change).
66 locals recommend
feast & floret
Cozy restaurant in Hudson, 25 minutes from house. Open 12:00pm - 9:00pm Wednesday - Sunday. Both indoor + outdoor dining during COVID (call to confirm, as these things can change).
25 min from house. Kitchen, Bakery & Cafe open 8am-2pm. Nice spot for brunch. You could checkout the nearby towns of Ghent and Chatam if you go here.
145 locals recommend
Bartlett House
2258 NY-6625 min from house. Kitchen, Bakery & Cafe open 8am-2pm. Nice spot for brunch. You could checkout the nearby towns of Ghent and Chatam if you go here.
25 min away in Hudson. Great for brunch, Favorite. They do not accept reservations but have a nice large outdoor seating area for larger groups, as well as indoor dining.
106 locals recommend
Rivertown Lodge
731 Warren Street25 min away in Hudson. Great for brunch, Favorite. They do not accept reservations but have a nice large outdoor seating area for larger groups, as well as indoor dining.
Little Cat Lodge
3 minutes from the house. Best restaurant in the area, hands down!
Great restaurant in Hudson. Next to Little Cat Lodge this is one of our top favorites.
The Maker Restaurant
Great restaurant in Hudson. Next to Little Cat Lodge this is one of our top favorites.
Neighborhoods
15 minutes from the house, charming town. Shops, restaurants, coffee shops, a movie theater, performing arts center, and more.
188 locals recommend
Great Barrington
15 minutes from the house, charming town. Shops, restaurants, coffee shops, a movie theater, performing arts center, and more.
25 mins from house. Lots of shops, cafes, and restaurants on Warren Street. Great for homewares, antique/midcentury shopping.
440 locals recommend
Hudson
25 mins from house. Lots of shops, cafes, and restaurants on Warren Street. Great for homewares, antique/midcentury shopping.
40 minutes from house, a nice stop on the way to the city for us. Nice restaurants, bars and shops. They have a nice bowling alley too.
264 locals recommend
Kingston
40 minutes from house, a nice stop on the way to the city for us. Nice restaurants, bars and shops. They have a nice bowling alley too.
25 minutes from house. Charming small town with some restaurants and cafes, there are some nice farms and food co-ops as well.
56 locals recommend
Chatham
25 minutes from house. Charming small town with some restaurants and cafes, there are some nice farms and food co-ops as well.
25 minutes from house on the way to/from NYC. Some nice shops and restaurants.
89 locals recommend
Millerton
25 minutes from house on the way to/from NYC. Some nice shops and restaurants.
5 minutes from house. In our small town you can find a fantastic general store, a few restaurants (most notable is Crossroads), a beer brewery, a diner, a vintage clothing shop, a coffee shop, ice cream shop and a grocery store.
28 locals recommend
Hillsdale
5 minutes from house. In our small town you can find a fantastic general store, a few restaurants (most notable is Crossroads), a beer brewery, a diner, a vintage clothing shop, a coffee shop, ice cream shop and a grocery store.
Legal Weed
Order online on their website in advance to have fast pick up, otherwise you'll have to wait on a long line.
20 minutes from house. Legal Marijuana Dispensary.
10 locals recommend
Theory Wellness: Recreational and Medical Marijuana Dispensary MA
394 Stockbridge Rd20 minutes from house. Legal Marijuana Dispensary.
Hiking
15 min from house. Great easy hike for family & pets with a waterfall at the end. There are multiple entrance points to the hike with varying degrees of steepness & ease, the entry on the NYC is quite easy 1.5 mile hike roundtrip. The Massachusetts entrance is more difficult with a steeper incline.
281 locals recommend
Bash Bish Falls State Park
Falls Road15 min from house. Great easy hike for family & pets with a waterfall at the end. There are multiple entrance points to the hike with varying degrees of steepness & ease, the entry on the NYC is quite easy 1.5 mile hike roundtrip. The Massachusetts entrance is more difficult with a steeper incline.
15-20 min from house. There are multiple trail options with different difficulty levels on Monument Mountain. Check out all trails for the options: https://www.alltrails.com/parks/us/massachusetts/monument-mountain-reservation
112 locals recommend
Monument Mountain Reservation
15-20 min from house. There are multiple trail options with different difficulty levels on Monument Mountain. Check out all trails for the options: https://www.alltrails.com/parks/us/massachusetts/monument-mountain-reservation
5 minute from house. This is a lovely large park in the center of Hillsdale, 5 minutes from the house. Multiple walk options of different distances, with beautiful scenery. There are also spots along the way with benches to stop and enjoy the views. We love doing this walk after a trip to the Hillsdale/Copake farmers market in the park on Saturday mornings.
11 locals recommend
Roeliff Jansen Park
116 Old Rte 225 minute from house. This is a lovely large park in the center of Hillsdale, 5 minutes from the house. Multiple walk options of different distances, with beautiful scenery. There are also spots along the way with benches to stop and enjoy the views. We love doing this walk after a trip to the Hillsdale/Copake farmers market in the park on Saturday mornings.
