Top Recommended Hiking Routes
near Rhinebeck, New York
Rhinebeck, New York
Recommended Routes, Photos, & More
![The Delaware Water Gap comes alive in the autumn. Interstate 80 (seen below and on the left side of the Delaware River) puts drivers right in the action.](https://hikingproject.com/assets/photos/hike/7029055_smallMed_1554919813.jpg?cache=1719659779)
Mt. Tammany Summit
3.4 mi 5.5 km • 1,151' Up 350.73 m Up • 1,182' Down 360.36 m Down
![Breakneck Ridge III](https://hikingproject.com/assets/photos/hike/7003195_smallMed_1554233258.jpg?cache=1719659116)
Breakneck Ridge Bypass
2.8 mi 4.5 km • 1,129' Up 344.21 m Up • 1,135' Down 346.08 m Down
![View from an overlook just off the trail.](https://hikingproject.com/assets/photos/hike/7074623_smallMed_1605209468.jpg?cache=1719661198)
Bear Mountain Loop
3.7 mi 5.9 km • 1,121' Up 341.56 m Up • 1,120' Down 341.52 m Down
![Autumn views.](https://hikingproject.com/assets/photos/hike/7024850_smallMed_1554847778.jpg?cache=1719659647)
Gertrude's Nose Loop
6.5 mi 10.5 km • 864' Up 263.34 m Up • 876' Down 267.14 m Down
![Sunset on Twin Peak](https://hikingproject.com/assets/photos/hike/7058056_smallMed_1555948770.jpg?cache=1720251244)
The Devil's Path
23.1 mi 37.2 km • 8,104' Up 2470.13 m Up • 8,373' Down 2552.14 m Down
![The view near the top of Storm King Mountain.](https://hikingproject.com/assets/photos/hike/7030062_smallMed_1554926145.jpg?cache=1720262906)
Storm King Mountain
2.4 mi 3.9 km • 455' Up 138.62 m Up • 460' Down 140.21 m Down
![Heading up the Breakneck scramble in light snow](https://hikingproject.com/assets/photos/hike/7003064_smallMed_1554232650.jpg?cache=1720262001)
Breakneck Ridge to Sugarloaf Mountain Loop
6.1 mi 9.9 km • 1,490' Up 454.2 m Up • 1,483' Down 451.97 m Down
![Wait, I can’t see!](https://hikingproject.com/assets/photos/hike/7047406_smallMed_1555537006.jpg?cache=1720263584)
Peanut Leap Cascade into Giant Stairs
4.2 mi 6.8 km • 744' Up 226.9 m Up • 746' Down 227.28 m Down
![Mt Greylock and the shiny tower on top.](https://hikingproject.com/assets/photos/hike/7081940_smallMed_1642450422.jpg?cache=1720252039)
Mount Greylock Summit Loop
6.6 mi 10.7 km • 2,251' Up 686.23 m Up • 2,246' Down 684.66 m Down
![A few steps onto the Appalachian Trail Boardwalk and this view already makes it a perfect morning.](https://hikingproject.com/assets/photos/hike/7029037_smallMed_1554919786.jpg?cache=1720262865)
Pinwheel Vista Out-and-Back
7.4 mi 11.9 km • 981' Up 299.11 m Up • 981' Down 299.09 m Down
![Vibrant leaves grace the view from the northern tip.](https://hikingproject.com/assets/photos/hike/7027347_smallMed_1554916020.jpg?cache=1720262795)
Bonticou Crag Route
2.3 mi 3.7 km • 412' Up 125.51 m Up • 426' Down 129.71 m Down
![Coachwhip Trail](https://hikingproject.com/assets/photos/hike/7040332_smallMed_1622029913.jpg?cache=1719659436)
Mount Minsi Loop
5.2 mi 8.3 km • 1,021' Up 311.1 m Up • 1,021' Down 311.13 m Down
![Sometimes you're going over the boulders and sometimes through them, nothing to difficult, lots of families with kids.](https://hikingproject.com/assets/photos/hike/7079780_smallMed_1628282075.jpg?cache=1720251969)
Pyramid Mountain Loop
3.5 mi 5.6 km • 488' Up 148.63 m Up • 488' Down 148.84 m Down
![Castle Craig on a chilly fall day](https://hikingproject.com/assets/photos/hike/7053589_smallMed_1555703731.jpg?cache=1720263842)
Castle Craig
