Top Rated Hiking Trails
near Rhinebeck, New York
Rhinebeck, New York
Recommended Routes, Photos, & More
![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=1719659788)
Labyrinth and Lemon Squeeze
0.5 mi 0.9 km • 276' Up 84.2 m Up • 71' Down 21.51 m Down
![Breakneck Ridge III](https://hikingproject.com/assets/photos/hike/7003195_smallMed_1554233258.jpg?cache=1720262006)
Breakneck Ridge Trail
4.1 mi 6.6 km • 1,735' Up 528.89 m Up • 385' Down 117.5 m Down
![Slide Mountain takes on a new character in the winter.](https://hikingproject.com/assets/photos/hike/7030708_smallMed_1554928197.jpg?cache=1720262930)
Burroughs Range Trail (Wittenburg Cornell Slide Trail)
8.6 mi 13.8 km • 3,618' Up 1102.65 m Up • 2,146' Down 654.14 m Down
![The fire tower was covered in plenty of ice amidst the throes of winter.](https://hikingproject.com/assets/photos/hike/7029192_smallMed_1554920134.jpg?cache=1720262871)
Overlook Mountain Trail
2.3 mi 3.7 km • 1,376' Up 419.27 m Up • 0' Down 0 m Down
![Pretty amazing view points on this hike. Great for photo oops.](https://hikingproject.com/assets/photos/hike/7050896_smallMed_1555691657.jpg?cache=1720263731)
Gertrude's Nose Trail
2.9 mi 4.6 km • 329' Up 100.23 m Up • 489' Down 149.13 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=1719660227)
Nassau-Suffolk Trail
19.5 mi 31.3 km • 945' Up 287.89 m Up • 976' Down 297.41 m Down
![Sturdy bridges span wetland sections of the trail, keeping feet dry in wet conditions.](https://hikingproject.com/assets/photos/hike/7026066_smallMed_1554913439.jpg?cache=1720262743)
Norwalk River Valley Trail
2.0 mi 3.2 km • 156' Up 47.41 m Up • 18' Down 5.63 m Down
![We love the beautiful view from Giant Ledger.](https://hikingproject.com/assets/photos/hike/7032712_smallMed_1554933714.jpg?cache=1720263005)
Giant Ledge-Panther-Fox Hollow Trail
8.3 mi 13.4 km • 2,760' Up 841.31 m Up • 1,458' Down 444.33 m Down
![Top of the first pile of rocks near the start of the rock scrambling.](https://hikingproject.com/assets/photos/hike/7037260_smallMed_1555085598.jpg?cache=1720263179)
Shore Trail (White): The Giant Stairs
2.0 mi 3.2 km • 228' Up 69.45 m Up • 249' Down 75.91 m Down
![Overlook at the intersection of Mt. Prospect Trail and the Appalachian Trail, looking northwest over Williamstown.](https://hikingproject.com/assets/photos/hike/7061717_smallMed_1565463315.jpg?cache=1720251364)
AT: AMC - Berkshire Chapter (MA)
89.7 mi 144.4 km • 15,444' Up 4707.35 m Up • 14,639' Down 4461.95 m Down
![Gorgeous tree roots through the glen](https://hikingproject.com/assets/photos/hike/7078713_smallMed_1622752933.jpg?cache=1719661322)
Ice Glen Trail
0.8 mi 1.2 km • 216' Up 65.98 m Up • 68' Down 20.59 m Down
![Looking back from the ridgeline into MA](https://hikingproject.com/assets/photos/hike/7048522_smallMed_1555539376.jpg?cache=1719660375)
Pisgah Ridge Trail
2.8 mi 4.6 km • 272' Up 82.86 m Up • 534' Down 162.76 m Down
Fox Hollow Main Trail
0.5 mi 0.9 km • 70' Up 21.43 m Up • 54' Down 16.51 m Down
![Manorville Hills](https://hikingproject.com/assets/photos/hike/7056993_smallMed_1555945994.jpg?cache=1720251209)
Manorville Hills
9.8 mi 15.8 km • 691' Up 210.55 m Up • 599' Down 182.45 m Down
![The view from atop Millbrook Mountain in Minnewaska State Park](https://hikingproject.com/assets/photos/hike/7052801_smallMed_1555697149.jpg?cache=1720263809)
Millbrook Ridge Trail
2.9 mi 4.6 km • 737' Up 224.72 m Up • 169' Down 51.38 m Down
![A scenic vista overlooking Saugatuck Reservoir.](https://hikingproject.com/assets/photos/hike/7009582_smallMed_1554396754.jpg?cache=1719659308)
Saugatuck Trail
10.7 mi 17.3 km • 907' Up 276.43 m Up • 1,092' Down 332.76 m Down
![Kaaterskill Waterfall takes on an entirely new character in wintertime.](https://hikingproject.com/assets/photos/hike/7028202_smallMed_1554918030.jpg?cache=1719659751)
Kaaterskill Falls Trail
1.1 mi 1.8 km • 666' Up 203 m Up • 118' Down 35.82 m Down
Empire State Trail: Maybrook Trailway Section
25.5 mi 41.0 km • 444' Up 135.43 m Up • 615' Down 187.43 m Down
![Silent waters - Canoe Launch](https://hikingproject.com/assets/photos/hike/7080637_smallMed_1633646921.jpg?cache=1720251996)
Shelton Lakes Recreation Path
4.4 mi 7.1 km • 263' Up 80.29 m Up • 223' Down 68.09 m Down
Lion's Head Trail
1.2 mi 2.0 km • 576' Up 175.49 m Up • 77' Down 23.38 m Down
![Gate next to tree for easement across private property. Be sure to close the gate.](https://hikingproject.com/assets/photos/hike/7036708_smallMed_1555022876.jpg?cache=1720263157)
Perkins Trail
4.3 mi 6.8 km • 525' Up 159.95 m Up • 727' Down 221.7 m Down
![Yellow Birch](https://hikingproject.com/assets/photos/hike/7057726_smallMed_1555947819.jpg?cache=1720251231)
Neversink Hardenburgh Trail
5.6 mi 9.0 km • 498' Up 151.64 m Up • 522' Down 159 m Down
![Vibrant leaves grace the view from the northern tip.](https://hikingproject.com/assets/photos/hike/7027347_smallMed_1554916020.jpg?cache=1720262795)
Bonticou Ascent Path
0.4 mi 0.7 km • 63' Up 19.3 m Up • 177' Down 53.98 m Down
Totem Trail
1.0 mi 1.6 km • 722' Up 220.02 m Up • 4' Down 1.17 m Down
![A view from the top of the Stairway to Heaven Section of the Appalachian Trail.](https://hikingproject.com/assets/photos/hike/7025420_smallMed_1554912186.jpg?cache=1720262718)
Stairway to Heaven Overlook Spur
0.1 mi 0.1 km • 0' Up 0 m Up • 21' Down 6.32 m Down