Canandaigua, New York

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

Top Chillin Spots in and near Canandaigua

  • Mount Morris, New York

    Hike to Papermill Falls

    4.0
    0.75 mi
    The trail is marked as #19 on Letchworth State Park maps also known as Gibsonville Trail. The trailhead is located in the northern section of the park between the Highbanks Recreation area and the Highbanks Tent and Trailer camping. There is parking just north of the bridge that crosses the Sil...
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  • Perry, New York

    Camp at the Highbanks Campground (Letchworth State Park)

    4.0
    The Highbanks camping area is located on northern end of the park. Entering the park from the Mount Morris the camper registration will be 6 miles in on Park Road.Pick up a park map and choose some of the many sites to explore whether it is hiking or just driving through the park to some of road...
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  • Burdett, New York

    Explore Hector Falls

    The waterfall is not far from Watkins Glen State Park, just a few miles north on route 414 on the east side of the lake. If you are out chasing waterfalls, this is an easy and beautiful spot to make a quick stop. This is roadside, but there is plenty of shoulder along the road to pull off and ta...
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  • Trumansburg, New York

    Explore Smith Woods

    5.0
    0.5 mi / -30 ft gain
    Smith Woods is a 32 acre old growth forest in Trumansburg, NY, directly across from the Trumansburg Fairgrounds. Start by parking in the Shur Save parking lot, and walk to the corner of the woods where you will find a sign and trail blazes. The trail is an easy .5 mile loop hike through the wood...
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  • Watkins Glen, New York

    Gorge Trail via south Parking Lot

    4.6
    4 mi
    Nestled right off the main road in the small village of Watkins Glen in Upstate New York, Watkins Glen State Park is a beautiful area with plenty to see. Although it is a bit touristy and right off of the road, you'll forget how close to society you are when you see these beautiful waterfalls. W...
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  • Trumansburg, New York

    Taughannock Falls Overlook

    4.8
    This is a quick and easy hike leading to an incredible 215 foot waterfall that is beautiful in all four seasons. Bring the whole family and hangout by the falls for the afternoon, weather permitting. During the winter, the falls transform the surrounding cliffs into a wall of ice and snow, but in...
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  • Trumansburg, New York

    Gorge Trail to Taughannock Falls

    4.9
    1.95 mi / 364 ft gain
    The trailhead is located right off NY Route 89 with plenty of parking just across the street from it. Be sure to take your camera and tripod because these 215 ft tall falls are a sight to see!  The hike to the base of the falls is a very easy 1.5 miles out and back. In the summer months the trai...
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  • Lansing, New York

    Ludlowville Falls

    The Ithaca area is known for waterfalls, this waterfall is maybe lesser known but still a great place to visit and photograph and is easy to reach. Ludlowville Falls is located in a small park called Ludlowville Park.  It is a beautiful and unique waterfall.  
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  • Moravia, New York

    Hike Carpenter and Angel Falls

    4.0
    3 mi / 450 ft gain
    Head 12 miles south on Route 41A along Skaneateles Lake from Skaneateles NY. Make a left onto Appletree Point Road  and go a little more than a half mile to where the intersection of Carver Road is. There is a small gravel parking area off to the left with room for about 8 cars. The trailhead beg...
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  • Newfield, New York

    Hike Treman State Park

    5.0
    3 mi / -400 ft gain
    Starting in the parking area, choose which direction of the loop to take (all of which will take you to Lucifer Falls). You can choose to do a shorter, 1 - mile loop around the falls, or go further to the lower section of the park (approximately 3 miles).There is also a campground conveniently l...
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