The best cycling routes around Old Greenwich

The Greenwich Point Park loop offers a delightful escape into nature, tracing the edge of a peninsula with ever-changing views of Long Island Sound. As you cycle, you'll pass by the sandy expanse of Greenwich Point Beach, wind through vibrant salt marshes, and glimpse historic buildings like the Innis Arden Cottage. The mostly flat, paved terrain makes for a smooth ride, perfect for soaking in the coastal atmosphere and spotting local birdlife.

Planning your visit is straightforward, though be aware of seasonal fees for non-residents, typically from May to October. Parking is available on-site, but it's worth noting that a "Safe Roads" program runs on Sunday mornings from mid-November to mid-April, closing some park roads to cars for a more serene cycling experience. This makes it an ideal time to enjoy the easy 6.3-mile (10.1 km) route, which has a negligible 67 feet (20 metres) of elevation gain and takes about 33 minutes to complete.

Beyond its scenic beauty, Greenwich Point Park is an Important Bird Area, offering excellent opportunities for birdwatching, especially during migration seasons. The park's rich history, evident in its preserved historic buildings, adds another layer to the experience. It's an easy-rated route that provides a refreshing break from city life, making it a popular choice for families and casual cyclists seeking a peaceful outing.

The Rockwood Lake & Mianus River Park loop offers a moderate 21.1-mile (34.0 km) touring cycling experience, featuring 981 feet (299 metres) of elevation gain and typically taking about 2 hours and 10 minutes. You'll pedal through a scenic blend of paved roads, unpaved fire roads, and even some singletrack, winding through lush forests and along the Mianus River. Expect picturesque views, including a notable vista of Rockwood Lake from a bridge, and the diverse natural beauty of Mianus River Park with its rock outcroppings and wooded ledges. This route is ideal for cyclists who enjoy varied terrain and aren't afraid of a bit of a challenge.

When planning your visit, it's crucial to be aware that cycling is prohibited on the Greenwich side of Mianus River Park. Make sure your route adheres to the permitted areas, primarily on the Stamford side, to avoid any issues. Given the mixed surfaces, including technical unpaved sections, a touring bicycle with wider, more robust tires is highly recommended for a more comfortable and capable ride. Be prepared for segments where you might need to dismount and walk your bike, especially if you're not on a dedicated gravel or mountain bike.

The Mianus River Park itself is a significant natural feature, known for its extensive network of trails and rich biodiversity. While the Komoot route incorporates parts of the East Coast Greenway, the park's varied terrain, from wider carriage trails to technical singletrack, makes it a unique destination. This loop provides a great opportunity to explore the natural beauty of Western Connecticut, offering a dynamic ride that keeps things interesting from start to finish.

The Greenwich, CT to Bedford, NY loop offers a challenging yet incredibly scenic touring cycling experience, perfect for those who appreciate varied terrain and beautiful landscapes. You'll pedal through charming woodlands, past serene reservoirs like Byram Lake, and even catch glimpses of coastal views along the Long Island Sound. The route is known for its "punchy CT climbs" and significant elevation changes, making it a favorite among the local cycling community for its blend of physical demand and natural beauty.

This is a difficult 32.6-mile (52.5 km) ride with 1959 feet (597 metres) of elevation gain, typically taking around 3 hours and 28 minutes to complete. It's best suited for cyclists with very good fitness levels who are comfortable with sustained ascents and descents. While mostly paved, some longer versions might include unpaved sections, so check your route carefully. Autumn is a particularly popular time to ride, thanks to the vibrant foliage, but warmer months also offer pleasant conditions with refreshing breezes.

This loop is a highly regarded route within the active cycling scene of both Fairfield and Westchester counties, attracting experienced riders looking for advanced cycling trails. Beyond the physical challenge, you'll pass through historical sites like the Bedford Village Historic District and enjoy scenic viewpoints throughout. It's a rewarding journey that showcases the natural features and charming communities of Connecticut and New York.

This easy touring cycling route along the East Coast Greenway offers a delightful blend of coastal views and parkland, perfect for a relaxed outing. You'll pedal through diverse scenery, from the tranquil green spaces and stone bridges of Binney Park to the sandy beaches and birdwatching opportunities at Cove Island Park, all while enjoying glimpses of the Long Island Sound. Covering 14.2 miles (22.9 km) with a gentle 433 feet (132 metres) of elevation gain, it's a pleasant ride that takes about 1 hour and 20 minutes.

When planning your visit, be aware that this section of the East Coast Greenway combines dedicated off-road paths with some on-road segments, so you should be comfortable sharing the road with vehicles at times. The dedicated paths within parks are generally accessible and suitable for all skill levels. Visiting during pleasant weather will enhance your enjoyment of the scenic coastal access and park facilities.

This route is part of the ambitious 3,000-mile East Coast Greenway, a vision to create a continuous path from Maine to Florida. The integration with local gems like Cove Island Park, known for its diverse wildlife including many bird and butterfly species, makes this a notable section. It's an excellent choice for those seeking family-friendly bike trails near Old Greenwich, Connecticut, offering a mix of natural beauty and recreational facilities.