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

  • Brooklyn, New York

    Photograph the Brooklyn Bridge

    4.8
    Escaping the hustle and bustle of the city doesn't always require actually leaving the city. Hanging out next to the East River and focusing on photographing the Brooklyn Bridge can be just what you need to clear your head and get your fix for some outdoors time. This is a great spot to practice ...
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  • Brooklyn, New York

    Brooklyn Bridge Park

    4.0
    The Brooklyn Bridge Park spans over a mile of waterfront and is an awesome location for being active or just relaxing outdoors without leaving the city. There is a ton of grassy space to set up a picnic and watch the sunset and many other options for fun - basketball courts, a carousel, roller sk...
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  • Brooklyn, New York

    Climb Outdoors at DUMBO Boulders (CLOSED)

    5.0
    Practice bouldering at North America's largest outdoor rock climbing gym after work. Of course you aren't climbing mountains, but at least the view of the East River isn't too shabby! Enter at the corner of Adams St. and John St. and see the Manhattan Bridge above you. To your left is the new ...
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  • Brooklyn, New York

    Photograph Manhattan Bridge from Washington Street NYC

    4.7
    Located in DUMBO this is seen as one of of the prime photography spots in NYC for good reason. Off the intersection of Washington Street and Water Street is a perfect view of the Manhattan Bridge sandwiched between two buildings. If you want to take it one step further you are able to get a close...
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  • Brooklyn, New York

    Domino Park

    This 5-acre public park in Williamsburg, Brooklyn is perfect for soaking up the sun and taking in the city! Picnic on the grass with lunch and your favorite book, or walk along the water and watch the boats pass by with the Manhattan skyline as your backdrop.
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  • Staten Island, New York

    Sunrise and Sunset from the Staten Island Ferry

    5.0
    The Staten Island Ferry is a passenger ferry that runs between the boroughs of Manhattan and Staten Island. From the deck of the ferry, you will have a perfect view of The Statue of Liberty and Ellis Island. You'll see the skyscrapers and bridges of Lower Manhattan receding as you pull away and c...
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  • Frankford, New Jersey

    Picnic at the Sunrise Mountain Pavilion

    This pavilion is one of the key features along the New Jersey section of the Appalachian Trail. There is a parking lot a very short hike part way down the mountain, but I recommend backpacking in from a different area to take in more of the beauty of the trail, mountains, and views in this area. ...
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  • Rye, New York

    Hike the Marshlands Conservancy Loop

    4.0
    1.55 mi / 125 ft gain
    Located 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...
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  • Sandyston, New Jersey

    Hike the AT to Culvers Lookout Tower

    3.2 mi
    Start your journey in Stokes State Forest at the Culver Gap Parking Lot, located at 41.180239, -74.787954. From the parking lot, jump on over to the Appalachian Trail and hike Northbound. You know you're headed the right way if you are going away from the small town and cross over Sunrise Mountai...
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  • Washington Township, New Jersey

    Hike Hacklebarney State Park's Trout Brook Riverbanks

    5.0
    This is a relatively easy hike through Hacklebarney State Park that is great for families with younger children, rock scrambling, photography, and just hanging out in nature. There are two different ways to explore Hacklebarney, either by staying on the packed gravel path or by following the bank...
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  • Philipstown, New York

    Indian Brook Falls (CLOSED)

    2.8
    0.59 mi / 157 ft gain
    Indian Brook Falls is CLOSED as of 2022. Learn more at HighlandsCurrent.org. Take a short simple walk to a beautiful waterfall near the Constitution Marsh and Audubon Center. This waterfall is great spot for the whole family to take in its beauty. This is about as short a walk and as little eff...
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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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  • Dingmans Ferry, Pennsylvania

    Canoe and Camp in the Delaware Water Gap

    4.7
    This is one of those easy, simple and truly relaxing adventures you can embark on this summer. Thanks to outfitters such as Kittatinny Canoes you'll have everything ready for you when you arrive, minus of course your camping gear. They will pick you up at the destination of your choice along the ...
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  • Dingmans Ferry, Pennsylvania

    Hornbecks Creek Waterfall

    4.3
    2.16 mi / 226 ft gain
    Follow the Hornbeck Creek Trail for approximately 1 mile, until the trail comes to an end and opens up into the waterfall and large pool beneath it. There is a rope swing to the left of the falls for swimming. Driving Directions: From 209, enter into the Delaware Water Gap and in between the 10...
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  • Brooklyn, New York

    Camp at Floyd Bennett Field

    Brooklyn isn't just for the urban and trendy, its also for the people who love getting outside! Located just past the hustle and bustle of Brooklyn, Floyd Bennett Field is a National Recreation Area that features an Aviator Sports & Event Center (this was formerly an important NYC airport), t...
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  • Califon, New Jersey

    Bike the Columbia Trail: Califon to High Bridge

    There are multiple places to pick up the Columbia Trail (High Bridge, Califon, Long Valley, Flanders) but this post is for biking or running from Califon to High Bridge and back. The best place to park is at the old town railroad station on, of course, Railroad Ave. You will be able to see the en...
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