Oakland, New Jersey

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

Top Chillin Spots in and near Oakland

  • Beacon, New York

    Explore Long Dock and Dennings Point Parks

    4.0
    Long Dock and Dennings Point are two of the most popular parks in Beacon, that just so happen to be connected by a train track turned trail. Plenty of parking is available at Long Dock, and its a perfect spot to picnic, launch your kayak into the Hudson, or cast your line hoping to reel in the bi...
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  • Califon, New Jersey

    Explore the Ken Lockwood Gorge

    4.3
    One of New Jerseys best kept secrets has to be the Ken Lockwood Gorge. If you are looking for a relaxing, beautiful, and nature packs place then this area is perfect for you. You can access the gorge from two different points, either by driving down Raritan River Rd. and parking right before you ...
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  • Stamford, Connecticut

    Hike Cove Island Park Loop Trail

    5.0
    1.1 mi / 3 ft gain
    This trail is accessible year round and features water views of the Long Island Sound with beach access. The trail is a popular spot for walking, biking, fishing, and even bird watching. But if you’re not quite in the mood to get your steps in, you can use the small beach to sit and chat with a f...
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  • Columbia, New Jersey

    Hike Mount Tammany's Red Dot and Blue Dot Loop

    4.5
    3.3 mi / 1197 ft gain
    Mount Tammany located in the Delaware Water Gap is a very exciting hike. Short in length but with steep, rocky uphill portions this becomes more of a challenging trek. This hike allows for amazing views of the Delaware River, Route 80, and Mount Minsi on the other side. The summit makes for an aw...
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  • Warren County, New Jersey

    Mt. Tammany via Red Dot Trail

    4.6
    2.59 mi / 1167.98 ft gain
    This is a short but strenuous hike to a bluff overlooking the Delaware River and surrounding mountains and hills. The summit makes a good spot for a picnic or just for relaxing and watching the sunset. The entire hike also has plenty of beautiful photo ops, especially in the Fall. Find the trail...
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  • Columbia, New Jersey

    Hike to Sunfish Pond

    4.5
    7.9 mi / 1150 ft gain
    At the end of the parking lot, cross over the bridge and follow the Appalachian Trail (AT, white blazes) to a V-intersection. Turn right onto Dunnfield Creek Trail (green blazes), which will take you past a few cascades and up to Sunfish Pond. Relax and eat lunch at the pond. When you're ready, t...
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  • Barryville, New York

    Camp at Kittatinny Campground

    This campground is perfect for a group of friends that want to spend a couple days outdoors camping!With 350 campsites, there are many different types of sites available: from sites with electricity to sites 3 miles from the main camp. Decide how intense (or not intense) you and your group want ...
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  • Hopewell, New Jersey

    Hike through the Sourland Mountain Preserve

    5.0
    2.91 mi
    The Sourland Mountain Preserve stretches from Hunterdon County all the way into Somerset County. The trails referenced here are on the southwest side of the preserve in Hunterdon County. They are accessible from an on site parking lot at 233 Rileyville Road in Ringoes NJ.There are several trails ...
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