101 Things to do near Trumbull Rail Trail - Free Arenas
Trumbull Rail Trail
41.28005193, -73.22225889
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101 Things to do near Trumbull Rail Trail

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Showing results within 50 miles Distance miles Go of Pequannock Valley Greenway (Housatonic Rail-Trail - Trumbull), Trumbull, CT 06611, USA City, Zip, or Address Go

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Pequonnock River Valley State Park / Trumbull

Trumbull, Connecticut

2.2 miles SE

Trumbull is Connecticut's premier mountain bike destination — a valley park with XC singletrack, drops from 2 to 20 feet, a 30-foot roller called the Green Monster, and four marked trails.

Mountain Bike

mountain bike Mountain Bike Trail

Park City Disc Golf Course at Veteran's Park

Bridgeport, Connecticut

4.4 miles S

Challenging and scenic with elevated tees, expansive fairways, fast greens, rock outcroppings, open meadows, small streams, and mature forest.

Disc Golf

disc golf Folf Course

Monroe Rail Trail

Monroe, Connecticut

4.9 miles N

A family-friendly rail trail in Monroe, Connecticut with some singletrack branches — easy and enjoyable for all skill levels.

Mountain Bike

mountain bike Mountain Bike Trail

Blue Trail

Easton, Connecticut

6.5 miles SW

Start at the parking lot and work your way through the rocks on this easy-to-moderate mountain bike trail in Easton.

Mountain Bike

mountain bike Mountain Bike Trail

Trout Brook Valley

Weston, Connecticut

6.7 miles W

Lots of really technical singletrack and a few fire roads through a hilly forest — some trails are off limits to bikes, and the park closes in winter.

Mountain Bike

mountain bike Mountain Bike Trail

Saugatuck River

Weston, Connecticut

7.0 miles W

Swim near Weston, Connecticut

Swim

swim Swimming Hole

Collis P Huntington State Park

Redding, Connecticut

8.0 miles NW

Huntington State Park in Redding offers something for everyone — killer climbs, natural stunts, and the nationally famous Rock and Roll Trail.

Mountain Bike

mountain bike Mountain Bike Trail

Lower Paugussett State Forest

Newtown, Connecticut

8.4 miles N

A 6.5-mile loop of extremely technical singletrack in Newtown with forest road connectors — ATV and MX riders also frequent the gas line sections nearby.

Mountain Bike

mountain bike Mountain Bike Trail

Fairfield University

Fairfield, Connecticut

8.6 miles S

Open hilly terrain with mowed fairways, mature trees, a beautiful lake hole, and challenging slope baskets — guests welcome on this private Connecticut university course.

Disc Golf

disc golf Folf Course

Funny Farm North

Newtown, Connecticut

9.3 miles N

A fun singletrack loop in Newtown between railroad tracks and the river — linking the Bone Yard Trail and Newtown Trailway through green-blazed woods.

Mountain Bike

mountain bike Mountain Bike Trail

Jennings Beach Skatepark

Fairfield, Connecticut

9.5 miles S

A 16-foot mini ramp spines into a street course with a big pyramid, ledges, quarter pipes, flatbanks, and grind boxes — a well-equipped YMCA skatepark in Fairfield requiring pads and a small fee.

Skateboard

skateboard Skateboard Park

High Plains Disc Golf Course

Orange, Connecticut

10.5 miles E

Built entirely on a shale rock mountain with unique topography, great views, tight shots, elevation, casual streams, and an OB log wall — dual tees add variety on 5 holes.

Disc Golf

disc golf Folf Course

Wilton Woods

Wilton, Connecticut

12.1 miles W

A small but fun network of technical singletrack tucked into the woods near Wilton, Connecticut — a quick, rewarding ride for technical enthusiasts.

Mountain Bike

mountain bike Mountain Bike Trail

Cranbury Park

Norwalk, Connecticut

12.4 miles SW

A scenic disc golf course with wooded paths, elevation changes, two sets of baskets, and a Sunday morning league in a beautiful Norwalk park.

Disc Golf

disc golf Folf Course

Cranberry Park

Norwalk, Connecticut

12.5 miles SW

A medium-sized multi-use trail park in Norwalk with roots, stream crossings, and rock gardens in classic New England style — home to the Jack Rabbit Run race.

Mountain Bike

mountain bike Mountain Bike Trail

George C. Waldo State Park

Southbury, Connecticut

13.1 miles N

A family-friendly trail in Southbury with ramps kids will love, leashed-dog access, and a well-marked red trail through the trees.

Mountain Bike

mountain bike Mountain Bike Trail

Larkin State Bridal Trail

Southbury, Connecticut

13.3 miles N

A multi-use trail shared by hikers, mountain bikers, cross-country skiers, and equestrians — a popular horseback riding route, so watch your step on the trail.

Mountain Bike

mountain bike Mountain Bike Trail

Upper Paugussett State Forest

Newtown, Connecticut

13.5 miles NW

Technical mountain biking along the water at Upper Paugussett State Forest near Newtown, with the legendary Kissing Oaks as a midpoint landmark and unmarked trails to explore throughout.

Mountain Bike

mountain bike Mountain Bike Trail

Compo Beach Skatepark

Westport, Connecticut

13.7 miles SW

An outdoor street course with quarterpipes, a fly box, a funky quarter-bowl, spines, launch ramps, and every type of rail imaginable at this Westport, Connecticut skatepark right at Compo Beach.

Skateboard

skateboard Skateboard Park

Tarrywile Park

Danbury, Connecticut

13.8 miles NW

A scenic loop trail through Tarrywile Park featuring Parks Pond, a lookout at Mootry Peak, and a killer downhill — with two serious hike-a-bike climbs for the adventurous.

Mountain Bike

mountain bike Mountain Bike Trail

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