Guidebook for Hillsdale

Christopher
Guidebook for Hillsdale

Food Scene

Great family pizza restaurant and bar about 8 min drive from the house. Open late (for the area) if you get into town after 7pm.
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Four Brothers
2828 New York 23
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Great family pizza restaurant and bar about 8 min drive from the house. Open late (for the area) if you get into town after 7pm.
Our favorite pizza restaurant. There is one in Hudson and in Great Barrington. I believe Great Barrington was the original though. Unique recipes. Voted #1 in Great Barrington by Trip Advisor - well deserved rating.
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Baba Louie's Sourdough Pizza
286 Main Street
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Our favorite pizza restaurant. There is one in Hudson and in Great Barrington. I believe Great Barrington was the original though. Unique recipes. Voted #1 in Great Barrington by Trip Advisor - well deserved rating.
Great restaurant for breakfast and lunch. This is an absolute must stop.
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Crossroads Food Shop
2642 New York 23
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Great restaurant for breakfast and lunch. This is an absolute must stop.
Nice restaurant at the base of Catamount Ski area. (expensive)
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Swiss Hutte
3290 Massachusetts 23
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Nice restaurant at the base of Catamount Ski area. (expensive)
Great restaurant - good for families as well - and part of the Copake Country Club. There is an amazing central fireplace in the winter. There is also a bar area for casual lunches if you're playing golf. Cross country skiing available in the winter too.
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The Greens at Copake Country Club
44 Golf Course Road
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Great restaurant - good for families as well - and part of the Copake Country Club. There is an amazing central fireplace in the winter. There is also a bar area for casual lunches if you're playing golf. Cross country skiing available in the winter too.
If you want meat, (to cook at home) this is where you go! This is also great for kids, there are chickens and pigs on the property and the chickens will come out to the parking lot.
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Pigasso Farms
500 Farm Rd
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If you want meat, (to cook at home) this is where you go! This is also great for kids, there are chickens and pigs on the property and the chickens will come out to the parking lot.
Our favorite restaurant in the area.
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John Andrews
224 Hillsdale Road
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Our favorite restaurant in the area.
Village Scoop Hand Crafted Ice Cream
2640 NY-23
Amazing ice cream!
When you're done your hike at Bash Bish, or coming off the rail trail, stop here for their CinnaBombs cinnamon rolls - you won't (and will) regret it.
Depot Deli
64 Miles Rd
When you're done your hike at Bash Bish, or coming off the rail trail, stop here for their CinnaBombs cinnamon rolls - you won't (and will) regret it.
Locally sourced New American fare & regional wines in a laid-back space built from an old garage.
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Local 111
111 Main Street
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Locally sourced New American fare & regional wines in a laid-back space built from an old garage.
Cheery, rustic hangout pairs its solar-brewed beer with carefully sourced American comfort grub
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Barrington Brewery & Restaurant
420 Stockbridge Road
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Cheery, rustic hangout pairs its solar-brewed beer with carefully sourced American comfort grub
Fun to go after a hike up to Bash Bish Falls or for drinks. They also have live music some nights.
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Taconic Wayside Inn
108 New York 344
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Fun to go after a hike up to Bash Bish Falls or for drinks. They also have live music some nights.
Voted #1 restaurant in Hudson from Trip Advisor.
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Ca’Mea
333 Warren Street
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Voted #1 restaurant in Hudson from Trip Advisor.
Voted #2 restaurant in Great Barrington by Trip Advisor.
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Cafe Adam, Bar and Restaurant
420 Stockbridge Road
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Voted #2 restaurant in Great Barrington by Trip Advisor.
Solid, standard, inexpensive diner food at the intersection of 22 and 23. About a 5 min drive from the house.
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O's Hillsdale Diner
9276 NY-22
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Solid, standard, inexpensive diner food at the intersection of 22 and 23. About a 5 min drive from the house.

Essentials

Full grocery store.
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Hillsdale Supermarket
2628 New York 23
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Full grocery store.
Local convenience store and gas station - has great ice-cream!
Stewart's Shops
9248 NY-22
Local convenience store and gas station - has great ice-cream!
Closest drug store.
CVS
362 Main Street
Closest drug store.
Biggest hospital in the area. 24 hour emergency room. About 30 min drive from the house.
Columbia Memorial Hospital
71 Prospect Avenue
Biggest hospital in the area. 24 hour emergency room. About 30 min drive from the house.
Smaller hospital than in Hudson but a little bit closer to the house - about 20 min drive
Fairview Hospital
Smaller hospital than in Hudson but a little bit closer to the house - about 20 min drive
Local library. Nice quiet place to come an read, computers available as well as free wifi. Nice children's area as well.
Roeliff Jansen Community Library
9091 New York 22
Local library. Nice quiet place to come an read, computers available as well as free wifi. Nice children's area as well.

Shopping

Unique pottery made on premise. Great for gifts.
Berkshire Pottery
2891 New York 23
Unique pottery made on premise. Great for gifts.
Great gift store
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Hillsdale General Store
2642 New York 23
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Great gift store
Hillsdale Fine Wine & Spirits
8 Anthony St
Local wine store
Amazing gourmet market, they also sell wine because they are in MA. From their website: "Guido’s Fresh Marketplace has been the premier purveyor of quality produce in Berkshire County and neighboring areas."
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Guido's Fresh Marketplace
760 South Main Street
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Amazing gourmet market, they also sell wine because they are in MA. From their website: "Guido’s Fresh Marketplace has been the premier purveyor of quality produce in Berkshire County and neighboring areas."

