111 Things to do near Westport, Connecticut
Showing results within 50 miles Distance miles of Westport, CT, USA City, Zip, or Address
Compo Beach Skatepark
Westport, Connecticut
2.3 miles SOutdoors, two 6.5-ft. quarterpipes (one at each end), pyramid, fun box with metal on side, a pretty big fly box, funky quarter-bowl, little spines and launch...
Skateboard
Cranbury Park
Norwalk, Connecticut
2.9 miles NWScenic course - many holes run along wooded paths. Challenging w elevation changes. 2 sets of baskets. League - Sun. at 10 am. For maps, or other info contact Norwalk Parks at (203) 854-7806 or email...
Disc Golf
Cranberry Park
Norwalk, Connecticut
2.9 miles NWMulti use trail in a medium sized park. watch for other trail users, and their dogs, ride the perimeter and have fun, not a ton of technical stuff but some normal New England riding,...
Mountain Bike
Oyster Shell Park
Norwalk, Connecticut
3.8 miles SWShort course in between I-95 and Norwalk Harbor. Roads, over roads and water is OB. No tee signs - bring the map. Public (No Fee)
Disc Golf
Fairfield University
Fairfield, Connecticut
5.4 miles EOpen hilly course that features mowed fairways, mature trees, a beautiful lake hole, and a few baskets on challenging slopes. Private university but guests welcome. No alcohol. Private (No Fee)
Disc Golf
Jennings Beach Skatepark
Fairfield, Connecticut
6.3 miles E16ft wide mini that spines into the street course big pyramid with ledge lots of 1/4 pipes and flatbanks, launch ramps and grind boxes. The park is run by the YMCA pads are required.The cost...
Skateboard
Blue Trail
Easton, Connecticut
6.8 miles NStart at parking lot and work your way through the rocks. Easy to moderate.
Mountain Bike
Saugatuck River
Weston, Connecticut
7.2 miles NSwim near Weston, Connecticut
Swim
Trout Brook Valley
Weston, Connecticut
7.2 miles NLots of really technical single track and a few fire roads. Closed during the Winter. Some trails are off limits to bikes.
Mountain Bike
Waveny Park Disc Golf
New Canaan, Connecticut
7.3 miles WTen wooded holes with elevation and two open holes with OB. 3 sets of tees. Public (No Fee)
Disc Golf
Waveny Park
New Canaan, Connecticut
7.6 miles WNine wooded holes with elevation and two open holes with OB. 3 sets of tees. Public (No Fee)
Disc Golf
Wilton Woods
Wilton, Connecticut
7.8 miles NWSmall but fun network of technical single track. Small but fun network of technical single track.
Mountain Bike
Park City Disc Golf Course at Veteran's Park
Bridgeport, Connecticut
8.2 miles NEChallenging and scenic, with elevated tees, expansive fairways, fast greens, rock outcroppings, open meadows, small streams, and mature forest. Next tee arrows below each basket. Public (No Fee)
Disc Golf
Pequonnock River Valley State Park / Trumbull
Trumbull, Connecticut
11.2 miles NEThis place goes by many names, Trumbull, Old Mine Park, and Pequonnock River Valley. Trumbull is an XC and Freeriding paradise. The park is connects in the north to a three mile rail...
Mountain Bike
Trumbull Rail Trail
Trumbull, Connecticut
11.9 miles NEFirst section of the rail trail, 3 miles, is unpaved. Next 3 miles is paved and there are plans to continue the trail to the Monroe Town line but there is a missing bridge which is...
Mountain Bike
Mianus River Park
Stamford, Connecticut
12.3 miles WMianus River Park is a small parcel of land on the Mianus River. The park straddles the border of Greenwich and Stamford CT. Heavily used by riders from all over the metro area...
Mountain Bike
Collis P Huntington State Park
Redding, Connecticut
13.2 miles NState Map: http://www.ct.gov/dep/lib/dep/stateparks/maps/huntington.pdfHuntington/The Hunt/Huny has something for everyone, beginners and experts alike. Lots of natural stunts, some...
Mountain Bike
Bennetts Pond
Ridgefield, Connecticut
14.4 miles NWBennett's Pond in Ridgefield, CT is a hidden treasure just two minutes away from the madness of Route 7, in which you will find both gradual and sick climbs. Slick singletrack...
Mountain Bike
Monroe Rail Trail
Monroe, Connecticut
15.2 miles NRail Trail. Some Single Track branching off but nothing but little outtakes. Fun for family riding.