15-20 min from house. Mount Everett State Reservation has 7 great hiking trails, views trails, walking trails and more. There are 4 moderate trails in Mount Everett State Reservation ranging from 1.8 to 4 miles. Check them out on all trails:
https://www.alltrails.com/parks/us/massachusetts/mount-everett-state-reservation?ref=result-card
14 locals recommend
Mount Everett
15-20 min from house. Mount Everett State Reservation has 7 great hiking trails, views trails, walking trails and more. There are 4 moderate trails in Mount Everett State Reservation ranging from 1.8 to 4 miles. Check them out on all trails:
https://www.alltrails.com/parks/us/massachusetts/mount-everett-state-reservation?ref=result-card
5-15 min from house depending on the entrance you use. Hike or bike the Harlem Valley Rail Trail, two sections totaling 26+ paved miles through stunning rural Dutchess and Columbia County landscapes. You can rent bikes in Copake Falls at Bash Bish Bicycle http://hvrt.org/
8 locals recommend
Harlem Valley Rail Trail
Harlem Valley Rail Trail5-15 min from house depending on the entrance you use. Hike or bike the Harlem Valley Rail Trail, two sections totaling 26+ paved miles through stunning rural Dutchess and Columbia County landscapes. You can rent bikes in Copake Falls at Bash Bish Bicycle http://hvrt.org/
Food Market
15 minutes from house. Great market - lots of local & specialty foods/meats/cheeses as well as all the regular supermarket items.
248 locals recommend
Guido's Fresh Marketplace
760 S Main St15 minutes from house. Great market - lots of local & specialty foods/meats/cheeses as well as all the regular supermarket items.
5 minutes from house. Awesome farmers market with local foods, Saturdays 9AM-1PM, May 22 to November 20, 2021. For additional farmers markets in the Berkshires, check out https://berkshiregrown.org/berkshire-farmers-markets/
31 locals recommend
Copake Hillsdale Farmers Market
9140 NY-225 minutes from house. Awesome farmers market with local foods, Saturdays 9AM-1PM, May 22 to November 20, 2021. For additional farmers markets in the Berkshires, check out https://berkshiregrown.org/berkshire-farmers-markets/
5 mins from house. Guidos is our preferred supermarket to go to for quality groceries. However if you need something quick or last minute, this no-frills grocery store is 5 minutes away and has all the basics.
37 locals recommend
Hillsdale Supermarket
2628 NY-235 mins from house. Guidos is our preferred supermarket to go to for quality groceries. However if you need something quick or last minute, this no-frills grocery store is 5 minutes away and has all the basics.
10 minutes from house. Nice market with greens/meets/cheeses/etc from local farms. Some prepared foods and sandwiches, too. Much smaller market than Guidos. Very expensive.
31 locals recommend
Random Harvest
1785 NY-2310 minutes from house. Nice market with greens/meets/cheeses/etc from local farms. Some prepared foods and sandwiches, too. Much smaller market than Guidos. Very expensive.
10 mins from house. Favorite place for wine/spirits/craft brews. Great organic selection for wine. Nice cheese/cracker/ light bite options. Baba Loui or Roberta frozen pizza options in freezer.
6 locals recommend
South Egremont Spirit Shoppe
71 Main St10 mins from house. Favorite place for wine/spirits/craft brews. Great organic selection for wine. Nice cheese/cracker/ light bite options. Baba Loui or Roberta frozen pizza options in freezer.
Hillsdale Fine Wine & Spirits
8 Anthony St5 minutes from house quick spot for wine & liquor.
Copake General Store is a full service grocery in the heart of the Hamlet of Copake, New York. They also offer sandwiches and prepared food available for take-out. copakegeneralstore.com
27 locals recommend
Copake General Store
171 Columbia County Rd 7ACopake General Store is a full service grocery in the heart of the Hamlet of Copake, New York. They also offer sandwiches and prepared food available for take-out. copakegeneralstore.com
Shopping
5 minutes from house. Very nice general store with gifts, toys, cleaning supplies, kitchen-ware, candy, tea & coffee, and more
34 locals recommend
Hillsdale General Store
2642 NY-235 minutes from house. Very nice general store with gifts, toys, cleaning supplies, kitchen-ware, candy, tea & coffee, and more
10 minutes from house. Really cool book barn in Hillsdale. Must visit if you like books! Tons of used books in a rustic cabin in the woods, and places to read outside.
29 locals recommend
Rodgers Book Barn
467 Rodman Rd10 minutes from house. Really cool book barn in Hillsdale. Must visit if you like books! Tons of used books in a rustic cabin in the woods, and places to read outside.
25 mins from house. If you want lots of clothing & home goods & vintage shopping, head to Warren street in Hudson. Lots of options.
24 locals recommend
Warren Street
Warren Street25 mins from house. If you want lots of clothing & home goods & vintage shopping, head to Warren street in Hudson. Lots of options.
In Pine Plains, 30 mins away, could stop by on way to/from NYC. A collection of makers that bring our handmade lifestyles and love of imperfect beauty to the residents and visitors of the area. Constantly creating and curating an evolving selection of original handmade goods and art. https://galleryandgoods.com/. https://www.instagram.com/galleryandgoods
Gallery and Goods
3007 Church StIn Pine Plains, 30 mins away, could stop by on way to/from NYC. A collection of makers that bring our handmade lifestyles and love of imperfect beauty to the residents and visitors of the area. Constantly creating and curating an evolving selection of original handmade goods and art. https://galleryandgoods.com/. https://www.instagram.com/galleryandgoods
Cafes
Rubi's Coffee and Sandwiches
264 Main St*FAVORITE* Great coffee & sandwiches and breakfast.
*FAVORITE* 15 minutes away in Great Barrington. Nice stop for lunch & coffee. Owners are french and really care about quality ingredients. The ham + cheese sandwich is simple but yum. You can also pick up specialty groceries such as cheese, pate, olives, etc.
19 locals recommend
Bizalion's Café-Market
684 Main St *FAVORITE* 15 minutes away in Great Barrington. Nice stop for lunch & coffee. Owners are french and really care about quality ingredients. The ham + cheese sandwich is simple but yum. You can also pick up specialty groceries such as cheese, pate, olives, etc.
Fuel Bistro/ Coffee Shop
293 Main St15 mins away. Coffee in Great Barrington on Main Street.
Our Daily Bread Deli
116 Hudson Ave25 minutes away in Chatam.