Everything Else

For all your postal needs
United States Postal Service
9245 New York 22
For all your postal needs
Parish of Our Lady of Hope
8074 NY-22
Catholic church
St Peters Catholic Church
16 Russell St
Catholic Church
We are a warm and welcoming community in the Berkshires of Western Massachusetts where people of many backgrounds and beliefs come together to worship and explore the richness of the Jewish tradition. Ahavath Sholom was founded in 1926 and is affiliated with the Jewish Reconstructionist Communities.
Ahavath Sholom Synagogue
We are a warm and welcoming community in the Berkshires of Western Massachusetts where people of many backgrounds and beliefs come together to worship and explore the richness of the Jewish tradition. Ahavath Sholom was founded in 1926 and is affiliated with the Jewish Reconstructionist Communities.

Entertainment & Activities

Family friendly ski area, 10 minute drive! They also have night skiing and a ropes course in the summer.
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Catamount Ski Area
78 Catamount Road
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Family friendly ski area, 10 minute drive! They also have night skiing and a ropes course in the summer.
Great Barrington is about a 25min drive from the house and has an abundance of restaurants and shopping
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Great Barrington
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Great Barrington is about a 25min drive from the house and has an abundance of restaurants and shopping
Historic town with lots of great restaurants, antique shops, and specialty shops. About a 25-30min drive.
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Hudson
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Historic town with lots of great restaurants, antique shops, and specialty shops. About a 25-30min drive.
Fairview Cinema III
160 Fairview Avenue
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The Triplex Cinema
70 Railroad Street
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Two sections totaling 15 paved miles through stunning rural Dutchess and Columbia County landscapes
Harlem Valley Rail Trail
Two sections totaling 15 paved miles through stunning rural Dutchess and Columbia County landscapes
Swimming hole - great for hot days in the summer.
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Taconic State Park
253 New York 344
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Swimming hole - great for hot days in the summer.
Nice family friendly skiing within a 45 min drive.
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Jiminy Peak
37 Corey Road
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Nice family friendly skiing within a 45 min drive.
Apple picking in the fall as well as year round wine tasting. THE BEST apple cider doughnuts I have ever eaten.
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Bartlett's Orchard
575 Swamp Road
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Apple picking in the fall as well as year round wine tasting. THE BEST apple cider doughnuts I have ever eaten.
Great pick-your-own fruits and vegetables. Blueberries, strawberries, apples, cherries, broccoli and more.
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Samascott Orchards
5 Sunset Avenue
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Great pick-your-own fruits and vegetables. Blueberries, strawberries, apples, cherries, broccoli and more.
Small, family oriented ski area. Great for beginners. They also have a super fun snow tubing hill - fun for everybody.
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Ski Butternut
380 State Road
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Small, family oriented ski area. Great for beginners. They also have a super fun snow tubing hill - fun for everybody.

Parks & Nature

Hiking, cycling, climbing. There are easy hiking trails up to the falls as well as a few more challenging options. Great for families. This is a really nice hike when it's not too busy. You can walk from the bottom up, or from the top down - two parking options. Coming from the top can be steep for some people. There is also a roundabout hike starting from the lower lot that is about 3 miles round trip and more challenging (that loop is not recommended for small children)
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Bash Bish Falls
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Hiking, cycling, climbing. There are easy hiking trails up to the falls as well as a few more challenging options. Great for families. This is a really nice hike when it's not too busy. You can walk from the bottom up, or from the top down - two parking options. Coming from the top can be steep for some people. There is also a roundabout hike starting from the lower lot that is about 3 miles round trip and more challenging (that loop is not recommended for small children)
Ascend this popular peak, which once drew 19th-century literary giants, and from its summit gaze across the spectacular landscapes of the Housatonic River Valley.
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Monument Mountain Reservation
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Ascend this popular peak, which once drew 19th-century literary giants, and from its summit gaze across the spectacular landscapes of the Housatonic River Valley.
A few great hiking trails and a Appalachian Trail intersection with a great view at the top. Rough, gravel road up to the upper parking area.
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Mount Everett State Reservation
143 East Street
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A few great hiking trails and a Appalachian Trail intersection with a great view at the top. Rough, gravel road up to the upper parking area.
You’re in the mood for a stroll and you appreciate a big fat waterfall.
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High Falls Conservation Area
540 Roxbury Road
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You’re in the mood for a stroll and you appreciate a big fat waterfall.
A series of wel.-marked hiking trails snake through some strikingly massive and odd-looking stones, many of them topped with moss
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Bartholomew's Cobble Reservation
105 Weatogue Rd
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A series of wel.-marked hiking trails snake through some strikingly massive and odd-looking stones, many of them topped with moss
Very nice hiking - you probably won't see another person the entire time! One section of tall grass though, be prepared with but/tick repellant. http://berkshirehiking.com/hikes/jug_end.html
Jug End
Very nice hiking - you probably won't see another person the entire time! One section of tall grass though, be prepared with but/tick repellant. http://berkshirehiking.com/hikes/jug_end.html

Arts & Culture

Lots of summer music festivals and performers. Only about a 35 min drive.
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Tanglewood Musical Center
297 West Street
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Lots of summer music festivals and performers. Only about a 35 min drive.
Great Norman Rockwell collection and museum
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Norman Rockwell Museum
9 Glendale Road
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Great Norman Rockwell collection and museum
Olana State Historic Site was the home of Frederic Edwin Church, one of the major figures in the Hudson River School of landscape painting.
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Olana State Historic Site
5720 NY-9G
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Olana State Historic Site was the home of Frederic Edwin Church, one of the major figures in the Hudson River School of landscape painting.
Surprisingly nice museum. Great for kids.
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Berkshire Museum
39 South Street
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Surprisingly nice museum. Great for kids.
Massachusetts Museum of Contemporary Art just a little over an hour drive away.
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MASS MoCA
1040 Mass MoCA Way
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Massachusetts Museum of Contemporary Art just a little over an hour drive away.