Bear Mountain and Mount Race via Undermountain and Appalachian Trail
Bear Mountain and Mount Race via Undermountain and Appalachian Trail
4.9
(9938)
11,431
hikers
06:47
21.4km
870m
Hiking
Hike Bear Mountain and Mount Race via the Undermountain and Appalachian Trails, a difficult 13.3-mile route with stunning views.
Last updated: February 26, 2026
Waypoints
Start point
Get Directions
2.97 km
Viewpoint
Viewpoint
3.49 km
Viewpoint
Viewpoint
3.92 km
Highlight • Summit
6.54 km
Bear Rock Falls
Waterfall
16.1 km
Appalachian Trail Scenic Open Space
Nature Reserve
18.7 km
Highlight • Summit
Tip by
20.4 km
Highlight • Gorge
Tip by
21.0 km
Sages Ravine Falls
Waterfall
21.4 km
End point
Way Types & Surfaces
Way Types
20.6 km
381 m
300 m
135 m
Surfaces
21.1 km
135 m
111 m
Sign up to see more specific route details
Sign up for free
Elevation
Highest point (700 m)
Lowest point (230 m)
Sign up to see more specific route details
Sign up for free
Weather
Powered by Foreca
Today
Saturday 30 May
13°C
6°C
73 %
Additional weather tips
Max wind speed: 23.0 km/h
to get more detailed weather forecasts along your route
This route was planned by komoot.
The terrain is quite varied and challenging. You'll encounter a consistent, rocky, and rooted climb on the Undermountain Trail. As you merge with the Appalachian Trail, expect steep, rocky inclines, switchbacks, and even some sections with stone steps. Between Bear Mountain and Mount Race, the trail can be steep, with exposed ridgelines and open wooded areas. Be prepared for several stream crossings, especially in Sages Ravine, where you might need to walk directly through water.
No, this combined hike is generally considered difficult and requires a vigorous effort. It involves significant elevation gain and steep, rocky sections. Hikers should have prior experience with strenuous trails and be in good physical condition.
This hike offers spectacular scenery. From the summit of Bear Mountain, you'll get expansive views, potentially seeing across four different states and the Berkshires. The summit also features the remnants of an old stone tower. Mount Race provides panoramic easterly views and open ridgelines. A major highlight is Sages Ravine, known for its cheerful brook, rocky formations, and waterfalls. The eastern slopes of Mount Race also feature Race Brook Falls, a series of five cascading waterfalls.
The most common starting point is the Undermountain Trailhead. Parking is typically available there, but it can fill up quickly, especially on weekends. Arriving early is recommended to secure a spot.
Yes, this route takes you to the summit of Bear Mountain, which is proudly recognized as Connecticut's highest peak. While the state's absolute highest point is on the side of Mount Frissell, Bear Mountain is the highest summit entirely within Connecticut.
This trail is located within Mount Riga State Park. Generally, there are no entrance fees for hiking in Connecticut State Parks. However, always check the official Connecticut Department of Energy and Environmental Protection (DEEP) website for the most current regulations, including any specific rules for camping or fires, especially around areas like Sages Ravine.
Yes, dogs are generally allowed on this trail. However, they must be kept on a leash at all times to protect wildlife and ensure the safety of other hikers. Be prepared for rocky and steep sections that might be challenging for some dogs, and remember to pack out all waste.
Late spring through fall is generally the best time. In early spring, sections can have hard-packed snow and ice. Fall offers stunning foliage, but be aware that colder conditions can lead to icy sections, especially on steep descents. Summer is also popular, but be prepared for potential heat and humidity. Always check weather and trail conditions before you go.
Yes, a significant portion of this hike follows the iconic Appalachian Trail (AT). This includes a section between Connecticut and Massachusetts that was among the first parts of the AT ever constructed, offering a classic long-distance hiking experience.
While the main ascent to Bear Mountain via the Appalachian Trail can be very steep, an alternative route via Riga Junction offers a less steep approach. This might be a good option if you prefer a more gradual climb, though it may alter the overall length and character of your hike.
The Undermountain Trail is often lined with Mountain Laurel. Near the summits of both Bear Mountain and Mount Race, you'll find dwarf pitch pines, and scrub oaks are common on the way to Mount Race. During the appropriate season, you might also spot blueberries. As for wildlife, keep an eye out for common forest animals like deer, various bird species, and small mammals.