106 Things to do near Monroe, CT - Free Arenas
Monroe, CT, USA
41.3325962, -73.2073358
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106 Things to do near Monroe, CT

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Showing results within 50 miles Distance miles Go of Monroe, CT, USA City, Zip, or Address Go

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Monroe Rail Trail

Monroe, Connecticut

2.6 miles NW

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

Trumbull Rail Trail

Trumbull, Connecticut

3.7 miles S

A family-friendly rail trail in Trumbull with 3 miles of unpaved and 3 miles of paved surface — a relaxed ride with plans to eventually extend to the Monroe town line.

Mountain Bike

mountain bike Mountain Bike Trail

Lower Paugussett State Forest

Newtown, Connecticut

4.7 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

Pequonnock River Valley State Park / Trumbull

Trumbull, Connecticut

5.5 miles S

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

Funny Farm North

Newtown, Connecticut

6.6 miles NW

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

Collis P Huntington State Park

Redding, Connecticut

7.9 miles W

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

Park City Disc Golf Course at Veteran's Park

Bridgeport, Connecticut

8.1 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

Trout Brook Valley

Weston, Connecticut

9.3 miles SW

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

Blue Trail

Easton, Connecticut

9.3 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

Saugatuck River

Weston, Connecticut

9.5 miles SW

Swim near Weston, Connecticut

Swim

swim Swimming Hole

Larkin State Bridal Trail

Southbury, Connecticut

9.6 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

George C. Waldo State Park

Southbury, Connecticut

10.0 miles NW

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

High Plains Disc Golf Course

Orange, Connecticut

10.5 miles SE

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

Upper Paugussett State Forest

Newtown, Connecticut

10.7 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

Dingle Brook Trail

Brookfield, Connecticut

11.5 miles NW

Technical mountain biking on old ATV and equestrian trails through Dingle Brook in Brookfield — a good workout on unmarked forest paths.

Mountain Bike

mountain bike Mountain Bike Trail

Fairfield University

Fairfield, Connecticut

12.3 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

West Rocks State Park

Hamden, Connecticut

12.7 miles E

Color-coded trails in West Rock Park range from a grueling Yellow climb to a flat Red cruise, a White loop around Lake Wintergreen, and a tough Blue that rewards you with direct downtown New Haven views.

Mountain Bike

mountain bike Mountain Bike Trail

Jennings Beach Skatepark

Fairfield, Connecticut

13.2 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

Tarrywile Park

Danbury, Connecticut

13.2 miles W

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

Middlebury Greenway

Middlebury, Connecticut

13.5 miles N

A picturesque walking and biking trail converted from an old trolley bed, rolling through Middlebury with great climbs that singlespeeders especially love.

Mountain Bike

mountain bike Mountain Bike Trail

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