5.0
(1)
40
riders
9
rides
Touring cycling routes around Oyster Bay offer a diverse landscape characterized by coastal pathways, lush preserves, and historic sites on Long Island's North Shore. The region features well-maintained trails that traverse woodlands, estate country, and scenic waterfronts. This area provides varied terrain suitable for different cycling abilities, from flat, paved paths to routes with moderate elevation changes.
Last updated: May 5, 2026
18
riders
15.2km
00:55
120m
120m
Easy bike ride. Great for any fitness level. Mostly paved surfaces. Suitable for all skill levels.
8
riders
4.98km
00:17
20m
20m
Easy bike ride. Great for any fitness level. Mostly paved surfaces. Suitable for all skill levels.

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6
riders
60.4km
03:39
460m
460m
Hard bike ride. Very good fitness required. Mostly paved surfaces. Suitable for all skill levels.
1
riders
15.4km
00:57
140m
140m
Easy bike ride. Great for any fitness level. Mostly paved surfaces. Suitable for all skill levels.
5.0
(1)
3
riders
35.6km
02:09
240m
240m
Moderate bike ride. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.
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Caumsett State Historic Park Preserve is a 1750-acre preserve situated on a beautiful peninsula in Long Island Sound in the town of Huntington. It has extensive trails for hiking, running, and biking, in addition to other activities. Most of the park is maintained as a nature preserve, but there is also the impressive Caumsett Manor House and other historic buildings to visit, all of which have been listed on the National Register of Historic Places.
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Theodore Roosevelt Sanctuary and Audubon Center is a nature preserve and educational facility for environmental conservation and education. It was named in honor of President Theodore Roosevelt, known for his progress in conservation. Theodore Roosevelt is buried right next door in the Youngs Memorial Cemetery.
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Centre Island Beach is located off Bayville-Centre Island Road and is open to Oyster Bay residents and non-residents. Visitors can swim in Oyster Bay Harbor and Long Island Sound and use the showers to rinse off afterwards. Lifeguards are on duty from 9 a.m. to 5 p.m. on weekends and holidays from May 27th to June 18th and daily from June 24th to September 4th.
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Caumsett State Historic Park Preserve is a 1750-acre preserve situated on a beautiful peninsula in Long Island Sound in the town of Huntington. It has extensive trails for hiking, running, and biking, in addition to other activities. Most of the park is maintained as a nature preserve, but there is also the impressive Caumsett Manor House and other historic buildings to visit, all of which have been listed on the National Register of Historic Places.
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Centre Island offers quiet roads, waterfront views, and lush greenery. The Island is home to about 400 people and is 92% white. Based on the median home price, the air has a strong smell of G-Wagon leather and Costco memberships.
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Mill Neck Preserve is a beautiful estuary consisting of waterways and marshy areas just south of the Long Island Sound, following a northerly direction. It is part of county's green-space holdings that are not designed for public access, although the public does have limited access via residential side roads and the boat launch run by Bayville.
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Oyster Bay offers 11 touring cycling routes, catering to various skill levels. You'll find a mix of easy, moderate, and difficult options to explore the region's diverse landscapes.
The cycling routes in Oyster Bay feature a diverse terrain, ranging from coastal pathways with stunning water views to tranquil paths winding through lush preserves and woodlands. You'll also encounter routes that traverse historic estate country, offering a varied and picturesque cycling experience.
Yes, Oyster Bay has 4 easy touring cycling routes perfect for beginners or families. One excellent option is the Caumsett Manor House – Caumsett Manor loop from Lloyd Harbor, an easy 3.1-mile (5.0 km) path that winds through the grounds of a historic estate, providing a tranquil experience.
Many routes offer scenic views of coastal areas, woodlands, and preserves. You can explore areas like the Massapequa Preserve, known for its fields and ponds, or the Planting Fields Arboretum State Historic Park with its extensive gardens. The Mill Pond loop from Oyster Bay, for instance, offers views of local ponds and natural surroundings.
Yes, Oyster Bay is rich in history. While cycling, you might pass by or near sites like Sagamore Hill National Historic Site, the former home of President Theodore Roosevelt. The Caumsett Manor House – Caumsett Manor loop from Lloyd Harbor takes you through the grounds of a historic estate, offering a glimpse into the area's past. You can also visit the Walled Garden of Knollwood Estate or Caumsett Manor.
The touring cycling routes in Oyster Bay are highly rated by the komoot community, with an average score of 5.0 stars. Cyclists often praise the diverse landscapes, from coastal pathways to tranquil preserves, and the well-maintained trails that cater to various abilities.
Yes, for experienced cyclists seeking a challenge, there is 1 difficult route and 6 moderate routes. A more demanding option is the Caumsett Manor House – Lloyd Beach loop from Syosset, which covers 69.5 km with significant elevation changes, offering a robust ride through varied scenery.
Many of the touring cycling routes in Oyster Bay are designed as loops, allowing you to start and end at the same point. Examples include the Mill Pond loop from Oyster Bay and the Beekman Beach – Mill Pond loop from Locust Valley, both offering convenient circular journeys.
Yes, Oyster Bay is known for its beautiful coastal pathways. The Ocean Parkway Coastal Bike Path is a significant highlight, offering miles of scenic riding along the shore with stunning views of Zach's Bay, Jones Beach, and TOBAY Beach. The Beekman Beach – Mill Pond loop from Locust Valley also leads through coastal areas.
Beyond the routes themselves, you can explore several natural attractions. These include Cold Spring Harbor State Park, Tappen Beach, and the Salt Marshes, which are home to diverse bird species and marine life. These areas offer additional opportunities for enjoying the outdoors.
The best time for touring cycling in Oyster Bay is generally during the spring and fall months when the weather is mild and comfortable. These seasons offer pleasant temperatures and beautiful scenery, whether it's spring blossoms or autumn foliage. Summer can also be enjoyable, especially along coastal routes where breezes provide relief.


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