Local Tips
Local Things to Do
A two-minute drive or a ten-minute walk just up the street. Live music on the weekends, ice cream and burgers, a bar, apple/pumpkin/berry picking, a corn maze, and a petting zoo. Depends on the season. Great for kids and adults!
42 locals recommend
Barton Orchards
63 Apple Tree LnA two-minute drive or a ten-minute walk just up the street. Live music on the weekends, ice cream and burgers, a bar, apple/pumpkin/berry picking, a corn maze, and a petting zoo. Depends on the season. Great for kids and adults!
Bring the littles to this adorable zoo, attached to the Millbrook School. My favorite is watching the red pandas. Perfect for kids 10 and under.
Have lunch in one of the fabulous Millbrook restaurants and cafes when you're finished! Or grab a coffee and a snack at Babette's Coffee Shop.
48 locals recommend
Trevor Zoo at Millbrook School
282 Millbrook School RdBring the littles to this adorable zoo, attached to the Millbrook School. My favorite is watching the red pandas. Perfect for kids 10 and under.
Have lunch in one of the fabulous Millbrook restaurants and cafes when you're finished! Or grab a coffee and a snack at Babette's Coffee Shop.
This runs one weekend a month, from April through October. Fabulous bargains, great food trucks, and fun atmosphere. Less than 5 minutes away!
17 locals recommend
Stormville Airport Antique Show and Flea Market
428 NY-216This runs one weekend a month, from April through October. Fabulous bargains, great food trucks, and fun atmosphere. Less than 5 minutes away!
Local park with a playground, swimming pool (for a fee), easy hiking trails, volleyball, and several pavilions. My favorite place when I was a child!
Tymor Park
8 Tymor Park RdLocal park with a playground, swimming pool (for a fee), easy hiking trails, volleyball, and several pavilions. My favorite place when I was a child!
Taconic Sport & Racquet
190 Old Sylvan Lake Rd5 minutes to indoor tennis courts! They even rent a ball machine.
Walk across the Hudson River and have some ice cream!
329 locals recommend
Walkway Over the Hudson State Historic Park
61 Parker AveWalk across the Hudson River and have some ice cream!
Hiking and Nature
Spectacular Hike to Cat Rock on the Appalachian Trail. Yes, the parking spot's GPS is an oak tree! Hike the trail on the opposite side of the tree to the cliff overlooking Pawling, NY. This 45-minute hike has some strenuous parts, but the view is worth it. You also pass (on an offshoot to your left near the creek) one of the few lean-to shelters on the trail.
The Dover Oak
Appalachian National Scenic TrailSpectacular Hike to Cat Rock on the Appalachian Trail. Yes, the parking spot's GPS is an oak tree! Hike the trail on the opposite side of the tree to the cliff overlooking Pawling, NY. This 45-minute hike has some strenuous parts, but the view is worth it. You also pass (on an offshoot to your left near the creek) one of the few lean-to shelters on the trail.
West Mountain State Forest
586 Gardner Hollow RdA peaceful hike without the crowds!
A natural wonder you have to see to believe! Great for kids or adults.
31 locals recommend
Dover Stone Church
3128 NY-22A natural wonder you have to see to believe! Great for kids or adults.
City/town information
15 minutes to this adorable town with cute shops, several great restaurants, and a lovely town park. Also check out the Millbrook winery!
44 locals recommend
Millbrook
15 minutes to this adorable town with cute shops, several great restaurants, and a lovely town park. Also check out the Millbrook winery!
Feels like a Norman Rockwell Painting! This quaint village is less than 10 minutes away. Several coffee shops (I love Sunflour!), tacos, pubs, restaurants, gift shops, ice cream... I taught in the local high school for over a decade. It's a very homey and lovely place.
15 locals recommend
Pawling
Feels like a Norman Rockwell Painting! This quaint village is less than 10 minutes away. Several coffee shops (I love Sunflour!), tacos, pubs, restaurants, gift shops, ice cream... I taught in the local high school for over a decade. It's a very homey and lovely place.
Affectionately known as Little Brooklyn, come to Beacon for the great restaurants, cute shops, and the art!
159 locals recommend
Beacon
Affectionately known as Little Brooklyn, come to Beacon for the great restaurants, cute shops, and the art!
Some Restaurant Favorites
Culinary trained chefs! Gorgous local spot, delicious food. 10 minutes away.
