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Routes
Road cycling routes
United States
New Hampshire

Sullivan County

The best road cycling routes in Sullivan County

4.9

(11)

691

riders

33

rides

Road cycling in Sullivan County features diverse terrain, from the rolling hills and dense forests of the Catskill Mountains to tranquil river valleys along the Delaware River. The region offers varied topography, including challenging climbs and rewarding descents, with numerous lakes and reservoirs providing scenic backdrops. Cyclists can explore routes that wind through woodlands and along river systems, characteristic of the Catskills region.

Best road cycling routes in Sullivan County

  • The most popular road cycling route is Plainfield loop from…

Last updated: May 27, 2026

6

riders

#1.

Plainfield loop from Cornish

32.8km

01:24

290m

290m

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

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Easy

5.0

(1)

2

riders

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

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

Moderate

1

riders

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

Moderate

1

riders

13.8km

00:41

200m

200m

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

Easy

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

Hard

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

Hard

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

Moderate

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

Moderate

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

Moderate
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Popular around Sullivan County

Road Cycling Routes around Claremont

Road Cycling Routes around Plainfield

Road Cycling Routes in Gile State Forest

Road Cycling Routes around Newport

Road Cycling Routes around Charlestown

Road Cycling Routes in Pillsbury State Park

Road Cycling Routes in Annie Duncan State Forest

Road Cycling Routes in Hubbard Hill State Forest

Monadnock-Sunapee Greenway Trail — Backpacking southern New Hampshire’s hidden gem

Hiking in Sullivan County

Other adventures in Sullivan County

Monadnock-Sunapee Greenway Trail — Backpacking southern New Hampshire’s hidden gem

Hiking Collection by

Jamie S.

Tips from the Community

Jamie S.
February 13, 2024, Dewey Beach

Dewey Beach is located in Sunapee, New Hampshire. This small, scenic beach is located just off of Garnet Street enabling great views of Lake Sunapee right from the saddle.

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Georges Mills General Store offers groceries at fair prices and serves freshly brewed coffee. It's an excellent stop for homemade sandwiches, fresh chicken fingers, burgers, and fries, all prepared fresh.

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Wendell Marsh Wildlife Management area is in Sunapee, New Hampshire. From the road, however, the marsh is mostly obscured by thick trees and brush. Regardless, this is a nice forested area to ride through near Lake Sunapee.

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Jamie S.
January 27, 2024, Goose Pond

Goose Pond is a small freshwater pond in New London, New Hampshire. It is just east of the larger Otter Pond and of the Phillips Memorial Preserve, a small nature preserve with some lovely hiking trails. This is a nice place to be on the lookout for ducks, geese, and other animals as you ride.

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Jamie S.
January 23, 2024, Little Sunapee Lake

Little Sunapee Lake is a pretty lake along Little Sunapee Road, a mostly flat road in a quiet residential area. This is a scenic spot in this otherwise urban area.

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Jamie S.
January 17, 2024, Dewey Beach

Dewey Beach is located in Sunapee, New Hampshire. This small, scenic beach is located just off of Garnet Street enabling great views of Lake Sunapee right from that saddle.

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Natalie
January 12, 2024, Sunapee Harbor

Sunapee Harbor is a beautiful spot on Lake Sunapee. It's a place to find peace and calm, surrounded by rolling hills with a wide view out across the water. If you have time to spare to explore the lake, you can take a boat tour with Sunapee Cruises.

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The Cornish-Windsor Bridge was built in 1866 and is the longest wooden covered bridge in the country. It's an iconic way to cross the Connecticut River and travel between New Hampshire and Vermont. Despite being nearly 160 years old, it still carries traffic every day. There is a pull-out here, where you can stop and take photos.

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Frequently Asked Questions

What kind of terrain can I expect on road cycling routes in Sullivan County?

Sullivan County, nestled within the Catskill Mountains, offers a diverse range of terrain for road cyclists. You'll find everything from challenging climbs and rewarding descents in the mountainous areas to rolling hills, dense forests, and tranquil river valleys. Routes often feature scenic backdrops of numerous lakes and reservoirs, providing a varied and engaging cycling experience.

Are there road cycling routes suitable for beginners or families in Sullivan County?