2.8 mi 4.5 km • 644' Up 196.41 m Up • 644' Down 196.37 m Down
![Raven Rocks overlook panorama.](https://hikingproject.com/assets/photos/hike/7009364_smallMed_1554396324.jpg?cache=1720262243)
Rock Trail (RT) Loop
7.0 mi 11.3 km • 1,035' Up 315.48 m Up • 1,034' Down 315.22 m Down
![You'll pass by this scenic waterfall on the way to the summit of Mt. Tam.](https://hikingproject.com/assets/photos/hike/7021986_smallMed_1554840581.jpg?cache=1720262598)
Sunfish Pond via Mt. Tammany Fire Road
10.9 mi 17.5 km • 1,479' Up 450.88 m Up • 1,476' Down 449.94 m Down
![Autumn views.](https://hikingproject.com/assets/photos/hike/7024850_smallMed_1554847778.jpg?cache=1720262695)
Minnewaska Lake Carriageway
1.6 mi 2.6 km • 176' Up 53.54 m Up • 199' Down 60.76 m Down
![Raymondville Falls, The Lower Falls](https://hikingproject.com/assets/photos/hike/7060711_smallMed_1563401468.jpg?cache=1719660755)
Best of Cliff Park and Raymondskill Falls
7.8 mi 12.6 km • 1,247' Up 380.16 m Up • 1,230' Down 374.94 m Down
![Across the street from the parking lot at the trailhead in Cold Spring Harbor. Near winter solstice.](https://hikingproject.com/assets/photos/hike/7043686_smallMed_1555108753.jpg?cache=1720263437)
Cold Spring Harbor State Park Out-and-Back
4.2 mi 6.8 km • 571' Up 174.03 m Up • 570' Down 173.82 m Down
![View of the Hudson and Bear Mountain Bridge.](https://hikingproject.com/assets/photos/hike/7058986_smallMed_1558637509.jpg?cache=1720251274)
Popolopen Gorge - Timp-Torne Loop
4.3 mi 7.0 km • 1,157' Up 352.56 m Up • 1,092' Down 332.84 m Down
![Lower Viewpoint about 0.2 mi from the peak.](https://hikingproject.com/assets/photos/hike/7074626_smallMed_1605209746.jpg?cache=1719661198)
Bear Mountain
5.4 mi 8.7 km • 1,549' Up 472.12 m Up • 1,548' Down 471.96 m Down
![View of Split Rock Reservoir](https://hikingproject.com/assets/photos/hike/7041188_smallMed_1555103750.jpg?cache=1720263339)
Split Rock Loop
11.0 mi 17.7 km • 1,491' Up 454.5 m Up • 1,486' Down 452.87 m Down
![Stunning views from Cobble Mountain](https://hikingproject.com/assets/photos/hike/7042394_smallMed_1555106230.jpg?cache=1720263388)
Macedonia Ridge Trail
6.4 mi 10.3 km • 1,592' Up 485.14 m Up • 1,586' Down 483.51 m Down
![View from Anthony's Nose, across the Hudson looking at Bear Mountain.](https://hikingproject.com/assets/photos/hike/7052384_smallMed_1555695286.jpg?cache=1720263792)
Anthony's Nose to Bear Mountain Bridge
6.0 mi 9.6 km • 1,446' Up 440.79 m Up • 1,446' Down 440.69 m Down
![Running through 30 minutes before sunset.](https://hikingproject.com/assets/photos/hike/7068879_smallMed_1585791420.jpg?cache=1720251614)
Leyden Blueberry Fields
7.5 mi 12.1 km • 1,167' Up 355.66 m Up • 1,188' Down 362.11 m Down
![Lake by the parking area](https://hikingproject.com/assets/photos/hike/7073262_smallMed_1600885779.jpg?cache=1720251754)
Robert Frost Trail
40.2 mi 64.7 km • 5,360' Up 1633.58 m Up • 5,892' Down 1795.84 m Down
![Trail junction](https://hikingproject.com/assets/photos/hike/7064852_smallMed_1574378790.jpg?cache=1719660882)
Mohawk Trail Loop
5.1 mi 8.2 km • 1,133' Up 345.45 m Up • 1,119' Down 341.09 m Down
![Emerge from the Lemon Squeeze for this rewarding view of the surrounding Catskill Mountains.](https://hikingproject.com/assets/photos/hike/7029337_smallMed_1554924219.jpg?cache=1720262876)
Sky Top Tower via "The Trapps"
7.0 mi 11.2 km • 964' Up 293.86 m Up • 964' Down 293.68 m Down