01:02
3.71km
100m
Hiking
Embark on the Bear Hill Loop Trail, an easy hiking route that winds for 2.3 miles (3.7 km) through varied terrain. You will encounter rocky ups and downs, including sections of bedrock and open face rock, as you gain 327 feet (100 metres) in elevation. The trail offers a rewarding…
Last updated: April 23, 2026
Waypoints
Start point
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2.51 km
Highlight • Viewpoint
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3.71 km
End point
Way Types & Surfaces
Way Types
3.61 km
< 100 m
Surfaces
3.60 km
110 m
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Elevation
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Today
Friday 3 July
36°C
24°C
38 %
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Max wind speed: 17.0 km/h
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This route was planned by komoot.
The Bear Hill Loop Trail in Connecticut is generally considered to be of moderate difficulty. While komoot rates it as 'easy' overall, sections can be challenging due to rocky ups and downs, bedrock, and open face rock. It's a varied experience that requires attention to the ground.
The terrain is quite diverse. You'll encounter rocky sections, including bedrock with blazes, and open face rock as you gain elevation. Parts of the route pass through dense woodlands, and you may cross a utility corridor or streams. Some areas can be muddy, especially after rain.
The trail offers picturesque views, particularly when foliage is less dense. A notable wide-open view facing north can be found where the blue and yellow-blue trails diverge, featuring twisted pitch pine trees. You can also catch glimpses of the Connecticut River and surrounding hills. The route also passes by the Bear Hill viewpoint.
June is an excellent time to visit, as the mountain laurel is in full bloom, creating beautiful scenery. Late June and July offer the chance to spot ripening blueberries along the trail. Views are often more expansive when trees are bare, making late fall to early spring also appealing for vistas.
Yes, dogs are generally welcome on the Bear Hill Loop Trail. However, it's always recommended to keep your dog on a leash to protect wildlife and ensure a pleasant experience for all hikers, especially given the varied terrain and potential for encountering other trail users.
The main trailhead for this route is accessible from Bear Hill Road in Middletown, CT. Parking is available there, making it convenient to start your hike.
No, there are typically no specific permits or entrance fees required for hiking the Bear Hill Loop Trail within the Maromas Wildlife Management Area. However, always check the official Connecticut Department of Energy and Environmental Protection (DEEP) website for any updated regulations or advisories before your visit.
Yes, the Bear Hill Loop Trail is interconnected with a larger trail system. It zigs and zags across sections of the longer Mattabesett Trail and also follows parts of the New England National Scenic Trail, allowing for various loop options and extended hikes.
This trail is notable for its stunning mountain laurel blooms in June, its interconnectedness with the Mattabesett Trail allowing for customizable loop lengths, and its diverse ecosystem ranging from dense woodlands to rocky sections. It also offers a specific wide-open northern view that is a local highlight.
Given the rocky and potentially muddy terrain, sturdy hiking boots are highly recommended. Layers are always a good idea, and bringing water is essential. If hiking in late spring or summer, insect repellent can be useful, and binoculars might enhance your enjoyment of the views and wildlife.
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