Routes

Planner

Features

Updates

App

Login or Signup

Get the App

Login or Signup

Routes
Road cycling routes
United States
New York
Suffolk County

Village of Greenport

The best road cycling routes around Village of Greenport

4.7

(9)

298

riders

15

rides

Road cycling around Village of Greenport offers routes through diverse landscapes, characterized by generally flat terrain and low-traffic country roads. The area features picturesque paths winding through lush farmland, vineyards, and small towns, often skirting the coast. Cyclists can expect mostly well-paved surfaces, with many routes presenting no significant hills. The region's natural features include salt marshes, red cedar forests, and expansive coastal views.

Best road cycling routes around Village of Greenport

  • The most popular road cycling route is Shelter…

Last updated: August 26, 2026

4.7

(3)

90

riders

#1.

Shelter Island Heights loop from Shelter Island

53.9km

02:33

380m

380m

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

Navigate with device

Send to Phone

Save

Moderate

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

Easy
guide_signup
Let us show you the way with the komoot mobile app
With a free komoot account, you can easily find, customize, and navigate endless outdoor adventures.

Sign up for free

Hard road ride. Very good fitness required. Mostly well-paved surfaces and easy to ride.

Hard

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

Moderate

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

Easy
Sign up for free to see 11 more rides around Village of Greenport.

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 Village of Greenport

Hiking around Village of Greenport

Cycling around Village of Greenport

Running Trails around Village of Greenport

Tips from the Community

gabinchuck
May 27, 2025, Orient Beach State Park

Nice State Park with a swim beach, hiking trails, picnic area, snack bar, great birding, etc.

0

0

A save beach, and one of a lot one Long Island

0

0

Jamie S.
May 25, 2024, Orient Beach

Orient Beach is a small, beautiful beach on a narrow strip of land on Orient Point. The beach is part of Orient Beach State Park and a must visit if in the area.

0

0

Andrus
February 23, 2024, Truman's Beach

Nice little beach out towards the end of the North Fork of Long Island. The "sand" is actually more rock so bare feet might get a bit sore. The sunsets can be incredible on the right day.

1

0

Alex
February 21, 2024, Arshamomaque Cemetery

Arshamomaque Cemetery, also known as the Hashamomack Old Families' Burying Ground, is open to the public and a great spot to stop by and check out some of the oldest graves on Long Island. Here lie settlers from the 17th, 18th, and 19th centuries, and the oldest known grave here is over 200 years old.

0

0

Alex
February 21, 2024, Hashamomuck Beach

Hashamomuck Beach, composed of sand and shells, sits just off Highway 48. It provides a picturesque spot for enjoying sunsets or sunrises. Visitors can enjoy the sound of small, crashing waves and make use of the ample parking.

0

0

Custer Institute and Observatory, established in 1927, opens exclusively on Saturdays from 7 p.m. to 12 a.m. for Saturday Night Observing. Long Island's oldest public observatory offers tours led by knowledgeable volunteer staff members. Visitors can tour the facilities and view the night sky through powerful telescopes, as well as explore the library, exhibit room, and gift shop. Custer Institute and Observatory also hosts lectures, classes, concerts, art exhibits, and other special events.

0

0

Alex
February 21, 2024, Hummels Pond

You gain a good view of this lake as you cycle past it. Set in peaceful surroundings, it is worth taking a look for the varied wildlife that inhabit it as you cycle by.

0

0

Frequently Asked Questions

How many road cycling routes are available around Village of Greenport?

There are over 15 road cycling routes around Village of Greenport listed on komoot, offering diverse options for cyclists. These routes are highly rated by the komoot community, with an average score of 4.8 stars from over 9 reviews.

Are there easy road cycling routes suitable for beginners or families in Village of Greenport?

Yes, Village of Greenport offers many easy road cycling routes. Out of the 15 available, 12 are classified as easy, making them ideal for beginners or family outings. An example is the Truman's Beach – Orient Beach loop from Village of Greenport, an easy 21.6-mile path with coastal views.

