Great Rides Fairfield

Wondering where to ride? We got you. Check out our curated collection of local road, family, and mountain bike routes. Here, you’ll find the best places to bike in Fairfield along with great cycling routes in Bridgeport, and Guilford. Browse these options for guidance on where to ride in Fairfield, GPS files, and metrics on your ride, like distance and elevation.

Here are a few of our favorite Fairfield rides.

West Rock Ridge State Park

Distance: 31 mi
53-55 Main St, Hamden, CT 06514

View route

Collis P Huntington State Park

Distance: 19 mi
9 Dodgingtown Rd, Redding, CT 06896

View route

ECG Fairfield to Westport

Distance: 20.8 mi
Elevation: +/- 914 ft
Fairfield County, CT

View route

Stratford Brews - Long

Distance: 29.6 mi
Elevation: +/- 1524 ft
Stratford, CT

View route

Island Sound Metric Century

Distance: 62.6 mi
Elevation: +/- 2722 ft
Guilford, CT

View route

Westport Century

Distance: 100.3 mi
Elevation: +/- 7541 ft
Westport, CT

View route

Fairfield Loop

Distance: 11.4 mi
Elevation: +/- 587 ft
Fairfield County, CT

View route

Bikes And Beaches

Distance: 64.7 mi
Elevation: +/- 2747 ft
Fairfield County, CT

View route

Trek to the Beaches

Distance: 30.5 mi
Elevation: +/- 1083 ft
Bridgeport, CT

View route

Climb Grinder

Distance: 61.4 mi
Elevation: +/- 4983 ft
Fairfield County, CT

View route

Barnum to the Lighthouse

Distance: 3.2 mi
Elevation: +/- 119 ft
Bridgeport, CT

View route

Longbrook Cruise

Distance: 0.7 mi
Elevation: +/- 59 ft
Stratford, CT

View route

Scenic Cruiser

Distance: 10.9 mi
Elevation: +/- 558 ft
Fairfield County, CT

View route

Westport Cruiser

Distance: 10.4 mi
Elevation: +/- 570 ft
Westport, CT

View route

Lions, Tigers and Bears

Distance: 4.9 mi
Elevation: +/- 224 ft
Bridgeport, CT

View route

Trumbull Rumble

Distance: 22.3 mi
Elevation: +/- 1134 ft
Trumbull, CT

View route

Redding Rumble

Distance: 33.9 mi
Elevation: +/- 2469 ft
Fairfield County, CT

View route

Airline Trail

Distance: 90.6 mi
Elevation: +/- 3881 ft
East Hampton, CT

View route

Little Piggy Loop

Distance: 29.9 mi
Elevation: +/- 1718 ft
New Haven County, CT

View route

Litchfield Gravel Grinder

Distance: 50.7 mi
Elevation: +/- 3638 ft
New Milford, CT

View route

Meshomasic Ride

Distance: 25.3 mi
Elevation: +/- 2461 ft
Middlesex County, CT

View route

Old Albany Post Road

Distance: 31.3 mi
Elevation: +/- 2851 ft
Cortland, NY

View route

Dutchess and Litchfield Grinder

Distance: 81.5 mi
Elevation: +/- 6696 ft
New Milford, CT

View route