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Chester, New Jersey

Looking for the best hiking in Chester? We've got you covered with the top trails, trips, hiking, backpacking, camping and more around Chester. The detailed guides, photos, and reviews are all submitted by the Outbound community.

Top Hiking Spots in and near Chester

  • Lambertville, New Jersey

    Hike the Goat Hill Overlook

    1 mi
    Hike a short and easy path up a hill to the Goat Hill Overlook where you'll have a wonderful view of the Delaware River and New Hope, PA. Put 'Goat Hill Overlook' into your maps and you will be led right to the trailhead where you can easily park in the gravel parking lot or on the side of the pa...
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  • Dingmans Ferry, Pennsylvania

    Explore Dingmans Falls

    3.8
    0.4 mi
    The waterfall is about 0.2 miles into the hike. I would recommend going to the very top of the biggest waterfall towards the end of the hike, there are steps leading up to it! There's also a hidden water hole at the very top of the waterfall about 0.2 miles up stream, I saw people in it during th...
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  • Sandyston, New Jersey

    Explore the Sussex County Sunflower Maze

    5.0
    3 mi
    I stumbled upon the Sunflower Maze by accident when I was driving through NJ and was quickly distracted by the enormous yellow flowers. So of course, I had to check it out! It opens at 9AM and last admission is at 6PM. The maze is only open from around August to October for the flower bloom. 3...
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  • Hopewell Township, New Jersey

    Hike the Baldpate Mountain Loop

    5.0
    1.25 mi
    The parking lot on Pleasant Valley Road provides access to the trailhead for this 1.25 mile loop hike.Starting at the trailhead, take the Ridge Trail (white) going West. The ridge trail is wide and flat, and branches off to many other smaller trails throughout the preserve.After about 0.25 miles...
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  • Matawan, New Jersey

    Cheesequake Yellow and Blue Loop Trail

    4.0
    3.43 mi / 328 ft gain
    Cheesequake Yellow and Blue Loop Trail is a loop trail that takes you by a lake located near Old Bridge, New Jersey.
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  • Vernon Township, New Jersey

    Stairway to Heaven

    4.8
    6.8 mi / 1089 ft gain
    This popular hike starts out on the Appalachian Trail (AT, white blazes). You begin on a boardwalk that crosses over a marsh, then you leave the boardwalk and enter a forested area. At around 1.4 miles, follow a bicycle path, Canal Road, then turn right, cross over a bridge, and take a left throu...
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  • Dingmans Ferry, Pennsylvania

    Explore George W Child's Park

    4.0
    1.4 mi / 144 ft gain
    Once parked, enter the trailhead and follow the trail down Dingmans Creek to the first set of falls. Try taking pictures from off the trail to the right of these falls. Continue on to the second waterfall and again step off the trail to take pictures from the right side of the waterfall, if you d...
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  • 608 Ramapo Valley Road, New Jersey

    Hike the Halifax Trail and Ruins in the Ramapo Valley Reservation

    8.25 mi / 500 ft gain
    To start, I recommend coming in the early morning or afternoon, as the parking lot fills up with people hiking, fishing or going for a walk with their family. I usually get my luckiest before 9. This park is as relaxing or exciting as you want to make it. Here is a good map to use/ print out. We ...
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  • West Milford, New Jersey

    Hike Bearfort Mountain

    5.0
    5.06 mi / 1007 ft gain
    Bearfort Mountain is a great weekend morning hike that borders NJ and NY. Parking can be tricky as the entrance to the lot looks like it is Greenwood Lake Marina's boat storage area. Once parked, find the trail entrance at the top of the little hill and continue to the blue on white marked trail....
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  • Milford, Pennsylvania

    Explore Raymondskill Falls

    4.0
    0.6 mi / 178 ft gain
    This waterfall is just a short walk away from the main parking lot.Just a .30 mile hike will take you to a gorgeous three-tiered waterfall. There are platforms providing viewing areas to the falls.Raymondskill Falls is located in the northern portion of the Delaware National Water Gap Recreationa...
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  • Milford, Pennsylvania

    Hike to Cliff Park Ridge

    5.0
    6.4 mi / 700 ft gain
    This 6.4 mile out-and-back trail (2.7 miles each way) is an excellent trail for those looking to spend an early morning or afternoon outside without the strenuousness of all-out mountain hiking. Throughout the entire hike, there is only 700 ft. of elevation gain. Don't let this turn you away if y...
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  • Wantage, New Jersey

    Hike the Iris Tail - Appalachian Tail Loop

    4.0
    9 mi / 1000 ft gain
    Start this hike from the Appalachian Trail parking area off route 23, south bound side, south of the park office. Follow the Blue Dot trail until is intersects with the Iris Trail. The Iris Trail (marked with red blazes) is a through hike that is about 5 miles long. It parallels the Appalachian T...
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  • New York, New York

    High Line

    4.6
    1.47 mi / 26 ft gain
    Built on a historic freight rail line and perched above the streets of Manhattan’s West Side, the High Line is a public park that features a green-lined walkway. Park hours depend on the season, although it never opens before 7am, so best to go for sunset. Although you may have some company on wa...
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  • New York, New York

    Brooklyn Bridge Walk

    5.0
    2.4 mi / 26 ft gain
    Brooklyn Bridge Walk is an out-and-back trail that takes you by a river located near New York City, New York.
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  • Tuxedo Park, New York

    Hike to the Sterling Ridge Fire Tower

    5.0
    8.5 mi
    Start out by turning right when you walk out of the visitor center onto Sterling Lake Loop (Blue Blazes). The visitor center is worth going in as they have a full diorama of the park with LED light to show trail routes. About .3 miles into the hike you will cross over a small bridge with a waterf...
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  • Sussex, New Jersey

    Camp at High Point State Park

    4.0
    You'll need at least a weekend to sample all that High Point State Park has to offer. One of the park's must-do hikes is to High Point Monument (1,803 ft), where you have panoramic views of the Pocono and Catskill Mountains, and the Wallkill River Valley. Additionally, there are 50 total miles of...
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