What kind of terrain can I expect on road cycling routes in Village of Greenport?

Road cycling in Village of Greenport is characterized by generally flat terrain and low-traffic country roads. You'll find picturesque paths winding through lush farmland, vineyards, and small towns, often skirting the coast. Most routes feature well-paved surfaces with no significant hills, though longer routes may include modest climbs.

Are there any challenging road cycling routes for experienced riders?

For experienced riders seeking a challenge, there is at least one difficult route available. The Foster Memorial Bathing Beach – Sag Harbor loop from Greenport is a demanding 102-mile route with significant elevation gain, offering a substantial ride for those with good fitness.

What are some scenic viewpoints or attractions along the road cycling routes?

Many routes offer expansive coastal views and pass through picturesque farmland. You can also explore specific attractions like Orient Beach State Park, known for its unique salt marshes and red cedar forests. Mitchell Park also offers great views. For a cultural stop, consider the Custer Institute and Observatory.

Are there circular road cycling routes available?

Yes, many of the road cycling routes around Village of Greenport are circular. For instance, the popular Shelter Island Heights loop from Silver Beach is a 28.4-mile circular route, and the Shelter Island Heights loop from Town of Shelter Island is a shorter 14.3-mile option.

What is the best season for road biking in Village of Greenport?

The region is enjoyable for road biking across multiple seasons. Spring and fall offer pleasant temperatures and beautiful scenery, with fewer crowds. Summer is also popular, though it can be warmer. Winter riding is possible, but cyclists should be prepared for colder conditions and potentially less daylight.

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

While specific parking details for each route vary, many routes start from or pass through areas with public parking. For example, routes around Orient Beach State Park would likely have parking within the park. When planning your ride on komoot, check the route details for suggested starting points and parking information.

What do other road cyclists enjoy most about the routes in Village of Greenport?

The area is highly rated by the komoot community, with an average score of 4.8 stars. Reviewers often praise the low-traffic country roads, the scenic views of vineyards and the coast, and the generally flat, well-paved surfaces that make for an enjoyable ride. The diversity of routes, from easy coastal loops to more challenging distances, is also frequently highlighted.

Can I access other cycling networks from Village of Greenport?

Yes, Village of Greenport is well-connected. The New York State Bicycle Route 25 provides an extensive path connecting Smithtown east to Orient Point and links with Route 48 in Southold Town. Additionally, the Seaview Trails network boasts 57 miles of bicycle trails throughout Southold Town, offering further exploration opportunities.

Are there any natural parks or preserves accessible by bike?

Absolutely. Orient Beach State Park offers biking trails and is known for its unique blend of salt marshes and red cedar forests. You can also find Inlet Pond County Park, which features trails through woodlands and an observation platform for birdwatching, making it a great stop during a ride.

How long are the road cycling routes typically in this area?

The road cycling routes around Village of Greenport vary in length to suit different preferences. You can find shorter loops, such as the Shelter Island Heights loop from Town of Shelter Island at 14.3 miles (23 km), which takes about 1 hour 8 minutes. Longer options include the Shelter Island Heights loop from Silver Beach at 28.4 miles (45.7 km), taking around 2 hours 3 minutes, and even a difficult 102-mile (164 km) route for extended rides.

Most popular routes around Village of Greenport

Hiking around Village of Greenport

Most popular attractions around Village of Greenport

Places to see

Store rating

Get inspired with the komoot mobile app

With a free komoot account, you can easily find, customize, and navigate endless outdoor adventures.

or

Join komoot Now

Store rating

Explore more

Browse the best Road cycling routes in other regions.

