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Road cycling routes
United States
Connecticut
Western Connecticut Planning Region

Dodgingtown

The best road cycling routes around Dodgingtown

By Fede from komoot

·

Updated June 1, 2026

If you've ever tried to plan road cycling around Dodgingtown, you know how many routes pop up, making it tough to figure out which ones are genuinely worth your time. It's easy to get overwhelmed by options and hard to tell the highlights from the filler. That's where komoot comes in. Our community of local riders has explored, mapped, and reviewed these roads, separating the must-dos from the filler. We've curated this guide to save you the guesswork, pointing you straight to the best road cycling in Dodgingtown.

Road cycling around Dodgingtown offers a classic New England experience, defined by rolling hills, picturesque farmlands, and quiet, historic village settings. Expect engaging climbs and descents through dense forests and along scenic country roads, often with rewarding views of the Saugatuck Reservoir. The terrain here provides options for all levels, from moderate loops to more challenging routes that will test your legs, blending its rural core with access to natural preserves and reservoir areas.

If you only do one ride, we'd start with the View of Saugatuck Reservoir – View of Saugatuck Reservoir loop from Town Open Space (Secor Road). At 48.1 miles (77.3 km), it's a moderate route that delivers extensive reservoir views for a truly rewarding day out. For a slightly shorter, equally scenic option, the View of Saugatuck Reservoir – View of Saugatuck Reservoir loop from Bethel, at 33.9 miles (54.5 km), winds through beautiful countryside. With nearly 200 road cyclists having explored these routes with komoot, you can trust you're in good company. Get out there and start exploring!

If you only do 3 of these routes

  1. 1

    View of Saugatuck Reservoir – View of Saugatuck Reservoir loop from Town Open Space (Secor Road)
  2. 2

    View of Saugatuck Reservoir – View of Saugatuck Reservoir loop from Bethel
  3. 3

    Squantz Pond – Squantz Pond loop from Bethel

Compare these routes at a glance

Trail

Distance

Elevation

Difficulty

View of Saugatuck Reservoir – View of Saugatuck Reservoir loop from Town Open Space (Secor Road)

77.3 km

640 m

Moderate

View of Saugatuck Reservoir – View of Saugatuck Reservoir loop from Bethel

54.5 km

540 m

Moderate

Squantz Pond – Squantz Pond loop from Bethel

67.6 km

970 m

Hard

Dr. Mike's Ice Cream – Newtown Forest Association loop from Bethel

54.8 km

620 m

Moderate

View of Saugatuck Reservoir – View of Saugatuck Reservoir loop from Bethel

49.7 km

600 m

Moderate

Titicus Reservoir South Side – Cross River Reservoir loop from Bethel

94.1 km

1,170 m

Hard

Dr. Mike's Ice Cream – Lake McDougall loop from Collis P. Huntington State Park

26.1 km

310 m

Moderate

Newtown Forest Association – Poverty Hollow Falls loop from Hawleyville

45.4 km

530 m

Moderate

Poverty Hollow Falls – Falls Pond loop from Bethel

45.5 km

540 m

Moderate

River Trail – Dr. Mike's Ice Cream loop from Bethel

94.3 km

1,040 m

Hard

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1.

View of Saugatuck Reservoir – View of Saugatuck Reservoir loop from Town Open Space (Secor Road)

77.3km

03:27

640m

640m

The View of Saugatuck Reservoir loop offers a scenic road cycling experience through Western Connecticut, showcasing extensive views of the Saugatuck Reservoir. This moderate 48.1 miles (77.3 km) route features rolling hills and a total elevation gain of 2086 feet (636 metres), making it a great option for cyclists with good fitness looking for a roughly 3 hours and 27 minutes ride.

Parking for this popular route is available at the Town Open Space on Secor Road. While the route is known for its picturesque vistas, be mindful that designated stopping areas directly from the road are not always available, so exercise caution when admiring the scenery due to car traffic.