Yes, Sullivan County offers routes suitable for various skill levels. While many routes feature rolling hills, there are easier options available. For example, the Plainfield loop from Cornish is an easy 20.4-mile ride, and the Eastman Lake Loop Trail is another easy option. Additionally, while often multi-use, rail trails like sections of the O&W Rail Trail offer flatter, paved segments ideal for leisurely rides.

What are some scenic natural features I can see while road cycling in Sullivan County?

Road cycling in Sullivan County provides access to stunning natural beauty. You can ride along the majestic Delaware River, offering picturesque views and opportunities to cross into Pennsylvania. Many routes also loop around serene lakes and reservoirs such as Swinging Bridge Reservoir, Sackett Lake, and Neversink Reservoir. The region's dense forests and wetlands, especially along rail trails, are home to diverse wildlife.

Are there any challenging road cycling routes for experienced riders?

Absolutely. For experienced riders seeking a challenge, Sullivan County's Catskill Mountain terrain provides plenty of opportunities for significant climbing. Routes like the Lake Sunapee loop from Claremont and the Lake Sunapee & Gile State Forest loop from Grantham are rated as difficult, featuring substantial elevation gains and rewarding descents.

What landmarks or points of interest can I find along road cycling routes in Sullivan County?

Several routes offer glimpses of interesting landmarks. You might pass through areas like Washington, or encounter historic structures such as the Prentiss Covered Bridge and the Cornish-Windsor Covered Bridge. The Old Connecticut River Road also offers a scenic and historic cycling experience.

How many road cycling routes are available in Sullivan County on komoot?

There are over 30 road cycling routes available in Sullivan County on komoot, offering a wide variety of distances and difficulty levels. This includes 3 easy routes, 25 moderate routes, and 6 difficult routes, ensuring options for every cyclist.

What do other road cyclists say about the routes in Sullivan County?

The road cycling routes in Sullivan County are highly rated by the komoot community, with an average score of 5.0 stars. Cyclists often praise the diverse terrain, from challenging climbs to scenic river valleys, and the beautiful natural backdrops provided by the Catskill Mountains and numerous lakes.

Are there any loop routes for road cycling in Sullivan County?

Yes, many of the road cycling routes in Sullivan County are designed as loops, allowing you to start and end in the same location. Examples include the Lake Sunapee & Newport loop from Grantham, the Bellows Falls & the Connecticut River loop from Claremont, and the Washington loop from Newport.

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

The best time for road cycling in Sullivan County is typically from spring through fall. Spring offers fresh greenery, while summer provides warm weather for longer rides. Autumn is particularly stunning, with the Catskill Mountains showcasing vibrant fall foliage. Always check local weather conditions before heading out, especially for potential winter road conditions.

Where can I find amenities like cafes or places to rest along the routes?

Many road cycling routes in Sullivan County pass through or near charming hamlets and towns such as Monticello, Barryville, Woodbourne, Livingston Manor, and Loch Sheldrake. These areas typically offer opportunities for refreshments, meals, and places to rest. Some routes may also feature designated rest stops, like the sheltered picnic area.

Is there a focus on improving cycling infrastructure in Sullivan County?

Yes, Sullivan County is actively working on enhancing its cycling infrastructure. The county is developing a Bike and Pedestrian Master Plan to improve connections for both residents and visitors, indicating a growing commitment to making the area even more cyclist-friendly. You can find more information on the county's planning efforts at sullivanny.gov.

Are there any longer road cycling routes for endurance training?

For those looking for longer rides, Sullivan County offers several options. The Lake Sunapee loop from Claremont covers over 70 miles, providing a significant distance for endurance training. Other routes like the Lake Sunapee & Newport loop from Grantham and the Bellows Falls & the Connecticut River loop from Claremont also offer substantial distances.

Most popular routes in Sullivan County

Hiking in Sullivan County

Most popular attractions in Sullivan County

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Didn’t find what you were looking for?

Check out more Road cycling routes throughout Sullivan County below and find the perfect route in your destination.

Gile State ForestHubbard Hill State ForestPillsbury State ParkCharlestownAnnie Duncan State ForestClaremontPlainfieldNewport

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