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The Best Summer Hiking Spots in Dutchess County
August 3, 2026

Our summer interns picked a few hiking spots in and around Duchess County. Whether you are looking for an intense outdoors adventure, or just want to get outside for a stroll, this list of local jaunts is sure to have the hike for you!

By Lily Thorpe

Amenia NY

Harlem Valley Rail Trail — The Harlem Valley Rail Trail is a 26-mile long paved trail that runs through Amenia. Relatively flat, this trail is perfect for biking, jogging, and walking! 

https://www.hvrt.org/

Benton Hill Preserve Main and Pond Loop — Just over the border in Connecticut, the Benton Hill Preserve Main and Pond Loop is a two-mile jaunt through beautiful fields (though the loop is sometimes buggy, so make sure to bring your bug spray!).

https://www.alltrails.com/explore/trail/us/connecticut/benton-hill-preserve-main-and-pond-loop

Sharon Audubon Center — The Sharon Audubon Center is home to a series of short trails — all about a mile long. Two of the trails are flat and easy, and the third trail, the Ford-Borland Trail, gets a little hilly. Perfect for families and pets (on leash!). 

https://www.alltrails.com/parks/us/connecticut/sharon-audubon-center

Beacon NY

Hudson Highlands State Park Preserve — The Hudson Highlands State Park Preserve boasts dozens of trails ranging in length and difficulty. A 10 minute drive from Beacon, everyone is sure to find their perfect trail!

https://www.alltrails.com/parks/us/new-york/hudson-highlands-state-park-preserve

Mount Beacon Park — Mount Beacon Park is home to some harder and longer trails, so make sure you’re up to the challenge before committing to one of the several trails they offer! 

https://www.alltrails.com/explore/parks/us/new-york/mount-beacon-park

Clarence Fahnestock State Park — A slightly longer drive from Beacon (20-30 minutes), Clarence Fahnestock State Park is home to local stretches of the Appalachian Trail. 

https://www.alltrails.com/parks/us/new-york/clarence-fahnestock-state-park

Clinton Corners NY

Whitlock Preserve — Whitlock Preserve is home to two easy, mile-ish long trails that are great for a walk!

https://www.alltrails.com/explore/parks/us/new-york/whitlock-preserve

Dover Plains NY

Dover Stone Church Preserve — Dover Stone Church Preserve has four relatively short and easy trails for everyone to explore!

https://www.alltrails.com/parks/us/new-york/dover-stone-church-preserve

Nellie Hill Preserve Red Trail Loop — A great walking loop!

https://www.alltrails.com/explore/trail/us/new-york/nellie-hill-preserve-red-trail-loop

Fishkill NY

Hudson Highlands State Park Preserve — The Hudson Highlands State Park Preserve boasts dozens of trails ranging in length and difficulty. 20 minutes from Fishkill, everyone is bound to find their perfect trail! 

https://www.alltrails.com/explore/trail/us/new-york/fishkill-ridge-loop-via-overlook-and-fishkill-ridge-trail

Clarence Fahnestock State Park — 20 minutes from Fishkill, Clarence Fahnestock State Park is home to local stretches of the Appalachian Trail.

https://www.alltrails.com/parks/us/new-york/clarence-fahnestock-state-park

Hyde Park NY

Franklin D. Roosevelt National Historic Site — The Franklin D. Roosevelt National Historic Site has several short trails that explore the beloved home of FDR. 

https://www.alltrails.com/parks/us/new-york/franklin-d-roosevelt-national-historic-site

Roosevelt Home to Bard Rock via Hyde Trail — Up for a longer walk? This mostly-flat, 8-mile out-and-back trail takes you from the Roosevelt home out to Bard Rock. 

https://www.alltrails.com/explore/trail/us/new-york/roosevelt-home-to-bard-rock-via-hyde-trail

Hackett Hill Park — Hackett Hill Park is home to a couple quick-and-easy local trails. 

https://www.alltrails.com/parks/us/new-york/hackett-hill-park

Lagrangeville NY

Red Wing Recreation Area — Red Wing Recreation Area has a couple of shorter trails to explore: two moderate and one easy. 

