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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

67.5 km

870 m

Moderate

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

54.8 km

620 m

Moderate

View of Saugatuck Reservoir – Lake McDougall loop from Bethel

49.7 km

600 m

Moderate

Titicus Reservoir South Side – Cross River Reservoir loop from Bethel

94.0 km

1,010 m

Hard

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

26.1 km

270 m

Easy

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

Parks Pond and Picnic Site – Dr. Mike's Ice Cream loop from Bethel

92.4 km

1,020 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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5.

View of Saugatuck Reservoir – Lake McDougall loop from Bethel

49.7km

02:33

600m

600m

The View of Saugatuck Reservoir – Lake McDougall loop from Bethel offers a fantastic road cycling experience through Fairfield County's scenic rolling hills and dense forests. You'll pedal past the expansive Saugatuck Reservoir, enjoying consistent views of its reflective waters, and catch glimpses of Lake McDougall. The route features varied terrain, including a significant climb up Route 58, which rewards you with a long, steady descent on Newtown Turnpike, making it a dynamic ride for those who appreciate a challenge.

This moderate 30.9-mile (49.7 km) loop, with 1980 feet (604 metres) of elevation gain, typically takes about 2 hours and 32 minutes to complete. Starting from Bethel, the roads are generally well-maintained. While the Saugatuck Trail itself prohibits bicycles, this route sticks to designated roads, ensuring a smooth and enjoyable ride. Spring and fall are particularly beautiful seasons to tackle this route, with comfortable temperatures and stunning natural scenery.

This area is renowned for its picturesque scenery, blending rural roads with extensive woodlands and quiet neighborhoods. The Saugatuck Reservoir, a vital man-made lake, is a consistent highlight, offering serene views that change with the light. The region's diverse landscape provides a refreshing escape, making this loop a standout choice for road cyclists looking for both a workout and natural beauty in Western Connecticut.

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6.

Titicus Reservoir South Side – Cross River Reservoir loop from Bethel

94.0km

04:24

1,010m

1,010m

This challenging road cycling route, the Titicus Reservoir South Side – Cross River Reservoir loop from Bethel, offers a rewarding experience for cyclists with very good fitness. You'll navigate rolling hills and enjoy stunning scenery, including tranquil water views from the Old Post Road Bridge over the Cross River Reservoir and picturesque stretches along the Titicus Reservoir. The route winds through beautiful forest settings and past charming houses, with the Mead Memorial Chapel adding a touch of historic charm.

Planning your ride requires checking for any cycling permit requirements for the Croton Watershed area, as these reservoirs are part of it. While the route is mostly paved, be prepared for some potentially unpaved segments where you might need to push your bike. The quiet roads make for a peaceful ride, and the fall season is particularly recommended for its vibrant foliage.

This difficult 58.4-mile (94.0 km) loop features a significant 3301 feet (1006 metres) of elevation gain, typically taking around 4 hours and 23 minutes to complete. It's a fantastic option for advanced road cycling enthusiasts looking for a substantial workout and beautiful natural features in Westchester County, New York.

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7.

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

26.1km

01:18

270m

270m

Easy road ride. Great for any fitness level. 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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10.

Parks Pond and Picnic Site – Dr. Mike's Ice Cream loop from Bethel

92.4km

04:41

1,020m

1,020m

This challenging 57.4-mile (92.4 km) road cycling route, the Parks Pond and Picnic Site – Dr. Mike's Ice Cream loop from Bethel, offers a substantial workout with 3342 feet (1019 metres) of elevation gain, typically taking around 4 hours and 40 minutes to complete. You'll pedal through Connecticut's rolling countryside, enjoying picturesque views of wooded landscapes and potentially glimpses of lakes or rivers, before reaching the iconic Dr. Mike's Ice Cream. The terrain is consistently hilly, making it a rewarding ride for experienced cyclists.

To make the most of this difficult road cycling route, plan your visit during the warmer seasons when the weather is pleasant and all facilities are open. Dr. Mike's Ice Cream, a highlight of the loop, is located in Bethel, CT, and provides a perfect mid-ride or post-ride stop with parking and outdoor seating. While specific parking for a "Parks Pond and Picnic Site" isn't detailed, you'll find various parking options in and around Bethel.

This loop is a fantastic way to explore the scenic roads around Bethel, CT, combining a significant physical challenge with the charm of local landmarks. Dr. Mike's Ice Cream has been a local institution for over 50 years, known for its rich, handmade ice cream, making it a popular destination for cyclists. The route offers a taste of the diverse cycling opportunities in the region, from its natural features to its beloved local businesses.

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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.

1

0

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.

0

0

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.

0

0

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.

0

0

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.

0

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.

0

0

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.

0

0

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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