Chesapeake, Virginia

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

Top Chillin Spots in and near Chesapeake

  • Chesapeake, Virginia

    Catch a Sunset at the Jordan Bridge

    4.0
    2 mi / 200 ft gain
    The South Norfolk Jordan Bridge spans the Southern Branch of the Elizabeth River connecting Chesapeake and Portsmouth, Virginia. Located beneath the bridge's abutments on the Chesapeake side is the Elizabeth River Park.Looking to stretch your legs? The park includes many amenities like a paved tr...
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  • Chesapeake, Virginia

    Hike Indian River Park

    5.0
    2 mi / 0 ft gain
    When you're short on time and you need your daily dose of nature, Indian River Park is a quick little 'getaway'. It is best to park at Rokeby Center.  When you arrive to the park you'd be surprised that this little patch of nature exists in the middle of the town. The trail can be hard to follow ...
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  • Virginia Beach, Virginia

    Hike the Bald Cypress Trail

    4.0
    1.8 mi
    This is an easy hike that meanders a bit more than any of the other trails in the park. It is also the most diverse in what you will see. The trail itself ranges from an easy foot path with a pine needle bed trail then passes through swamps and bog's via well crafted wood boardwalks with great vi...
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  • Virginia Beach, Virginia

    Explore Miyazaki Japanese Garden

    This Japanese Garden is very small, but a nice escape from the traditional VA Beach landscape. If you're in the area, it would make a perfect spot for some portrait photos or if you just want a short escape to nature.
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  • Virginia Beach, Virginia

    Climb to the Top of the Cape Henry Lighthouse

    4.3
    Visit not one, but two of the most historic and important lighthouses to our great nation. The original Cape Henry Lighthouse was the U.S. Governments first construction project authorized under the constitution. President George Washington himself authorized the project and Alexander Hamilton o...
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  • Chesapeake, Virginia

    Hike the Northwest River Park East Loop

    3 mi / 0 ft gain
    When arriving at the park drive to Parking Lot 4 to park, this will give you the closest access to the trail head. Start heading Southeast along the Molly Mitchell Trail and continue on it until you reach the Shuttle Trail and take a left. You will only remain on this trail for a very short segme...
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  • Virginia Beach, Virginia

    Catch a Sunset at the Old Pungo Ferry Landing

    4.0
    From the Virginia Beach ocean front, head South on VA-149/General Booth Blvd for 6 miles. Turn left onto Princess Anne Rd and head South for 10.5 miles. Turn right onto Old Pungo Ferry Rd. Take this road until it ends at a small park. From here, hike along the water's edge to find the best place ...
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  • Newport News, Virginia

    Hike Noland Loop Trail

    4.8
    4.8 mi / 154 ft gain
    Great hike right in the city of Newport News.  It is a loop trail that is 4.8 miles and has a moderate level of traffic.   Easy, good for all skill levels Pet friendly Water and wooded views with lots of shade throughoutClearly marked trail No bikesParking at Mariners Museum and at Lions Bridge; ...
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  • Virginia Beach, Virginia

    Catch A Sunset at the Munden Point Park Pier

    4.0
    0.1 mi / 0 ft gain
    Once in the park, you want to make your way to the most northern section of the park for the best sunset shots. Park in front of (south) of the softball field and follow the paved bike path right in front of you. The path heads north toward the water. Walk the 200 yard long path to the pier for e...
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  • Virginia Beach, Virginia

    Bike into False Cape State Park

    4.7
    Located in South Eastern Virginia Beach VA, False Cape State Park is only accessible by bike, foot, or tour. To get here, you must head in to Sandbridge Beach and drive south on Sandpiper Road until you pass the Little Island Pier parking on your left. After this point, there will be no more buil...
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  • Virginia Beach, Virginia

    Bike Camp False Cape

    It's hard to beat an outdoor adventure that keeps you near the ocean's edge. For this destination, getting there is possibly the best part. The trail is well kept and level; perfect for an easy bike ride or hike. An easy trail due to lack of incline (after all, it is by the sea). For the first fe...
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  • Virginia Beach, Virginia

    Catch Sunset on the Wild Shores of Back Bay National Wildlife Refuge

    5.0
    At the far south end of Virginia Beach’s Sandbridge community lies a seldom visited natural treasure, Back Bay National Wildlife Refuge.  The expansive beaches feel wilder than the shores just a few miles north and are littered with the footprints of sandpipers, rather than that of humans.  On th...
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  • Cape Charles, Virginia

    Catch A Sunset At Kiptopeke State Park

    4.7
    This beautiful State Park on the Virginia Eastern Shore provides visitors with a very secluded beach even in the dead of summer. The location of the beach also allows you to enjoy a sunset over water which is rare for the east coast. The sandy white beaches dotted with old crab buckets and crab t...
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  • Yorktown, Virginia

    Bike the Yorktown Battlefield

    4.0
    10.8 mi / 259 ft gain
    Great for cyclists, this tour is full of beautiful scenery with rolling hills, redoubts, and history.  A six-stop tour of the Yorktown Battlefield has been designed to take visitors to the most important spots on the battlefield. Signs direct you from one stop to the next. Signs with red arrows a...
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  • Yorktown, Virginia

    Hike through Historic Yorktown

    5.0
    2.5 mi / 59 ft gain
    This is a fantastic hike through the history of the early United States. And one with many interactive exhibits and recreation opportunities. From the Visitor Center, head onto the path towards the Yorktown Historic District. The historic district begins at the Dudley Digges House. Buildings that...
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  • Yorktown, Virginia

    Photograph Yorktown Beach

    4.9
    With the George P. Coleman bridge spanning the width of the York River, a fishing pier, and numerous rock jetties, Yorktown Beach is a great location for photographing sunrises or sunsets. There is a nice brick riverwalk path to walk along, or sandy areas to sit.To get the full Coleman Bridge in ...
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