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

We’ve rounded up a list of some of the best hiking trails and walks around our beautiful Dutchess County. So whether you are looking for an intense outdoors adventure, or just want to get outside for a stroll, this list of local hikes and walks is sure to get you inspired to get outdoors while summer is still here!

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! 

hvrt.org

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!

alltrails.com/hudsonhighlandsstatepark

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! 

scenichudson.org/mountbeaconpark

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. 

parks.ny.gov/clarencefahnstockstatepark

Clinton Corners NY

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

stanfordny.gov/whitlockpreserve

Dover Plains NY

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

dutchessland.org/doverstonechurch

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

alltrails.come/nelliehillpreserve

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! 

parks.ny.gov/hudsonhighlandsstatepark

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

alltrails.com/clarencefahnestockstatepark

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. 

nps.gov

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. 

alltrails.com/rooseveltbardrock

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

hydeparkny.gov/hackethillpark

Lagrangeville NY

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

scenichudson.org/redwingrecarea

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.  

parks.ny.gov/jamesbairdstatepark

Millbrook NY

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

alltrails.com/taconichereford

Taconic Hereford Perimeter Loop

alltrails.com/taconicherefordloop

Timbuktu Loop

alltrails.com/timbuktuloop

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! 

parks.ny.gov/taconicstatepark

Pine Plains NY

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

alltrails.com/thompsonpondspreserve

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

dutchessny.gov/wilcoxpark

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. 

walkway.org

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

parks.ny.gov/frannyreese

Red Hook NY

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

dec.ny.gov/tivoli-bays-wildlife

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

scenichudson.org/poetswalkpark

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

thegreigfarm.com

Rhinebeck NY

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

ferncliffforest.org

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

alltrails.com/thompsonmazzarellapark

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

winnakee.org/draytongrandpark

Stanfordville NY

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

alltrails.com/whitlock

Wappingers Falls 

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

dutchessny.gov/bowdoin

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

stonykill.org