Naples, Maine

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

Top Hiking Spots in and near Naples

  • Denmark, Maine

    Summit Bald Peak and Mt. Pleasant

    6 mi / 1450 ft gain
    After turning on Mountain Rd, look for East Pinnacle Condominiums. The trailhead is about 0.1miles after that on the right between the telephone poles marked 49 and 50. There is a dirt parking lot to pull into.  Now on to the hike! This hike begins by heading straight uphill immediately, and you ...
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  • Waterford, Maine

    Hike Hawk Mountain

    5.0
    2.2 mi / 500 ft gain
    1.4 mile Out-and-Back trail hike is family friendly and provides spectacular views, especially at sunset. Trail closes right after dusk though, so be careful to not wander too long. Turn onto Hawk Mountain Road, and drive until you see the parking lot on the left and trail head on the right, abou...
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  • Pownal, Maine

    Snowshoe the Northern Loop Trail at Bradbury Mountain

    2 mi / 407 ft gain
    Bradbury mountain has ample parking and multiple trails that lead around the mountain and up to the summit.  We took the Northern Loop, which is the longest trail up the small mountain. It is a gradual incline of 407 ft over 1.0 mile. It is a perfect out and back trail just to get outside for a b...
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  • Conway, New Hampshire

    Drive the Kancamagus Highway

    4.8
    34.5 mi
    The Kancamagus Highway is designated an American Scenic Byway. It cuts through the White Mountains of New Hampshire. The highest point along the drive is 3000 feet. It is known as one of the best fall viewing areas in the country. If your interested there is also several campgrounds along thi...
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  • North Conway, New Hampshire

    Hike White Horse Trail

    4.75 mi / 1043 ft gain
    Consider this moderate hike a warm-up to some of the bigger boys in the area! We've hiked Cathedral Ledge from Echo Lake State Park in the past, but wanted something a little longer in distance & slighting more challenging. When I asked the guy manning the State Park booth for a map he said, ...
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  • Stow, Maine

    Rattlesnake Pool

    2.11 mi / 207 ft gain
    The best place to start your hike is from Route 113 near Gilead, head towards Stone House Road. This becomes Shell Pond Road. A few miles in, you'll find a gated area where you can park. This trail, and Rattlesnake Pool, are both on private land - so be sure to practice leave no trace principles. 
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  • Portland, Maine

    Hike to Jewell Falls

    4.0
    2 mi / 300 ft gain
    Fore River Sanctuary is 85 acres in the heart of Portland right off of Congress Street. It is a unique place where the river meets the ocean and creates a marshland landscape, which provides a plethora of opportunities to see wildlife (especially a great diversity of birds - waterfowl, herons, eg...
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  • Conway, New Hampshire

    Cathedral Ledge via Bryce Path Trail

    2.07 mi / 574 ft gain
    Cathedral Ledge via Bryce Path Trail is an out-and-back trail that takes you by a waterfall located near Bartlett, New Hampshire.
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  • Bartlett, New Hampshire

    Hike Cathedral Ledge

    4.0
    3.4 mi / 722 ft gain
    During spring, summer and fall there is a road that allows you to drive to the top of Cathedral Ledge. In winter the road is closed off to vehicles so reaching the top requires a 1.7 mile hike. Once at the top, there is a fenced in lookout with a 180 degree view of North Conway and the surroundin...
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  • Conway, New Hampshire

    Diana's Baths

    5.0
    1.33 mi / 190 ft gain
    Diana's Baths is an out-and-back trail that takes you by a waterfall located near North Conway, New Hampshire.
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  • South Portland, Maine

    Spring Point Lighthouse

    4.7
    1 mi / 39 ft gain
    Being a less popular lighthouse out of the many in the greater Portland area, parking is easy and crowds are limited. Parking at Fort Prebble is ideal for a short walk to the lighthouse. Completed in 1897, off the shoreline of Fort Prebble, Spring Point is a unique lighthouse with huge importanc...
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  • Portland, Maine

    Hike Peaks Island

    2 mi
    Peaks Island is the closest of the Casco Bay Islands to Portland, ME. It is a residential island that fills up with tourists in the summertime. If you visit the Peaks mid-spring, you can count on fairly decent weather and fewer crowds. There is a hotel and three or four restaurants on the island,...
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  • Cape Elizabeth, Maine

    Portland Head Light

    5.0
    Portland Head Light is one of Maine's most iconic and picturesque lighthouses that offers stunning views year round. Located just about 15 minutes outside of Portland, Maine, it's the perfect place to go to watch an early winter sunset and enjoy some ocean views. To get to the light house, you wi...
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  • Albany, New Hampshire

    Rocky Gorge Scenic Area Loop

    2 mi / 266 ft gain
    A beautiful area of the Kancamagus Highway, the Rocky Gorge section is home to rushing rapids and scenic lakes. When visiting in the fall the colors are amazing however be ready for traffic and more crowds. This location has a parking lot and walking trails along the river to multiple viewpoints. 
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  • Albany, New Hampshire

    Champney Falls - Bolles Chocura Loop

    5.0
    9.18 mi / 2904 ft gain
    Champney Falls - Bolles Chocura Loop is a loop trail that takes you by a waterfall located near Lincoln, New Hampshire.
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  • Cape Elizabeth, Maine

    Hike around Cape Elizabeth's Dyer Cove

    5.0
    1 mi
    If you venture to Cape Elizabeth, you may be lucky enough to see it in the dense fog that I was able to.You'll take a windy road near Portland, Maine surrounded by cute, quaint homes on either side down to the rocky coastline. Park in the designated parking area (very easy to spot as the road's e...
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