The best cycling routes around Orient
4.8
(7)
118
riders
9
rides
Touring cycling around Orient offers routes across a coastal landscape characterized by flat to gently rolling terrain. The region features a mix of island roads, waterfront views, and some wooded sections. Elevations are generally low, with most routes staying below 200 meters. This makes the area suitable for various touring cycling experiences.
Best touring cycling routes around Orient
- The most popular touring cycling route is Shelter Island Heights – Dickerson Creek loop from Shelter Island, a 26.4 miles (42.5 km) trail that takes about 2 hours 36 minutes to complete. This moderate route features varied island scenery and coastal stretches.
- Another top favourite among local touring cyclists is Shelter Island Heights loop from Shelter Island Heights, a moderate 22.2 miles (35.7 km) path. This route provides extensive views of the surrounding waters and passes through charming island communities.
- Local touring cyclists also love the Orient Beach State Park – Truman's Beach loop from Orient Point, a 24.5 miles (39.4 km) trail leading through coastal parkland and along beaches, often completed in about 2 hours 15 minutes.
- Touring cycling around Orient is defined by coastal paths, island loops, and scenic waterfronts. The network offers options for different ability levels, from easy rides to more moderate challenges.
- The routes in Orient are highly rated by the komoot community with an average score of 4.8 stars from around 10 reviews. More than 150 touring cyclists have used komoot to explore Orient's varied terrain.
Last updated: October 5, 2026
5.0
(1)
39
riders
55.4km
03:26
330m
330m
Moderate bike ride. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.
5.0
(1)
12
riders
23.6km
01:25
120m
120m
Easy bike ride. Great for any fitness level. Mostly paved surfaces. Suitable for all skill levels.
5.0
(1)
16
riders
39.4km
02:15
80m
80m
Moderate bike ride. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.
4.5
(2)
17
riders
21.4km
01:17
160m
160m
Moderate bike ride. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.
4.5
(2)
10
riders
62.5km
03:35
170m
170m
Moderate bike ride. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.
Get access to more routes and recommendations from other explorers.
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.
Popular around Orient
Tips from the Community
Nice State Park with a swim beach, hiking trails, picnic area, snack bar, great birding, etc.
0
0
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
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
Built in 1920, this carousel is one of the few remaining with a brass ring game where rings are dispensed to riders during the ride. Riders grab the brass ring among the iron rings for a chance to win a prize from the operator. Visitors test their skills and play a 100 year old game.
0
0
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
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
Horton Point Lighthouse, situated on the northeastern coast of Long Island, has guided sailors since 1857. Its iconic beacon served as a vital maritime aid, guiding ships through treacherous waters. Today, it stands as a cherished historic landmark, preserving the rich seafaring heritage of the region for future generations.
0
0
Frequently Asked Questions
How many touring cycling routes are available in Orient?
There are over 10 touring cycling routes available around Orient on komoot, offering a variety of experiences for different skill levels.
What is the general difficulty level of touring cycling routes in Orient?
The routes in Orient are predominantly easy to moderate. You'll find 6 easy routes, 5 moderate routes, and 1 more challenging route, making the area accessible for most touring cyclists.
Are there any family-friendly touring cycling routes in Orient?
Yes, many of the routes in Orient are suitable for families, particularly the easier ones. The region's generally flat to gently rolling terrain and coastal paths make for pleasant rides. An easy option is the Shelter Island Heights loop from Village of Dering Harbor, which is 14.7 miles (23.6 km) long.
What kind of scenery can I expect on touring cycling routes around Orient?
Touring cycling around Orient offers diverse coastal scenery, including island roads, extensive waterfront views, and some charming wooded sections. You'll experience a mix of natural beauty and glimpses of local communities.
Are there any circular touring cycling routes in Orient?
Yes, many of the touring cycling routes in Orient are designed as loops, allowing you to start and finish at the same point. Examples include the popular Shelter Island Heights – Dickerson Creek loop from Shelter Island and the Orient Beach State Park – Truman's Beach loop from Orient Point.
What are some notable places to explore or landmarks to see along the routes?
Along the touring cycling routes, you can explore various points of interest. Consider visiting Shelter Island Heights, relaxing at Hashamomuck Beach, or enjoying the natural beauty of Orient Beach State Park. The Shelter Island Heights loop from Shelter Island Heights offers extensive views and passes through charming island communities.
What do other touring cyclists enjoy most about cycling in Orient?
The touring cycling routes in Orient are highly rated by the komoot community, with an average score of 4.8 stars. Reviewers often praise the scenic coastal paths, the varied island scenery, and the generally low elevations that make for enjoyable rides.
Are there any routes that pass by lakes or natural preserves?
Yes, some routes offer views of or pass near natural areas. For instance, the Mashomack Preserve is a significant natural area on Shelter Island, and you can find highlights like Inlet Pond County Park and Nicoll's Creek in the region.
What is the typical elevation gain on touring cycling routes in Orient?
Elevations in Orient are generally low, with most routes staying below 200 meters of total ascent. This contributes to the region's suitability for relaxed touring cycling experiences.
Can I find routes that offer views of lighthouses or other maritime landmarks?
Yes, the coastal nature of Orient means you can encounter maritime landmarks. The Cedar Point & Cedar Island Lighthouse is a notable point of interest in the area that you might be able to incorporate into your ride or visit nearby.
Are there any moderate-difficulty routes that offer extensive water views?
Absolutely. The Shelter Island Heights loop from Village of Greenport is a moderate 14.2-mile (22.8 km) route that provides extensive views of the surrounding waters and passes through charming island communities.
Most popular routes around Orient
Most popular attractions around Orient
Get inspired with the komoot mobile app
Explore more
Browse the best Cycling routes in other regions.