44 locals recommend
McKinney & Doyle Fine Foods Cafe
10 Charles Colman BlvdCulinary trained chefs! Gorgous local spot, delicious food. 10 minutes away.
Beautiful scenery, delicious local wine! 20 minutes away.
147 locals recommend
Millbrook Vineyards & Winery
26 Wing RdBeautiful scenery, delicious local wine! 20 minutes away.
15 minutes to a local brew pub. Great food and beer. Yes, it's in a former IBM building, so the scenery is so-so. But I still like it a lot!
22 locals recommend
Sloop Brewing Co. @ the Factory
755 East Dr15 minutes to a local brew pub. Great food and beer. Yes, it's in a former IBM building, so the scenery is so-so. But I still like it a lot!
Adorable brunch/lunch spot at a local airport. Have a meal while watching the planes take off! 15 minutes.
Hangars Cafe
32 Airway DriveAdorable brunch/lunch spot at a local airport. Have a meal while watching the planes take off! 15 minutes.
The Links at Union Vale
153 N Parliman RdFabulours lunch or brunch at the golf course! 15 minutes.
Gorgous views of the Hudson River while you dine! And a Sunday Brunch Buffet that's to die for. You'll need reservations for brunch.
49 locals recommend
Shadows on the Hudson
176 Rinaldi BlvdGorgous views of the Hudson River while you dine! And a Sunday Brunch Buffet that's to die for. You'll need reservations for brunch.
Family-owned restaurant and bar serving locally-sourced food. Say hi to the bartender, Maura. She's my sister! 15 minutes away.
10 locals recommend
The Iron Furnace
3399 NY-82Family-owned restaurant and bar serving locally-sourced food. Say hi to the bartender, Maura. She's my sister! 15 minutes away.
Dine where the world's greatest chefs train! Reservations recommended. Less than 30 minutes away.
223 locals recommend
The Culinary Institute of America
1946 Campus DrDine where the world's greatest chefs train! Reservations recommended. Less than 30 minutes away.
Golfing
Beekman Golf Course
11 Country Club RdA 5-minute ride to a great course!
Play 9 holes and stroll the cute village of Pawling after! 10 minutes away.
9 locals recommend
Dutcher Golf Course
135 E Main StPlay 9 holes and stroll the cute village of Pawling after! 10 minutes away.
Vassar Golf Course
124 Raymond AvePlay a round on the college course! Beautifully kept.
Local History
Visit the home of the former president! Gorgeous views of the Hudson River.
109 locals recommend
Home of Franklin D. Roosevelt National Historic Site
4097 Albany Post RdVisit the home of the former president! Gorgeous views of the Hudson River.
Eleanor Roosevelt National Historic Site
106 Valkill Park RdSee the home of Mrs. Roosevelt too!
Beautiful grounds. Bring a picnic with Hudson River views, or tour the house. Don't miss the Rose Gardens.
227 locals recommend
Vanderbilt Mansion National Historic Site
119 Vanderbilt Park RdBeautiful grounds. Bring a picnic with Hudson River views, or tour the house. Don't miss the Rose Gardens.
This lovely historic home also has lovely river views. The holiday decorations and tours are out of this world!
54 locals recommend
Mills Mansion
This lovely historic home also has lovely river views. The holiday decorations and tours are out of this world!
A historic house and an outdoor Shakespeare play? Yes please!
96 locals recommend
Boscobel House and Gardens
1601 NY-9DA historic house and an outdoor Shakespeare play? Yes please!
Neighborhoods
2 miles away: Stop and Shop Groceries, Dunkin Donuts, Cumberland Farms, Pleasant Ridge Pizza, Brothers Trattoria, Beekman Square Diner, The Beekman Pharmacy, The Poughquag Post Office, The Great Wall Chinese food, Key Bank, TEG Federal Credit Union, Greens Auto (good friends, if you need your car repaired while you're in town!), and Cheers Liquor Store.
Poughquag
2 miles away: Stop and Shop Groceries, Dunkin Donuts, Cumberland Farms, Pleasant Ridge Pizza, Brothers Trattoria, Beekman Square Diner, The Beekman Pharmacy, The Poughquag Post Office, The Great Wall Chinese food, Key Bank, TEG Federal Credit Union, Greens Auto (good friends, if you need your car repaired while you're in town!), and Cheers Liquor Store.