This loop is celebrated as the most popular road cycling route around Newtown, drawing cyclists to its well-paved surfaces and the tranquil beauty of the Saugatuck Reservoir, nestled within the Centennial Watershed State Forest. It provides a distinct road cycling experience, separate from the Saugatuck Trail system which is reserved for hiking.

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2.

View of Saugatuck Reservoir – View of Saugatuck Reservoir loop from Bethel

54.5km

02:38

540m

540m

The View of Saugatuck Reservoir – View of Saugatuck Reservoir loop from Bethel offers a truly scenic road cycling experience, winding through rolling hills and extensive forests. You'll enjoy picturesque vistas of the Saugatuck Reservoir, a significant man-made lake, with glimpses of its tranquil waters reflecting the sky. The route's diverse terrain and natural beauty make it a rewarding ride for those who appreciate connecting with nature.

This moderate Saugatuck Reservoir cycling route from Bethel covers 33.9 miles (54.5 km) with 1779 feet (542 metres) of elevation gain, typically taking around 2 hours and 38 minutes. It's best suited for cyclists with good fitness who are comfortable with rolling to hilly terrain. Fall is an especially captivating time to ride, as the vibrant foliage enhances the already beautiful Saugatuck Reservoir viewpoints cycling experience.

The Saugatuck Reservoir is a vital water source for the region, surrounded by the protected Centennial Watershed State Forest. This cooperative management ensures the area's natural integrity, providing a serene escape from urban life. The route offers a wonderful opportunity to explore the natural features of the Saugatuck Reservoir area by bike.

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4.

Dr. Mike's Ice Cream – Newtown Forest Association loop from Bethel

54.8km

02:52

620m

620m

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

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7.

Dr. Mike's Ice Cream – Lake McDougall loop from Collis P. Huntington State Park

26.1km

01:23

310m

310m

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

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8.

Newtown Forest Association – Poverty Hollow Falls loop from Hawleyville

45.4km

02:18

530m

530m

This 28.2-mile (45.4 km) road cycling route, known as the Newtown Forest Association – Poverty Hollow Falls loop from Hawleyville, offers a moderate challenge with 1726 feet (526 metres) of elevation gain, typically completed in about 2 hours and 18 minutes. It's a journey through rural Connecticut, characterized by varied terrain and extended climbs, including at least two steep hills. You'll pedal past picturesque horse farms along Poverty Hollow Road, enjoying a scenic ambiance that feels a world away from city life.

Planning your ride means preparing for a hilly adventure. While the name suggests a specific trail, this route primarily utilizes public roads like Poverty Hollow Road, which is a popular section for local cyclists. Parking can be found in Hawleyville, but it's wise to arrive early, especially on weekends, as specific trailhead parking isn't always abundant. The route is best enjoyed during the fall when the foliage transforms the landscape into a vibrant display of colors.

This route stands out for its blend of challenging climbs and serene, rural scenery. While the name might evoke images of waterfalls, the true highlight for cyclists is the rolling landscape and the quiet charm of the horse farms. It's a great option for experienced road cyclists looking for a workout and a taste of Connecticut's countryside, rather than a beginner-friendly spin.

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Tips from the Community

Matthew
May 8, 2025, Camp Tepee

Camp Tepee is a popular camp for all ages run by the Lakewood-Trumbull YMCA. As you zip by on your bike, enjoy the pond and forest setting just off the side of the road.

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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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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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Matthew
February 26, 2024, Lake McDougall

Lake McDougall is a tiny, pond-like reservoir within Putnam Memorial State Park. This pool of water is right next to the memorial monument after you bike by the guard houses at the park entrance. It's a good spot to step off the bike and take a break before getting back to pedaling.

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Jamie S.
February 20, 2024, Squantz Pond

Squantz Pond is a 288-acre lake in Fairfield County, Connecticut on the town line of Sherman and New Fairfield. As you ride on CT-39, you get fantastic views over this large body of water.

