The best road cycling routes in Westchester County

Embark on the New Croton Reservoir Loop, a moderate racebike route spanning 39.9 miles (64.2 km) with an elevation gain of 2084 feet (635 metres). This journey typically takes around 3 hours and 13 minutes to complete. You will cycle through varied terrain, enjoying picturesque views of the reservoir, including panoramic vistas from the magnificent New Croton Dam. The route also features charming structures like the Old Quaker Bridge and glimpses of the reservoir from the historic Putnam Railroad Bridge, offering a diverse cycling experience.

Planning your ride, you will find that the route offers a mostly traffic-free experience, especially on designated Trailways, which makes for a relaxed and enjoyable outing. While the overall difficulty is moderate, the specific path you choose can influence the challenge. You can easily access the trail as parking is available at various points around the loop, allowing you to start your adventure conveniently.

This loop is notable for its blend of natural beauty and historical landmarks, providing more than just a workout. You will traverse beautiful foliage-covered roads and wooded areas, with some sections offering clear views of the Tarrytown Lakes. The mix of paved and unpaved sections adds to the route's character, making it a distinctive option for cyclists exploring the region.

Embark on a moderate road cycling adventure with the Long Island Sound loop via Stanwich Road. This route spans 50.6 miles (81.4 km) and features a total elevation gain of 2197 feet (670 metres), taking approximately 3 hours and 58 minutes to complete. As you pedal, you will discover quiet fields and dense trees, offering a peaceful escape from city life. The journey provides picturesque views of the vast Long Island Sound, a defining feature of the area. You will also pass by scenic highlights such as Playland Lake and the distinctive Montgomery Pinetum, adding visual interest to your ride.

Planning your trip is straightforward, as the starting point for this loop is conveniently accessible if you are using public transportation. The route is known for its predominantly well-paved, good-quality roads, which ensure a smooth and fast-flowing ride. This makes it an excellent choice for a focused cycling session without worrying about rough terrain. Consider starting early to enjoy the quiet roads and cooler temperatures.

This loop offers a rewarding challenge for cyclists seeking a substantial ride through varied landscapes. The presence of the Long Island Sound provides a constant scenic backdrop, distinguishing this route from others in the region. You will experience a sense of inner peace as you cycle through the natural beauty, making it more than just a workout. It is a great way to explore the local environment and enjoy a significant day out on your bike.

Embark on the Kensico Reservoir Loop, a popular racebike route that offers a rewarding ride through scenic landscapes. This moderate trail spans 32.5 miles (52.3 km) and includes an elevation gain of 1525 feet (465 metres), typically taking about 2 hours and 29 minutes to complete. As you cycle, you will enjoy lush greenery and the presence of the Bronx River, with the impressive Kensico Dam serving as a key visual landmark and offering expansive views of the reservoir.

For your visit, you will find parking available at Kensico Dam Plaza, making it a convenient starting point. The route features mostly paved surfaces, including the road directly atop the Kensico Dam. If you plan to complete a full loop directly around the entire reservoir, be aware that some sections might have narrow or absent shoulders, potentially encountering faster-moving traffic. The area is also well-connected to Metro-North train stations, providing easy public transport access.

The Kensico Reservoir Loop is notable for its vibrant natural environment, which transforms beautifully with the changing seasons. Beyond the reservoir itself, you will pass meticulously manicured gardens located near the dam, adding to the route's charm. This trail offers a blend of natural beauty and engineered marvels, making it a distinctive cycling experience in the region.

Cycle the moderate 44.2-mile Lake Carmel Loop, gaining 2236 feet with scenic views of Lake Carmel and Titicus Reservoir.

Cycle the Armonk Loop, a moderate 43.5-mile road route with 1981 feet of elevation gain, offering scenic views and rolling hills.

This difficult 43.3-mile road cycling route in Bear Mountain State Park offers challenging climbs and sweeping views of the Hudson Highlands

Tackle the Harriman Madness Loop, a difficult 73.8-mile road cycling route with 5955 feet of elevation gain through Harriman State Park.

Cycle the moderate 36.8-mile North County Trailway and Croton Reservoir Loop, featuring reservoir views and varied terrain.