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Routes
Road cycling routes
United States
Connecticut
Western Connecticut Planning Region

Long Hill

The best road cycling routes around Long Hill

4.8

(4)

94

riders

44

rides

Road cycling around Long Hill features a blend of paved roads, rolling hills, and natural attractions. The region encompasses parks and natural spaces such as Twin Brooks Park and the Great Swamp National Wildlife Refuge, providing varied backdrops for rides. Cyclists can expect routes that traverse wooded areas, pass by lakes, and include sections with moderate elevation changes. The landscape offers a mix of quiet roads and diverse terrain suitable for road cycling.

Best road cycling routes around Long Hill

Last updated: May 17, 2026

4

riders

#1.

Monroe – Southford Falls loop from Old Mine Park

70.2km

03:21

900m

900m

Hard road ride. Very good fitness required. Some segments of this route may be unpaved and difficult to ride.

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Hard

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

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
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Popular around Long Hill

Hiking around Long Hill

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Cycling around Long Hill

Tips from the Community

Alex
September 23, 2024, View of Saugatuck Reservoir

The Saugatuck Reservoir, an 827-acre manmade lake in Fairfield County, offers an angler's paradise just off the I-95 corridor. From Newtown Turnpike, you can catch beautiful views through the woods surrounding the reservoir, often with reflections of the sky in the still water.

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This area is known for its lush forests, serene ponds, and diverse wildlife. It's made up of three different ponds: Sturges Pond, Lower Sturges Pond, and Upper Sturges Pond, all offering a tranquil and scenic ride.

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The Aspetuck Reservoir, nestled along the Aspetuck River offers breathtaking views for cyclists throughout the year. Its scenic beauty is especially captivating during the fall season, providing cyclists with a picturesque backdrop for their rides.

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oliviakellis
February 25, 2024, Barn Hill Pond

Barn Hill Pond is a nice pond to ride by on a local ride in Shelton.

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Jamie S.
February 24, 2024, Monroe

Monroe, Connecticut is located within Fairfield County and is a picturesque, small New England town. Established in the early 18th century and named after President James Monroe, this spot is considered the Monroe Center Historic District and is where most of the municipal offices are located. There are also some old houses and a historic church ringed around the town green.

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Matthew
February 22, 2024, Diftwood Lane

There are spotty views of Canoe Brook Lake between the trees and houses in the neighborhood. If you are looking around at the views while you ride, be aware that cars drive through this neighborhood pretty regularly.

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Jamie S.
February 22, 2024, Morehouse Highway

Morehouse Highway is a beautiful forested road that runs next to the Grace Richardson Conservation Area Open Space. This is a scenic, relatively quiet road to ride on when exploring the area.

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You get a great view of the Aspetuck River as you bike across this small bridge. The river is only 17 miles, and there are only a few spots where you get a view as good as this one.

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Frequently Asked Questions

What kind of terrain can I expect when road cycling around Long Hill?

Road cycling around Long Hill offers a diverse landscape, primarily featuring well-paved roads, rolling hills, and wooded areas. You'll find a mix of quiet back roads and sections with moderate elevation changes, providing varied challenges and scenic backdrops. Some routes may include long hills or flatter sections, catering to different preferences.

How many road cycling routes are available in the Long Hill area?

There are over 45 road cycling routes available around Long Hill on komoot. These routes cater to various skill levels, with 9 easy routes and 37 moderate routes, ensuring options for both casual riders and those seeking more challenging rides.

Are there any easy road cycling routes suitable for beginners or families in Long Hill?

Yes, Long Hill offers several easy road cycling routes. An example is the Harbor Road - quiet and pretty neighborhood – Pequot Avenue loop from Lake Mohegan Beach, which is an easy 30.2 km ride. These routes typically feature well-paved surfaces and gentler gradients, making them suitable for beginners or family outings.

What are some of the longer or more challenging road cycling routes in Long Hill?

For those seeking longer or more challenging rides, Long Hill has several moderate routes. The Hemlock Reservoir – Aspetuck Reservoir loop from Congress Street (Morehouse Highway) is a substantial 74.7 km route, while the Monroe – Southford Falls loop from Old Mine Park covers 69.7 km with significant elevation gain. These routes offer a good workout and extended time in the saddle.

What natural features or landmarks can I see along the road cycling routes in Long Hill?

Many road cycling routes in Long Hill pass by notable natural features and attractions. You can enjoy views of the Aspetuck Reservoir on routes like the Aspetuck Reservoir – Camp Tepee loop from Audubon Center at Fairfield. Other routes may take you near Lake Mohegan Recreation Area, Twin Brook Park, or Old Mine Park, offering scenic views and opportunities to explore. The region also encompasses parts of the Great Swamp National Wildlife Refuge, providing a beautiful natural backdrop.

Are there any loop road cycling routes in Long Hill?

Yes, many of the road cycling routes in Long Hill are designed as loops, allowing you to start and finish at the same point. Examples include the View of the Aspetuck River – Hemlock Reservoir loop from Greater Bridgeport Planning Region, which offers river and reservoir views, and the Harbor Road - quiet and pretty neighborhood – Pequot Avenue loop from Lake Mohegan Beach.

What do other road cyclists enjoy most about cycling in Long Hill?

The road cycling routes in Long Hill are highly rated by the komoot community, with an average score of 4.7 stars from 3 reviews. Cyclists often praise the blend of paved roads, rolling hills, and the serene wooded areas that provide a varied and enjoyable riding experience. The presence of natural attractions like reservoirs and parks also contributes to the positive feedback.

What are the best times of year for road cycling in Long Hill?

The best times for road cycling in Long Hill are typically spring, summer, and fall. These seasons offer pleasant temperatures and vibrant scenery, from blooming foliage to colorful autumn leaves. While winter cycling is possible, riders should be prepared for colder temperatures and potential icy conditions on roads.

Are there options for parking near the road cycling routes in Long Hill?

Yes, many popular starting points for road cycling routes in Long Hill, such as those near Beardsley Park or Old Mine Park, offer ample parking facilities. It's always a good idea to check specific route details for recommended parking locations.

Can I find cafes or pubs along the road cycling routes in Long Hill?

While the region is known for its natural beauty and quiet roads, some routes may pass through or near small towns where you can find local cafes or pubs for refreshments. Planning your route in advance and checking for amenities along the way is recommended.

Are there any specific viewpoints or scenic spots recommended for road cyclists in Long Hill?

Road cyclists in Long Hill can enjoy scenic viewpoints, particularly along routes that traverse the Lake Mohegan Recreation Area or offer views of the Aspetuck River and Hemlock Reservoir. The diverse landscape, including wooded areas and open stretches, provides numerous picturesque moments throughout your ride.

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