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0

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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Matthew
February 16, 2024, Lake McDougall

Lake McDougall is a tiny, pond-like reservoir within Putnam Memorial State Park. This pool of water is right next to the memorial monument after you bike by the guard houses at the park entrance. It's a good spot to step off the bike and take a break before getting back to pedaling.

1

0

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 Dodgingtown?

Dodgingtown and the broader Newtown area are known for their diverse and engaging terrain. You'll encounter rolling hills, providing both challenging climbs and rewarding descents. The routes often wind through scenic country roads, past open farmland, dense forests, and charming historic districts, making for a dynamic and picturesque cycling experience.

How many road cycling routes are available in the Dodgingtown area?

There are over 75 road cycling routes available around Dodgingtown, offering a wide range of options for different skill levels and preferences. You can find routes varying in distance and elevation to suit your cycling goals.

Are there any family-friendly road cycling options in Dodgingtown?

While many routes in Dodgingtown feature rolling hills, the broader region offers varied terrain. For flatter, more family-friendly options, you might consider exploring nearby rail-trails, such as the Housatonic Valley Rail-Trail in neighboring Monroe, which provides a gentler cycling experience away from road traffic.

What are some scenic landmarks or natural features I might see on a road cycling route?

Dodgingtown's routes offer a blend of natural beauty and historic charm. You can cycle through the picturesque Hattertown Historic District, with its 19th-century green and historic buildings. Routes also pass by natural features like the Lake McDougall and offer views of the Saugatuck Reservoir. The area's preserves, like the Paul A. Cullens Wildlife Preserve, contribute to the tranquil, natural backdrop.

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

The road cycling routes around Dodgingtown are highly rated by the komoot community, with an average score of 4.9 stars from over 40 reviews. Cyclists often praise the varied terrain, the scenic country roads, and the blend of natural beauty with charming historic settings that make for an engaging ride.

Are there any loop routes for road cycling in Dodgingtown?

Yes, many of the popular road cycling routes in the Dodgingtown area are loops. For example, you can enjoy the View of Saugatuck Reservoir loop from Town Open Space (Secor Road) or the Squantz Pond loop from Bethel, which offer circular journeys back to your starting point.

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

Many routes in the Dodgingtown area, particularly those starting from nearby towns like Bethel or specific open spaces, offer designated parking. For instance, the View of Saugatuck Reservoir loop starts from Town Open Space (Secor Road), which typically has parking facilities. Always check the specific route details on komoot for trailhead information and parking availability.

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

The best time for road biking in Dodgingtown is generally from spring through fall. During these seasons, the weather is pleasant, and the scenic landscapes are at their most vibrant. While winter cycling is possible, be mindful of road conditions, especially after snow or ice, as the hilly terrain can become challenging.

Are there cafes or places to stop for refreshments along the cycling routes?

While Dodgingtown itself is a smaller community, the broader Newtown area and nearby towns like Bethel offer various cafes and establishments where cyclists can stop for refreshments. Routes often pass through or near these towns, providing opportunities for a break. For example, the Dr. Mike's Ice Cream loop from Bethel suggests a popular local stop.

What is the typical difficulty level of road cycling routes in Dodgingtown?

Road cycling in Dodgingtown is characterized by rolling hills, meaning most routes are rated as moderate difficulty. There are also some easier options and more challenging routes with significant elevation gains, catering to a range of fitness levels. The area's varied elevation ensures an engaging workout for most cyclists.

Can I find routes that offer views of water bodies?

Absolutely. Several routes in the Dodgingtown area feature beautiful water views. The View of Saugatuck Reservoir loop from Bethel is a prime example, offering extensive vistas of the reservoir. Another route, the Squantz Pond loop from Bethel, leads past the scenic Squantz Pond.

Are there any historical sites or districts to explore by bike?

Yes, the Hattertown Historic District within Dodgingtown is a notable historical area. Cycling through this district allows you to experience 19th-century New England architecture and a charming central green, adding a cultural dimension to your ride.

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