Mountain Bike
Greenwich Skate Park
Greenwich, Connecticut
16.4 miles SWThe Greenwich Skatepark is a safe and supervised facility for youths 6 years of age and over to skateboard and inline skate. The area is supervised whenever the...
Skateboard
Caumsett State Park
Lloyd Harbor, New York
16.6 miles SAll trails are all 2 ways. Plenty of fire roads, single and double track.
Mountain Bike
Meadowlark Park
Fort Salonga, New York
17.1 miles SSomewhat tight and technical. Lots of logs. Left into woods right after metal barrier. Trail still new and somewhat soft. Bring your log hopping skills. Trail is still...
Mountain Bike
Tarrywile Park
Danbury, Connecticut
17.2 miles NThis loop starts from the parking lot and combines gray trail along Parks Pond, the Blue Trail, then some fire road and a killer hike-a-bike up to Mootry Peak Lookout which picks up the...
Mountain Bike
Funny Farm North
Newtown, Connecticut
18.6 miles NNice little single track loops between the Housatonic Railroad tracks and Queen Street. Other the other side, take Old Farm Road down to the Ristricted Area Sign and look for a trail...
Mountain Bike
Leonard Park
Mount Kisco, New York
19.4 miles WLong wooded holes through a mature eastern hardwood forest. Many elevation changes. Snack bar open in the summer. Public (No Fee)
Disc Golf
High Plains Disc Golf Course
Orange, Connecticut
19.7 miles NEQuiet and scenic, with elevation and many tight shots. Dual tees (Red=short and White=long) on 5 holes offer more variety. Many casual streams, one OB log wall, and several tricky pin positions....
Disc Golf
Lower Paugussett State Forest
Newtown, Connecticut
19.7 miles NEBlue trail does a 6.5 mile loop of extremely technical trail. Other trails interconnect through here including a forest/logging road, as well as connections to the Iriquois Gas Line...
Mountain Bike
Farringtons Woods
Danbury, Connecticut
19.8 miles NWSingletrack mixed with fire-trails,hiking trails and ATV's areas with jumps. Some technical sections.
Mountain Bike
True Skatepark
Port Jefferson Station, New York
21.5 miles SEThis park is essentially a street course. It has quarterpipes, banks, a pyaramid, and some flat bars. Pads are required and there is a membership fee to skate....
Skateboard
Dingle Brook Trail
Brookfield, Connecticut
21.9 miles NNetwork of old ATV trails and now Equestrian Trails. Good work out.
Mountain Bike
Upper Paugussett State Forest
Newtown, Connecticut
22.0 miles NTrail along the water from the boat ramp is ueber technical but gets worse once past the "Kissing Oaks" (two oak trees that have grown into one another). From there, you can follow the...
Mountain Bike
George C. Waldo State Park
Southbury, Connecticut
22.6 miles NFamily Friendly: trying to do some of the ramps would be fun for kids. Dogs: Leashed Once you park, go through the gate and the red trail starts on the left shortly after you go into the...
Mountain Bike
Gurski Farm
Brookfield, Connecticut
22.9 miles NLots of double track and trails that kind of go off to no where. Good for a quickie and if you want to bring the kids and get them acclimated to trail riding. Lots of pricker bushes...
Mountain Bike
Trail View State Park
Woodbury, New York
23.3 miles SThis is a hiking-biking trail so look out for hikers. If you go North you head towards Stillwell Woods. Directly across Route 25 you will see an entrance to the trail. There are...
Mountain Bike
Graham Hills
Pleasantville, New York
23.3 miles WThis trail is sweet! The trail is a network of singletrack loops, with dropoffs, jumps, DH sections, and hard climbs and a retired motocross track in the back. I would suggest this...
Mountain Bike
North Country Trailway
Yorktown Heights, New York
23.7 miles WIt's rail trail. Great for family riding and single speeding
Mountain Bike
Hidden Pond Park
Hauppauge, New York
24.4 miles SEThis is basically single track with some decent climbs and not too technical. A map can conditions can be found on climbonline.org. A link to a hand drawn map can be found at:...
Mountain Bike
Sunny Valley
Bridgewater, Connecticut
24.7 miles NNetwork of trails offering serious climbs and very technical singletrack.
Mountain Bike
Larkin State Bridal Trail
Southbury, Connecticut
24.7 miles NEThis is a multi-Use Trail: bicycling, mountain biking, hiking, cross country skiing and horseback riding, in fact it's popular horse back riding trail, so watch out for those road...
Mountain Bike
Manetto Hills
Woodbury, New York
24.8 miles SThis a great new short trail that's still soft. It will improve with time. This a great, advanced beginners trail. It is short but has some great switchbacks and a couple short...
Mountain Bike