CommackFort SalongaEast NorthportCentereachLake GroveAsharokenNorthportElwoodDix HillsConnetquot River State Park PreserveNorth PatchogueStony BrookBohemiaStony Brook UniversitySetauketLake RonkonkomaWest HillsSunken Meadow State ParkKings ParkHuntington BayTarget Rock National Wildlife RefugeHuntingtonHalesiteNissequogueEast FarmingdaleHolbrookNissequogue River State ParkEatons NeckPatriot'S Hollow State ForestSayville National Wildlife RefugeWest SayvilleOakdaleGreenlawnCenterportEast SetauketOld FieldSaint JamesHead Of The HarborMelvilleFarmingvilleBrightwatersWheatley HeightsHoltsvilleRonkonkomaSeatuck National Wildlife RefugeFire IslandGilgoNorthwest HarborHither Hills State ParkVillage of IslandiaAmagansett National Wildlife RefugeSpringsAmagansettMontaukFlandersCold Spring Harbor State ParkCold Spring HarborSagaponackBridgehamptonEast Hampton NorthEast QuogueEast HamptonEast MarionEastportBay ShoreElizabeth A. Morton National Wildlife RefugeBayard Cutting Arboretum State ParkHeckscher State ParkGreat RiverVillage Of The BranchSmithtownSuffolk County ParkSans Souci County ParkSayvilleBlue PointBayportNorth Great RiverGilgo State ParkSoutholdSound BeachIslip TerraceIslipEast IslipAmityvilleTuckahoeCentral IslipBrentwoodWest Bay ShoreNorth Bay ShoreNorthamptonPoquottShelter IslandRiversideJamesportCoramArthur Kunz County ParkSouthamptonNesconsetTerryvilleSeldenPort Jefferson StationMount SinaiBelle TerrePort JeffersonPatchogueWest IslipConscience Point National Wildlife RefugeNorth SeaOrient Beach State ParkOrientBabylonPeconicCopiagueRemsenburg-SpeonkWest Hampton DunesShinnecock HillsNorth AmityvilleLindenhurstWater MillFire Island National SeashoreFishers IslandHampton BaysBrookhaven Pine Barrens State ForestShelter Island HeightsKatherine Ordway Wildlife RefugeBaiting HollowShadmoor State ParkRheinstein Estate ParkQuogue Wildlife RefugePanamoka Pine Barrens State ForestWading RiverCalvertonEast ShorehamRidgeBrookhaven State ParkCalverton Pine Barrens State ForestQuogueBelmont Lake State ParkWyandanchWest BabylonNorth LindenhurstGreenport WestNorth BabylonCamp Hero State ParkMontauk Point State ParkMontauk County ParkCutchogueNew SuffolkEast MorichesDering HarborNapeagueEastport Pine Barrens State ForestWesthamptonQuiogueWesthampton BeachHauppaugeNorth HavenCaleb Smith State ParkMedfordNapeague State ParkSag HarborDeer ParkBellportWainscottMasticCathedral Pines County ParkMiddle IslandRobert Cushman Murphy County ParkBaywoodNoyackTerrell River County ParkMorichesCenter MorichesCaptreeManorvilleOtis Pike Fire Island High Dune WildernessHenry'S Hollow Pine Barrens State ForestEast PatchogueShirleyCarmans River Pine Barrens State ForestMastic BeachYaphankLloyd HarborWertheim National Wildlife RefugeMattituckNorth BellportRocky Point Pine Barrens State ForestRocky PointBrookhavenRobert Moses State Park (Long Island)Miller PlaceLaurelSouth HuntingtonHuntington StationOak BeachEast Bartlett Pine Barrens State ForestGordon HeightsCaptree State ParkVillage of ShorehamWildwood State ParkNorthvilleLongwood Pine Barrens State ForestAquebogueRiverheadHallock State Park Preserve

Nearby adventure guides

Things to Do around Greenport West

background

Get ready to conquer new peaks

Sign up for Free

Explore
RoutesRoute plannerFeaturesRedeem a voucherHikesMTB TrailsRoad cycling routesBikepackingSitemap
Download the app
Follow Us on Socials

© komoot GmbH

Privacy Policy