5.0
(2)
204
riders
12
rides
Road cycling in Leonards Pond Recreation Area offers routes through a landscape characterized by mixed woodlands, wetlands, and views of the pond itself. The terrain generally features gentle undulations, with some routes incorporating low hills rather than significant climbs. Cyclists can expect to navigate roads that pass by historical agricultural lands and natural habitats, including cranberry bogs. The area provides a blend of rural scenery and natural features, suitable for road cycling.
Last updated: May 13, 2026
5
riders
42.2km
01:44
160m
160m
Easy road ride. Great for any fitness level. Mostly well-paved surfaces and easy to ride.
2
riders
41.7km
01:46
180m
180m
Easy road ride. Great for any fitness level. Mostly well-paved surfaces and easy to ride.

Sign up for free
5.0
(1)
14
riders
30.6km
01:31
130m
130m
Moderate road ride. Great for any fitness level. Some segments of this route may be unpaved and difficult to ride.
26
riders
32.9km
01:40
150m
150m
Moderate road ride. Great for any fitness level. Some segments of this route may be unpaved and difficult to ride.
5
riders
49.3km
02:28
240m
240m
Moderate road ride. Good fitness required. Some segments of this route may be unpaved and difficult to ride.
Get access to more routes and recommendations from other explorers.
Sign up for free
Already have an account?
Our route recommendations are based on thousands of hikes, rides, and runs completed by other people on komoot.
Start today with a free account
Your next adventure awaits.
Login or Signup
Popular around Leonards Pond Recreation Area
Great view of the Nasketucket Creek from the Phoenix Rail Trail. The creek leads out to Buzzard's Bay and has beautiful wetlands surrounding it.
0
0
Phoenix Rail Trail is a flat, paved trail that runs from Fairhaven to Mattapoisett. The trail is 4.5 miles long and runs through forests, marshes, and some suburban neighborhoods.
0
0
Munro Water Front is a small grassy area with trees and benches. Looking over Mattapoisett harbor and beyond, it makes a great spot for a mid ride break, with plenty of shade, a sea breeze, and lovely views.
0
0
Leonard's Pond, spans 54 acres in Rochester. Situated to the west of Mary's Pond, it marks the confluence of the west and east branches of the Sippican River, with the Sippican River flowing onward as the outflow from the pond. At this point you gain lovely views looking across the peaceful pond.
0
0
The Mattapoisett River Valley is a perfect destination for a getaway to immerse yourself in nature. A ride through this valley is a fantastic way to enjoy the serene oasis of forests, streams, and wetlands, teeming with abundant wildlife, including many rare and threatened plants and animals.
0
0
As you traverse the East Coast Greenway, the view of Nasketucket Creek unfolds like a tranquil painting. Lush greenery lines the creek's banks, framing its gentle flow. Wildlife may be spotted amidst the serene waters, offering a peaceful retreat for cyclists along this scenic route.
0
0
There are 12 dedicated no-traffic road cycling routes in the Leonards Pond Recreation Area, offering a variety of experiences for cyclists looking for peaceful rides.
The routes primarily traverse tranquil rural landscapes, characterized by a blend of historical agricultural lands, mixed woodlands, and natural habitats. You'll find scenic roads that offer views of Leonards Pond and pass through wooded areas, providing a generally smooth surface suitable for road bikes.
Yes, there are 3 easy no-traffic road cycling routes available. For example, the Violette Preserve loop from Leonards Pond is an excellent choice, offering a manageable distance and elevation for those new to road cycling.
The area is beautiful year-round, but spring, summer, and fall offer the most pleasant conditions for road cycling. Fall is particularly scenic with changing foliage, while spring brings new growth. Migrating waterfowl can be observed in the fall, winter, and spring, adding to the natural beauty.
You can expect lovely views of Leonards Pond itself, often featuring Eastover Farm's golden yellow barns in the distance. The routes also pass through diverse habitats including mixed woodlands, wooded swamps, and cranberry bogs, offering a rich natural backdrop.
While the focus is on natural beauty, the routes offer glimpses into the region's history, passing through areas that were once hay fields and pastures. The Herbert Wood, Jr. Memorial Trail, a short walking loop along the pond's edge, can be a pleasant stop to stretch your legs and enjoy intimate views of the water.
Yes, visitors can access the pond and surrounding areas via designated parking spots, such as the one on Mary's Pond Road, which serves as a convenient starting point for many cycling adventures.
Yes, many of the routes are designed as loops, allowing you to start and end at the same point. An example is the Nasketucket Creek – Fort Phoenix loop from Mattapoisett, which provides a circular journey through varied landscapes.
Many of the no-traffic routes are suitable for families, especially the easier ones. The tranquil nature of the roads and scenic environment make for a pleasant family outing. Always check the specific route details for distance and elevation to ensure it matches your family's capabilities.
The routes vary in length and elevation. You'll find rides ranging from approximately 30 km to nearly 50 km. Elevation gains are generally moderate, with routes like the New Long Pond – Three Cornered Pond loop from Wareham featuring around 240 meters of ascent.
Absolutely. The diverse habitats around Leonards Pond, including woodlands and wetlands, are home to various wildlife. Cyclists may spot migrating waterfowl like geese and mergansers, as well as chickadees, titmice, and woodpeckers in the trees. Keep an eye out for reptiles and amphibians near the pond's edges.
The area is highly rated by the komoot community, with an average score of 5.0 stars. Reviewers often praise the tranquil rural roads, the scenic pond views, and the opportunity to cycle through diverse natural habitats away from heavy traffic.


Browse the best Road cycling routes in other regions.