https://www.alltrails.com/parks/us/new-york/red-wing-recreation-area

James Baird State Park — The former farmland of James Baird — whose engineering and contracting company constructed the Lincoln Memorial — this state park is home to a moderate, three-mile trail.  

https://www.alltrails.com/parks/us/new-york/james-baird-state-park

Millbrook NY

Taconic Hereford Multiple Use Area — This space is home to four short-to-mid-length trails!

https://www.alltrails.com/explore/parks/us/new-york/taconic-hereford-multiple-use-area

Taconic Hereford Perimeter Loop

https://www.alltrails.com/explore/trail/us/new-york/taconic-hereford-perimeter-loop

Timbuktu Loop

https://www.alltrails.com/explore/trail/us/new-york/taconic-hereford-perimeter-loop

Millerton NY

Taconic State Park — 20 minutes north of Millerton and full of trails of every length and difficulty, Taconic State Park is sure to have a trail readily suited to scratch your hiking itch! 

https://www.alltrails.com/parks/us/new-york/taconic-state-park

Pine Plains NY

Thomson Ponds Preserve — Home to four short trails ranging in difficulty, Thomson Pond Preserve boasts some beautiful views. 

https://www.alltrails.com/parks/us/new-york/thompson-pond-preserve

Wilcox Park —  Wilcox Park has two great and relatively short trails for walking and hiking!

https://www.alltrails.com/parks/us/new-york/wilcox-park

Poughkeepsie NY

Walkway Over the Hudson — Adaptable to everybody’s needs, the paved, three-mile Walkway Over the Hudson path can be transformed into a four-mile loop or a 10-mile out-and-back that connects to the Hudson Valley Rail Trail. 

https://www.alltrails.com/parks/us/new-york/walkway-over-the-hudson-state-historic-park

Franny Reese State Park — This three-and-a-half-mile loop has some great views of the Hudson River. 

https://www.alltrails.com/parks/us/new-york/franny-reese-state-park

Berean Park— Berean Park has four trails ranging in length from three to nearly 10 miles!

https://www.alltrails.com/parks/us/new-york/berean-park

Pleasant Valley NY

Taconic Hereford Multiple Use Area — This space is home to four short-to-mid-length trails!

https://www.alltrails.com/explore/parks/us/new-york/taconic-hereford-multiple-use-area

Taconic Hereford Perimeter Loop

https://www.alltrails.com/explore/trail/us/new-york/taconic-hereford-perimeter-loop

Timbuktu Loop

https://www.alltrails.com/explore/trail/us/new-york/taconic-hereford-perimeter-loop

Red Hook NY

Tivoli Bays Wildlife Management Area — Along the Hudson River, this open space has two shorter trails. 

https://www.alltrails.com/parks/us/new-york/tivoli-bays-wildlife-management-area

Poets Walk Park — This shorter trail is home to scenic views of the Hudson River. 

https://www.alltrails.com/parks/us/new-york/poets-walk-park

Greig Farm — Greig Farm is home to a series of mostly well marked trails for families of all ages to explore!

https://www.alltrails.com/parks/us/new-york/greig-farm

Rhinebeck NY

Ferncliff Forest — Home to three trails and some great views, Ferncliff Forest is sure to be a hit. 

https://www.alltrails.com/parks/us/new-york/ferncliff-forest

Thompson Mazzarella Park — This park is home to several short and interconnected trails. 

https://www.alltrails.com/parks/us/new-york/thompson-mazzarella-park

Dayton Grant Park at Burger Hill — Home to four incredibly short (yet steep!) trails, Burger Hill has some great views of the Catskills. 

https://www.alltrails.com/parks/us/new-york/drayton-grant-park-at-burger-hill

Stanfordville NY

Whitlock Preserve — Whitlock Preserve is home to two easy, mile-ish long trails that are great for a walk!

https://www.alltrails.com/parks/us/new-york/whitlock-preserve

Wappingers Falls 

Bowdoin County Park — Bowdoin County Park has a nice two-mile loop, as well as a longer, more challenging loop. 

https://www.alltrails.com/parks/us/new-york/bowdoin-county-park

Stonykills Environmental Educational Center — This space has five shorter trails that are great for walking and hiking!

https://www.alltrails.com/parks/us/new-york/stonykill-environmental-educational-center