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Road cycling routes
United States
New York
Suffolk County

Riverside

The best road cycling routes around Riverside

4.2

(23)

338

riders

27

rides

Road cycling routes around Riverside offer a diverse landscape, from the paved trails of Mount Rubidoux providing panoramic city views to the dedicated paths along the Santa Ana River. The region features varied terrain, including the foothills of Box Springs Mountain and scenic, tree-lined roads like Victoria Avenue. These natural features provide a range of road cycling experiences for different skill levels.

Best road cycling routes around Riverside

  • The most popular road cycling route is Ponquogue Bridge View – Dune Road loop from Westhampton, a 27.5 miles (44.2 km) trail that takes 1 hour 46 minutes to complete, featuring gentle elevation changes.
  • Another top favourite among local road cyclists is Dune Road – Ponquogue Bridge View loop from Westhampton, a moderate 36.9 miles (59.4 km) path. This route offers varied terrain with some moderate climbs and scenic views.
  • Local road cyclists also love the Dune Road – Dune Road loop from Speonk, a 28.3 miles (45.6 km) trail leading through coastal areas, often completed in about 1 hour 47 minutes.
  • Road cycling around Riverside is defined by dedicated river paths, scenic tree-lined avenues, and routes with panoramic city views. The network offers options for different ability levels, from easy rides to more challenging routes with greater elevation gain.
  • The routes in Riverside are highly rated by the komoot community with an average score of 4.3 stars from over 20 reviews. More than 320 road cyclists have used komoot to explore Riverside's varied terrain.

Last updated: July 11, 2026

4.5

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46

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#1.

Ponquogue Bridge View – Dune Road loop from Westhampton

44.2km

01:47

80m

80m

The Ponquogue Bridge View – Dune Road loop from Westhampton offers a quintessential coastal road cycling experience, blending tranquil roads with picturesque waterways. You'll cruise along mostly flat, well-paved surfaces, enjoying expansive views of the Shinnecock Bay and glimpses of the Atlantic Ocean, especially from the iconic Ponquogue Bridge. This easy 27.5-mile (44.2 km) route with just 274 feet (84 metres) of elevation gain is a fantastic way to soak in the Hamptons scenery.

To plan your ride, consider starting near Rogers Beach, which is conveniently located about a mile from Main Street in Westhampton. The entire loop typically takes around 1 hour and 46 minutes to complete, making it a perfect half-day outing. While the terrain is gentle, be prepared for potential headwinds, which can add a bit of an extra workout to your ride.

This highly-rated loop is a segment of the classic "Ride to Montauk" and is celebrated for its iconic Dune Road, making it one of the most popular Westhampton Beach cycling trails. Its overall flatness and accessibility make it an excellent choice for beginner road cycling, offering a rewarding experience without demanding advanced fitness.

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Embark on a quintessential Hamptons road cycling adventure with the Dune Road – Ponquogue Bridge View loop from Westhampton. This moderate 36.9-mile (59.4 km) route, featuring 611 feet (186 metres) of elevation gain, guides you along the famous Dune Road, offering picturesque glimpses of the Atlantic Ocean and Shinnecock Bay. The highlight is undoubtedly the ascent and descent of the Ponquogue Bridge, where you'll be treated to expansive, breathtaking views of the water and distant shores, making the 2 hours and 30 minutes of riding fly by.

To make the most of this coastal ride, plan your outing for a clear, sunny day, as the panoramic vistas from the Ponquogue Bridge are truly spectacular in good weather. While the route is generally well-paved and flat, be mindful that strong headwinds can occasionally make cycling along Dune Road more demanding. Starting from Westhampton, this loop is easily accessible for a day trip, though specific parking information should be confirmed locally.

This route is a significant part of the Hamptons' cycling landscape, often incorporated into longer, classic rides like the "Ride to Montauk." It's celebrated for its unique blend of natural coastal beauty and the distinctive architecture of the vacation homes lining Dune Road. The tranquil roads and scenic waterways create a captivating ambiance, making it a top-rated choice among cycling communities for experiencing the geological beginning of the Hamptons.

Moderate
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Easy road ride. Great for any fitness level. Mostly well-paved surfaces and easy to ride.

Easy

Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.

Moderate

Moderate road ride. Good fitness required. Some segments of this route may be unpaved and difficult to ride.

Moderate
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Popular around Riverside

Hiking around Riverside

Running Trails around Riverside

Tips from the Community

Zachary
April 27, 2025, Canoe Place

Canoe Place is a luxury resort town on the Shinnecock Canal with upscale hotels, restaurants, and water access. The Paumanok Path passes through the center of town, and on some maps detours down Gate Street to the canal, where there is often a porta potty, and where you can get excellent views of the canal bridge.

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Long Island is known as the cradle of aviation and is the scene of many aviation premieres. Many aircraft manufacturers such as Grumman, Republic and Brewster had their headquarters on the island.

