Hemlock Hills and Pine Mountain Trail
Hemlock Hills and Pine Mountain Trail
2.6
(23)
39
hikers
03:35
12.7km
260m
Hiking
Embark on the Hemlock Hills and Pine Mountain Trail for a moderate hike spanning 7.9 miles (12.7 km), featuring a total elevation gain of 844 feet (257 metres). You can expect to complete this route in about 3 hours and 35 minutes. As you traverse the path, you will discover…
Last updated: April 23, 2026
Waypoints
Start point
Parking
Get Directions
2.22 km
Highlight • Lake
Tip by
2.28 km
Highlight • Structure
2.96 km
Leibowitz Section
Nature Reserve
6.29 km
Highlight • Lake
Tip by
8.36 km
Wooster Mountain
Peak
10.5 km
Highlight • Historical Site
Tip by
10.8 km
Highlight • Viewpoint
Tip by
12.7 km
End point
Way Types & Surfaces
Way Types
12.6 km
146 m
Surfaces
9.90 km
2.72 km
< 100 m
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Elevation
Highest point (280 m)
Lowest point (160 m)
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Weather
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Tuesday 26 May
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12°C
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Additional weather tips
Max wind speed: 12.0 km/h
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This route was planned by komoot.
The full route, covering approximately 12.7 kilometers (about 7.9 miles), typically takes around 3 hours and 35 minutes to complete. This duration is for hiking and does not include stops for breaks or enjoying the scenery.
The trail offers a diverse hiking experience. You'll encounter rocky and wooded singletrack, granite outcrops, and areas with swamps. The northern part features vast hemlock stands, while other sections have unique rock formations, some striated from glacial action. Expect varied landscapes, including some steep sections.
Yes, the trail offers several points of interest. You'll pass by Lake Windwing and Bennett's Pond. A significant historical feature is the Ives Cabin Chimney Ruin, believed to be from composer Charles Ives's cabin. There's also a Great Viewpoint offering views of hills to the south, Ridgebury School, and Barlow Mountain.
The trail is generally rated as moderate. While some sections are relatively easy, there are three steep climbs, and the Yellow Trail - Pine Mountain portion is considered the most strenuous, involving an uphill climb along a rocky slope. Hikers should be prepared for varied difficulty depending on the specific loop chosen.
Spring and fall are often ideal for hiking this trail, offering pleasant temperatures and beautiful foliage. In spring, you can see an unusual abundance of marsh marigolds in swampy areas. The diverse flora, including mountain laurel, also makes for a scenic experience. Winter hiking is possible, but conditions can be challenging with snow and ice.
Yes, dogs are generally welcome on the Hemlock Hills and Pine Mountain Trail. However, it's always best to keep your dog on a leash to protect wildlife and ensure a pleasant experience for all hikers. Please remember to pack out any waste.
The Hemlock Hills and Pine Mountain Trail is located within Bennett's Pond State Park. Generally, there are no entrance fees or permits required for day-use hiking in Connecticut State Parks. However, always check the official Connecticut State Parks website for the most current regulations before your visit.
Specific parking information for this trail is not detailed in the provided data, but access points are typically found near the Pine Mountain entrance or other designated trailheads within Bennett's Pond State Park. It's advisable to check local park maps or online resources for precise parking locations before heading out.
Yes, the route incorporates sections of several other trails. You will hike along parts of the Ives Trail Greenway, the White Trail, the Blue Trail, the Red Trail, and the Ives Trail, offering a connected network of paths through the area.
The trail boasts rich flora, including vast hemlock stands, mountain laurel (Connecticut's state flower), striped maple, witch hazel, and pignut hickory. In swampy areas, you might spot an unusual abundance of marsh marigolds. The diverse habitats also support various local wildlife, though specific sightings can vary.
Beyond the steep sections, hikers should be aware of multiple stream crossings near the Pine Mountain entrance. The trail also passes through areas with marble deposits, which influence the unique plant life found here, and offers interesting geological features like granite plateaus and glacial rock formations.