New Milford, Connecticut
Top Spots in and near New Milford
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Gardiner, New York
Lake Minnewaska Loop Trail
2.01 mi / 348 ft gainLake Minnewaska Loop Trail is a loop trail where you may see beautiful wildflowers located near Kerhonkson, New York.Read more -
Manchester, Connecticut
Explore Wickham Park
5.0Wickham Park Is open the first weekend in April and closes the last weekend in October. Entrances fees are $5 Monday-Friday and $7 Saturday-Sunday. The park is known for its 250 acres of open fields, wildflowers, gardens, ponds and nature center. There is no where else can you go have a picnic w...Read more -
Rye, New York
Hike the Marshlands Conservancy Loop
4.01.55 mi / 125 ft gainLocated along the Long Island Sound, this 147-acre conservancy is home to a plethora of different birds, including marsh wrens, seaside sparrows, and American woodcocks. The conservancy has 3 miles of trails, all easy to navigate. Starting out from the visitor's center, take the trail to the rig...Read more -
Great Barrington, Massachusetts
Hike Monument Mountain
4.02 mi / 720 ft gainAt 1642 feet (with a total elevation gain of 720 feet), Squaw Peak is a great spot to see both Mt Greylock along the Vermont border, and the Catskills in New York. There are several trail options here to get to the summit, but no matter which combination you choose, you can keep your trip under ...Read more -
Kerhonkson, New York
Stony Kill Falls
1.54 mi / 282 ft gainStony Kill Falls is stunning waterfall, which can be accessed via an out-and-back trail located near Kerhonkson, New York. Stoney Kill is a great waterfall to visit anytime of year. In the summer, you can cool off with a swimming hole under the falls. In winter, it's is great for ice climbing. I...Read more -
Kings Park, New York
Kayaking the Nissequogue River
5.0Starting on the banks of Nissequogue River State Park, this 6 mile journey makes you feel like you’re cruising down river in the south, when you’re really on Long Island. I really suggest going as high tide is rolling in as there can be some shallow sections along this trip. Head out into the ope...Read more -
Tuxedo Park, New York
Backpack Harriman State Park
4.518 mi / 1200 ft gainWhile the first day is a bit longer and less exciting in terms of frequent landmarks, its a relaxing hike through rocky, wooded, forest among bountiful blueberry bushes and the occasional raspberry bush. Enjoy the isolation on this leg. The second day is packed with frequent and beautiful landmar...Read more -
Hudson, New York
High Falls Conservation Area Loop
1.41 mi / 194 ft gainHigh Falls Conservation Area Loop is a loop trail that takes you by a waterfall located near Philmont, New York.Read more -
Closter, New Jersey
Hike Alpine White Trail (Stateline Lookout)
5.05 mi / -520 ft gainStarting at about 520 feet, the White path takes you along the Stateline Lookout which is a small stone building overlooking the Hudson River. The initial descent is your average hike through the woods and across a couple of wooden bridges until you reach the Giant Steps. The Giant Steps take you...Read more -
Yonkers, New York
Run the Old Croton Aqueduct Trail
5.026.5 miThis trail traces the route of the Old Croton Aqueduct, which carried water to New York City between 1842 and 1955. Our recommended route starts near the Greystone Station in Yonkers, NY (Metro-North Hudson Line) and ends by the Scarborough Station, but you can easily modify your route – the enti...Read more -
Stockbridge, Massachusetts
Laura's Tower and Ice Glen
5.02.4 mi / 676 ft gainYou will park at the end of Park Street in Stockbridge, Massachusetts. From the parking are you will cross a beautiful bridge over the Housatonic River. The trail crosses railroad tracks and immediately begins to climb into the woods. You will reach a split in the trail, a left will take you...Read more -
Cragsmoor, New York
Sam's Point, Ice Cave Trail, Verkeerderkill Falls
4.96.99 mi / 1063 ft gainLocated in Sam's Point Preserve, this hike has three major attractions – panoramic views from Sam's Point, mysterious and chilly Ice Caves, and a knee-weakening perch atop Verkeerderkill Falls. Pay attention to seasonal conditions before making this trip. Spring and early summer are best for see...Read more -
Cragsmoor, New York
Sam's Point Overlook to Ice Cave Trail
3.47 mi / 584 ft gainSam's Point Overlook to Ice Cave Trail is an out-and-back trail with scenic views near Lake Maratanza located near Ellenville, New York. This trail is dog friendly on-leash.Read more -
Glastonbury, Connecticut
Blackledge Falls
4.01.46 mi / 207 ft gainAlthough the park contains hiking trails, a pond and a streambelt, the primary draw of this parcel of land is the 25 foot waterfall. The falls flow varies depending on the volume of precipitation, from a trickle in the dry months to a three-pronged vertical drop after some consistent snow melt or...Read more