Best Connecticut Bike Routes

The Best Biking Roads in Connecticut

Connecticut is a place of beauty. It’s home to a few bustling cities, a beautiful coastline, and small towns nestled in lush, rolling hills and mountains. When it comes to exploring all that the Constitution State has to offer, there is no better way than strapping your bicycle to your car and heading out to one of Connecticut’s beautiful bike paths.

Planning to bike in the CT Challenge? Train for the ride with some of the other routes we offer! Whether you’re looking for a quick 10-mile bike ride or a 100-mile challenge, these routes are the perfect way to get in shape for the CT Challenge.

Here’s a closer look at some of the best bike rides in Connecticut. If you plan to bike in the CT Challenge ride, consider incorporating some of these trails into your training, or enjoy them while you’re here.

CT Challenge 50-Mile Ride

This 50-mile ride is designed for those with experience in road cycling and who can comfortably ride 25 miles in under two and a half hours. We estimate this ride to take anywhere from three to five hours, so it is the perfect route for an afternoon of biking through the beautiful Connecticut scenery! Incorporate this 50-mile ride into your training program for the CT Challenge.

CT Challenge 100-Mile Ride

Up for more of a challenge? Our 100-mile ride is as exciting and strenuous as it is beautiful. This route takes cyclists through several Connecticut counties so you can enjoy all that the state has to offer. With several rest points that offer food, drinks, and snacks, there’s plenty of time to stop and enjoy a quick bite. With many points of uphill and downhill riding, this 100-mile route is a great challenge to incorporate into your training. If you’re looking for a full day of biking that is sure to help prepare you for the CT Challenge, sign up for our 100-mile route.

Airline Trail

Winding through Middlesex and Windham counties, this 21-mile trail rates at the top of any cycling list. Stretching along the former railway that ran between Boston and New York, this scenic cycling journey epitomizes the New England country scape. Named for the imaginary line drawn between Boston and New York that made it appear “in the air,” this wide, crushed stone path offers adventure for every age and ability.

Farmington Canal Heritage Trail

This 56-mile ride journeys from New Haven to Suffield and runs almost the entire length of the state, as one of the most extensive bike routes in New England. This ride offers cyclists a glimpse into the versatility of Connecticut. From college campuses to quaint towns, local restaurants, vast lakes, and beautiful state parks, this ride will take you through everything the state has to offer. The northern section of the trail is less paved, so be sure you plan your adventure ahead of time.

Biking in Connecticut

While these are just a few of the best bike rides in Connecticut that you can build into your CT Challenge training, the state has many beautiful trails to offer. No matter your experience level or your interests, there is a bike route in Connecticut for everyone. Every ride is a unique experience that allows you to enjoy the splendor and history of this remarkable state.

Ride in the CT Challenge While You’re Here!

Since 2005, CT Challenge has become a weekend event filled with riding, music, food, and community. For those who want to participate but may not have all the equipment, bicycle rental options are available with our partners at Unlimited Biking. What’s more, by participating in the Challenge you are supporting Mission, a charity that helps those impacted by cancer.