Whittemore Glen State Park
Whittemore Glen State Park
54
riders
9
rides
Road cycling in Whittemore Glen State Park offers a network of no traffic routes through a diverse landscape. The region is characterized by rolling hills, dense forests, and views of the Naugatuck River Valley. While the park itself features multi-use trails, the surrounding area provides paved options for road cyclists seeking quiet routes. These routes often traverse farmlands and wooded areas, providing varied scenery for cycling.
Last updated: May 13, 2026
2
riders
26.4km
01:20
330m
330m
Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.
1
riders
51.2km
02:44
710m
710m
Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.

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5
riders
38.8km
01:57
480m
480m
Moderate road ride. Good fitness required. Some segments of this route may be unpaved and difficult to ride.
3
riders
27.7km
01:20
340m
340m
Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.
2
riders
27.1km
01:33
320m
310m
Moderate road ride. Good fitness required. Some segments of this route may be unpaved and difficult to ride.
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Southbury to Oxford still closed as of 9/1/25 due to flooding washout. Road detours possible.
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Hiking around Bedlam Hill provides a serene experience amidst quiet residential surroundings. Although it's designated as a summit at 801 feet high, don't anticipate panoramic views. Instead, enjoy the surroundings as you immerse yourself in the tranquil ambiance of the area. Ideal for those seeking a leisurely hike in a calm environment.
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Cycling by Bedlam Hill offers a peaceful ride through a quiet residential area. Despite its status as a summit, reaching 801 feet high, there are no elevated views. Instead, enjoy the tranquil surroundings as you pedal along the paved roads. Ideal for those seeking a serene biking experience.
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This section of the Middlebury Greenway near Chase Road is an especially scenic bit of riding on this popular, paved multi-use path. You ride on the raised trail above a pretty stream, then pass through an interesting rock notch east of Chase Road. This is a great bit of riding that is also away from cars.
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Located in Litchfield, Judd Hill Pond is a small, yet idyllic lake, known for fishing near The Crossings nature reserve.
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Stretching about 10 miles, the Larkin State Park Trail in Connecticut meanders through wooded terrain, open expanses, and scenic meadows. Renowned for its diverse plant and animal life, it attracts nature lovers seeking to immerse themselves in the area's vibrant natural beauty.
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This woodland just off Tuttle Road is a natural reserve of trees and land. There is no public access into the reserve, but you get a good feel for the natural beauty of the area when riding down the road.
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While these routes are listed for road bikes, it's important to note that Whittemore Glen State Park's primary cycling draw, the Larkin State Park Trail, features unpaved surfaces. You'll encounter packed earth, dirt, crushed stone, and sand, which can be rough or sandy, especially after wet weather. For this reason, hybrid or mountain bikes with wider tires are generally recommended over traditional road bikes for a more comfortable experience on these multi-use trails.
The routes in this guide are designed to minimize traffic exposure. The Larkin State Park Trail, which passes through Whittemore Glen State Park, is a dedicated 'rails-to-trail' path, offering a truly car-free experience. While some broader road cycling routes in the Naugatuck State Forest area might incorporate sections near the park, the focus here is on routes that provide a peaceful, traffic-free environment.
This guide features 9 'no traffic' cycling routes in the vicinity of Whittemore Glen State Park. These range in difficulty from easy to moderate, offering options for various skill levels.
The routes in this guide vary in length, with options like the Judd Hill Pond loop from Naugatuck Valley Planning Region covering approximately 26 km with about 330 meters of elevation gain. Longer routes, such as the Quassy – East Spring Brook loop from Naugatuck, extend to around 50 km with nearly 600 meters of climbing.
Yes, many of the routes in this guide are circular, allowing you to start and end at the same point. For example, the Caleb Hill – Cox Nature Reserve loop from Waterbury-Oxford Airport is a moderate 27 km circular route.
The routes traverse diverse landscapes, including dense forests, rolling hills, and wetlands. The Larkin State Park Trail itself offers glimpses of Connecticut's past and varied natural settings. You can also enjoy picturesque views overlooking the Naugatuck River Valley.
Given the unpaved nature of the Larkin State Park Trail, it can be suitable for families, especially those with hybrid or mountain bikes. The trail is relatively flat, making it accessible. However, traditional road bikes might find the surface challenging for younger riders. Always check the specific route details for difficulty before heading out with children.
While Whittemore Glen State Park itself is undeveloped and lacks specific facilities, parking for the Larkin State Park Trail is available at various access points along its length. For routes starting near Naugatuck or Waterbury-Oxford Airport, you'll find parking options in those areas.
The park offers diverse scenery throughout the year. Autumn is particularly popular for leaf-peeping, while summer provides shaded rides through the forests. Spring offers fresh greenery. Be mindful that after wet weather, some unpaved sections can become soggy or sandy, so checking conditions is advisable.
Yes, the Larkin State Park Trail, which runs through Whittemore Glen State Park, is a multi-use trail that is generally dog-friendly. Always ensure your dog is on a leash and that you clean up after them to maintain the natural environment for all users.
Whittemore Glen State Park is an undeveloped wilderness area, so it lacks facilities like visitor centers or restrooms. However, the park is located near towns such as Naugatuck and Middlebury, where you can find amenities like cafes, pubs, and accommodation. For more information on the park itself, you can visit the official Connecticut State Parks website: portal.ct.gov/DEEP/State-Parks.
Given the undeveloped nature of the park and the unpaved trail surfaces, it's advisable to bring plenty of water, snacks, a basic bike repair kit (including a pump and spare tube), and appropriate clothing for the weather. Insect repellent can also be useful, especially during warmer months. A hybrid or mountain bike is recommended over a traditional road bike for comfort and traction.


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