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Routes
Road cycling routes
United States
New York
Suffolk County

Sagaponack

The best road cycling routes around Sagaponack

4.4

(23)

880

riders

64

rides

Road cycling routes around Sagaponack offer diverse terrain across Long Island's eastern end. The region features a blend of rural farmlands, green spaces, and coastal areas. Well-paved surfaces characterize many routes, providing varied options for cyclists. The landscape includes pristine beaches, natural preserves like Sagg Swamp, and open agricultural fields.

Best road cycling routes around Sagaponack

  • The most popular road cycling route is Hither Hills & Montauk Point State Park via Montauk Point State Parkway loop, a 63.1 miles…

Last updated: July 13, 2026

4.0

(2)

100

riders

#1.

Long Island Greenway—Phase II

101km

04:01

420m

420m

Embark on the Long Island Greenway—Phase II, a moderate road cycling route spanning 63.1 miles (101.5 km) with an elevation gain of 1365 feet (416 metres). You can expect to…

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Moderate

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

Moderate
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Moderate road ride. Great for any fitness level. Some segments of this route may be unpaved and difficult to ride.

Moderate

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

Easy

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

Easy
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Popular around Sagaponack

Hiking around Sagaponack

Running Trails around Sagaponack

Cycling around Sagaponack

Tips from the Community

Zachary
April 29, 2025, Two Holes of Water Park

You can walk almost all the way around the ponds of this small park on wide, well-maintained trails that lead you deeper into the South Fork trail systems. There are a couple parking spots along the road with views of the water.

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A small paved parking lot along the turnpike grants access to the Paumanok Path / Northwest Path, and a handful of other longer trail systems which spiderweb through the Hamptons.

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The Old Montauk Highway leads to a trail through the woods with a gate that says closed to traffic. We took it and it’s fine. There’s a nice parking area with a cliff view at the end just before you get to the lighthouse, check it out.

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Hans
September 5, 2024, Napeague State Park

This is really a stunning area. Beaches as long your look is reaching. And please do a stop

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Grace Estate Preserve offers over 500 acres of water and woods for exploring. It has miles of trails and nice views of Northwest Harbor, and it's ideal for bird watching, hiking, running, and photography. The park is open year-round, from sunrise to sunset. Note that swimming is prohibited, and there is no lifeguard on duty. Dogs are welcome on the condition that owners pick up after them.

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Scott
March 6, 2024, Otter Pond

Otter Pond is part of the Long Pond Greenbelt, known as the "string of pearls" due to its chain of 13 rare coastal plain ponds. These fragile ecosystems are crucial habitats for diverse plant and animal life, making them a significant conservation area.

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Napeague State Park, in Long Island, offers a pristine coastal respite. Its unspoiled beaches stretch for miles, providing a perfect setting for sunbathing, beach going and hiking. The park's natural beauty, encompassing dunes and diverse wildlife, inviting you to enjoy its natural beauty in this largely undeveloped and unspoiled park.

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Alex
January 26, 2024, Southampton

Southampton is a beautiful quaint town with some fantastic architecture. With spots to have a refreshing drink, ice cream or coffee, it makes a great spot for a mid ride refuel.

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Frequently Asked Questions

How many road cycling routes are available in Sagaponack?

Sagaponack offers a wide selection of road cycling routes, with over 60 options available. These routes cater to various fitness levels, ranging from easy loops to more challenging long-distance rides.

What are the typical terrain and difficulty levels for road cycling in Sagaponack?

Road cycling in Sagaponack features diverse terrain, including rural farmlands, green spaces, and coastal areas. Many routes boast well-paved surfaces, making for smooth riding. Difficulty levels vary, with options for easy rides, moderate routes requiring good fitness, and a few more difficult trails. For example, the Water Mill Windmill – Southampton loop from Wainscott is an easy option, while the Hither Hills & Montauk Point State Park via Montauk Point State Parkway loop is considered moderate.

What natural features can I expect to see while road cycling in Sagaponack?

Sagaponack's road cycling routes showcase stunning natural beauty. You'll encounter pristine beaches like Sagg Main Beach and Gibson Beach, vast farmlands, and green spaces that create a tranquil, rural ambiance. Notable natural features include the Sagg Swamp Preserve, the largest Red Maple swamp on the South Fork of Long Island, and Peter's Pond. The area is also renowned for its breathtaking sunsets, particularly beautiful during evening rides.

Are there any interesting landmarks or cultural sites to visit while cycling in Sagaponack?

Yes, Sagaponack offers several attractions that complement a cycling trip. You can visit the Gardiner Windmill and Rev. Thomas James Homesite, explore the vibrant landscapes of the Madoo Conservancy, or enjoy a tasting at the Wölffer Estate Vineyard or Sagaponack Farm Distillery. Local farm stands also provide an opportunity to experience the region's agricultural heritage.

What do other road cyclists enjoy most about road cycling in Sagaponack?

The road cycling experience in Sagaponack is highly rated by the komoot community, with an average score of 4.25 stars. Cyclists often praise the diverse terrain, which includes a mix of farmlands, coastal areas, and natural preserves, as well as the well-paved surfaces on many routes. The scenic beauty and variety of options for different ability levels are frequently highlighted.

Are there long-distance road cycling routes available in Sagaponack?

Yes, Sagaponack offers several long-distance road cycling routes. For example, the Hither Hills & Montauk Point State Park via Montauk Point State Parkway loop is over 101 km (63 miles) long, and the Napeague State Park – Hither Hills State Park loop from Bridgehampton covers approximately 78 km (48.5 miles).

What is the best time of year for road biking in Sagaponack?

Sagaponack is an excellent destination for road cycling, particularly during seasons with pleasant weather. The summer months are popular, offering warm conditions to enjoy the coastal routes and stunning sunsets. However, the tranquil rural ambiance and green spaces make for picturesque rides throughout much of the year, avoiding extreme heat or cold.

Are there family-friendly road cycling options in Sagaponack?

While many routes require good fitness, there are options for more relaxed experiences. Electric bike tours are available, offering guided journeys at a leisurely pace, which can be a great family-friendly alternative. For traditional road cycling, look for shorter, easier loops that traverse the less hilly farmlands.

Where can I find parking for road cycling routes in Sagaponack?

Specific parking information for individual routes is best found on the detailed route pages. However, many cycling routes in Sagaponack originate from towns like Bridgehampton or Wainscott, where public parking may be available. It's advisable to check the starting points of your chosen route for nearby parking facilities.

Can I access road cycling routes in Sagaponack using public transport?

While Sagaponack is primarily accessed by car, some nearby towns that serve as starting points for routes may have limited public transport options. For detailed information on reaching specific starting points via public transport, it's recommended to check local transit schedules for the Hamptons area.

Are there places to eat or drink near the road cycling routes?

Yes, Sagaponack and its surrounding areas offer various options for refreshments. You'll find local farm stands for fresh produce, and establishments like the Wölffer Estate Vineyard and Sagaponack Farm Distillery offer unique tasting experiences. Nearby villages and towns also provide cafes and restaurants to refuel after your ride.

Are there any guided electric bike tours available in Sagaponack?

Yes, electric bike tours are available in Sagaponack. These tours often offer a guided 15-mile journey to Sagg Main Beach, following historic street racing routes at a leisurely pace. For more information on specific tours, you can check resources like world-tourism.org.

Most popular routes around Sagaponack

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