4.3
(204)
5,780
riders
58
rides
No Traffic road bike trails in Westchester County offer a diverse landscape for cyclists, characterized by rolling hills, expansive parklands, and proximity to the Hudson River. The region features forested hills and valleys, providing varied terrain for road cycling. Numerous large reservoirs, including the New Croton Reservoir and Kensico Reservoir, serve as prominent scenic backdrops. Additionally, Westchester County boasts an extensive system of dedicated paved multi-use trailways, offering continuous off-road cycling experiences.
Last updated: August 3, 2026
3.0
(1)
34
riders
81.4km
03:59
670m
670m
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.
5.0
(1)
79
riders
60.0km
02:40
540m
540m
Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.

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3.5
(2)
36
riders
35.1km
01:32
190m
190m
Easy road ride. Great for any fitness level. Mostly well-paved surfaces and easy to ride.
5.0
(1)
38
riders
150km
06:21
1,190m
1,190m
Hard road ride. Very good fitness required. Mostly well-paved surfaces and easy to ride.
43
riders
Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.
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Popular around Westchester County

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Lots of benches just off the paved trail to rest your legs or to enjoy the scenery.
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Nice view of Long Island sound on Forest Ave (small inlet between houses).
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This bronze statue is a memorial to the Battle of Pines Bridge, a battle in the Revolutionary War. The monument is made to reflect the diversity of the soldiers in the war. The monument is located in Railroad Park, which has benches and a cafe.
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There is a gap in the properties here giving an excellent view of Long Island Sound. If you step off the bike there is a small grassy area to take a break.
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The views from this fast flowing and good quality road are lovely. With trees and quiet fields around you will gain a feeling of inner peace cycling along it.
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Lake Casse is a 30-acre lake that is owned and managed by the Lake Casse Park District. There is a beach, public restrooms, a playground, and a clubhouse.
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The Montgomery Pinetum is a unique park in Cos Cob, Connecticut. Montgomery Pinetum's rich history began in 1880 when Fred Gotthold and his wife Florence created the "Wild Acres" estate in Cos Cob. This self-sufficient property featured an 18-room mansion, expansive lawns, gardens, and various structures. In 1928, Colonel Robert H. Montgomery and his wife transformed it into a public space, establishing the Colonel's "pinetum" with 850 conifer species. Today, Montgomery Pinetum, spans 62 acres and preserves its historical charm with a flagstone terrace and manicured lawns, although the original estate buildings have been replaced. The park boasts a reflecting pool and vibrant displays of tulips, daffodils, azaleas, and other flowers, making it a great place to stop by when in Cos Cob.
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Westchester County offers a wide selection of traffic-free road cycling routes. There are over 65 routes specifically designed for road bikes with minimal or no traffic, catering to various preferences and skill levels.
Westchester County is renowned for its diverse terrain, including rolling hills and expansive parklands, alongside an extensive network of dedicated multi-use trailways. These paved paths, such as the North County Trailway and South County Trailway, provide continuous car-free cycling experiences, often with scenic views of reservoirs and the Hudson River.
Yes, the traffic-free road cycling routes in Westchester County accommodate all skill levels. You'll find a good mix of options, with over 20 easy routes perfect for beginners or a relaxed ride, and more than 40 moderate routes for those seeking a bit more challenge. There are also a few difficult routes for experienced cyclists.
The komoot community highly rates the traffic-free road cycling routes in Westchester County, with an average score of 4.25 out of 5 stars from over 130 ratings. Cyclists often praise the beautiful scenery, well-maintained paved trailways, and the peaceful, car-free environment that allows for an immersive riding experience.
Absolutely. Westchester County features several long-distance options. For example, the Long Island Sound loop via Stanwich Road covers over 81 kilometers, offering an extensive ride. The continuous trailway system, combining the North and South County Trailways, also provides nearly 70 kilometers of car-free path connecting to Putnam County.
Yes, Westchester County is excellent for family-friendly cycling. The dedicated multi-use trailways like the South County Trailway and the Bronx River Pathway offer paved, flat, and safe environments away from vehicle traffic, making them perfect for families with children or those looking for a relaxed ride.
Many routes in Westchester County are designed as loops, allowing you to start and end at the same point. Popular options include the scenic New Croton Reservoir Loop and the Kensico Reservoir Loop. You can also explore routes like the New Croton Dam loop from Parking at Valeria, which offers a substantial 53-kilometer circular ride.
The routes often pass by stunning natural features. You can enjoy views of the Kensico Reservoir, the impressive New Croton Dam, and the picturesque Hudson River. Some routes also offer glimpses of Raven Rock Overlook or pass near the historic The Bedford Oak.
Many of the major trailways and routes in Westchester County offer designated parking areas. For instance, routes like the Pine Bridge Monument loop can be accessed from parking at Donald J. Trump State Park – French Hill Section. The extensive trailway system often has parking lots conveniently located at various access points along its length.
While cycling is enjoyable year-round, spring and fall are particularly popular. Fall offers spectacular foliage views, especially along routes near the reservoirs and wooded areas. The dedicated trailways are generally well-maintained and accessible in most seasons, though winter conditions might require appropriate gear.
Yes, several routes provide picturesque views of the Hudson River. The Old Croton Aqueduct State Historic Trail, while not exclusively for road bikes, runs parallel to the Hudson and offers glimpses of the river. Many routes in the western part of the county are designed to maximize these scenic river vistas.
Absolutely. The North County Trailway and South County Trailway are interconnected, forming a nearly 70-kilometer continuous car-free path. This allows cyclists to combine sections and create much longer rides, even connecting into Putnam County to the north or Van Cortlandt Park in the Bronx to the south.


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