Translated by Google

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Hans
September 5, 2024, Ponquogue Bridge View

An unbelievable view. Please take use that way and see yourself

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Zachary
September 4, 2024, Dune Road

Dune Road spans over 14 miles, drawing a straight line down the island from Cupsogue Beach to Ponquogue State Park. Your views of the scenic shoreline and Hampton beach homes are uninterrupted the entire way. There isn't much shoulder, but you generally won't find too much traffic and this makes for a great way to explore the island.

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From this spot on Dune Road you get a fantastic view of the bay and marshes on one side and the vast Atlantic on the other. This is a great bit of riding in the Hampton Bays.

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Sue
July 24, 2024, Shinnecock Canal

The Shinnecock Canal was the first saltwater canal in New York State, built between 1884 and 1892. Once a site used by Native Americans to carry canoes over land, the Canal today connects two of the most stunning bays on Long Island's eastern side, Shinnecock Bay and Great Peconic Bay, which had become landlocked over time. Though the Hamptons officially begin 10 miles (16.09 km) west of the Canal, it is known as the starting point of this exclusive summer resort, as every modern bridge leading to the Hamptons crosses the Canal.

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Robert Cushman Murphy County Park, featuring coastal plain pondshore habitat, is ideal for observing a diverse range of wildlife and plants. With miles of trails traversing the area and several ponds providing scenic break points, you can enjoy a rich natural experience.

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Alex
January 26, 2024, Ponquogue Bridge View

The Ponquogue Bridge view presents a picturesque scene in Hampton Bays, New York. Overlooking Shinnecock Bay, the bridge offers stunning vistas of the water, marshes, and distant shores. The blend of architectural lines and natural beauty creates a captivating panorama, attracting locals and visitors alike to savor the serene coastal ambiance.

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Frequently Asked Questions

How many road cycling routes are available around Riverside?

Komoot offers over 30 road cycling routes around Riverside, catering to various skill levels. You'll find a mix of easy, moderate, and challenging rides to explore the region's diverse landscapes.

What are the difficulty levels of road cycling routes in Riverside?

The routes around Riverside offer a range of difficulties. You can find easy rides with gentle elevation changes, moderate paths with some climbs, and a few more challenging routes for experienced cyclists. There are 11 easy, 20 moderate, and 1 difficult route available on komoot.

Are there any scenic road cycling routes with panoramic views in Riverside?

Yes, Riverside offers several scenic routes. For instance, the paved trails of Mount Rubidoux are popular for their picturesque panoramic views of the city and surrounding areas. The Santa Ana River Trail also provides extensive scenic paths along the river.

Can I find flat, easy road cycling paths in Riverside?

Absolutely. Riverside features several flat and well-maintained bike paths suitable for easy rides. The Santa Ana River Trail is known for its dedicated, mostly flat paths. Additionally, paths like the Santa Gertrudis Creek bike path and the Murrieta Creek bike path are noted for being flat and well-maintained.

What landmarks or points of interest can I see while road cycling in Riverside?

Road cycling in Riverside can take you past several notable landmarks. The Mission Inn is a historic sight often included in rides like the 'Raincross Ride'. You can also cycle along Victoria Avenue, known for its beautiful citrus-lined paseo. For a unique experience, the California Citrus State Historic Park offers a blend of history and nature with its fragrant citrus groves.

Are there any loop road cycling routes in Riverside?

Many of the road cycling routes in Riverside are designed as loops, offering a continuous journey back to your starting point. These circular routes allow you to experience diverse scenery without retracing your steps.

What is the best time of year for road cycling in Riverside?

Riverside generally offers favorable conditions for road cycling throughout much of the year. The region's climate allows for comfortable riding, though summer months can be quite warm. Spring and fall often provide ideal temperatures for longer rides.

Are there any community cycling groups or organized rides in Riverside?

Yes, Riverside has a vibrant cycling community. The Riverside Bicycle Club, one of the oldest continuous bike clubs west of the Mississippi, organizes various rides, including morning and evening road rides with different pace groups. The 'Raincross Ride' is also a popular weekly training ride that explores areas like downtown Riverside and Victoria Avenue.

What do other road cyclists say about the routes in Riverside?

The road cycling routes in Riverside are highly regarded by the komoot community, with an average rating of 4.3 stars from over 20 reviews. Cyclists often praise the diverse terrain, from dedicated river paths to scenic tree-lined avenues, and the options available for different ability levels.

Are there any routes that pass through unique natural features?

Yes, several routes highlight Riverside's natural beauty. The Santa Ana River Trail offers extensive paths along the river, providing a natural corridor. You can also find routes that traverse the foothills of Box Springs Mountain, offering a different kind of natural landscape.

Can I find routes that are suitable for a relaxed, scenic ride?

Definitely. For a relaxed and scenic experience, consider routes that incorporate Victoria Avenue with its beautiful tree-lined sections. The Santa Ana River Trail also provides long stretches of dedicated path perfect for a leisurely ride while enjoying the riverside scenery.

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