4.9
(6)
22
riders
4
rides
Gravel biking in East Mountain State Forest offers routes through rugged terrain characterized by upland oak forests and a knobby plateau. This area features plentiful boulders and bedrock spurs, providing a challenging environment for cyclists. The forest rises above the Housatonic Valley, offering elevation changes and varied landscapes. These physical features contribute to the adventurous experience for gravel cyclists.
Last updated: October 20, 2026
10
riders
77.1km
05:23
1,260m
1,260m
Hard gravel ride. Very good fitness required. Mostly paved surfaces. Suitable for all skill levels.
5.0
(1)
2
riders
Hard gravel ride. Very good fitness required. Mostly paved surfaces. Suitable for all skill levels.

5.0
(1)
1
riders
Hard gravel ride. Very good fitness required. Mostly paved surfaces. Suitable for all skill levels.
4.7
(3)
6
riders
77.3km
06:03
1,400m
1,400m
Hard gravel ride. Very good fitness required. Mostly paved surfaces. Suitable for all skill levels.
5.0
(1)
3
riders
27.6km
01:56
370m
370m
Moderate gravel ride. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.
Our route recommendations are based on thousands of hikes, rides, and runs completed by other people on komoot.
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Established in 1803, it holds the distinction of being the first free, public library in the United States. This pioneering accomplishment paved the way for public libraries across the nation.
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Guilder Pond is a picturesque body of water near Mount Everett. There is a good view of the water from Mount Everett Road. If you want a closer look, you will need to get off the bike and take the dirt trail that runs along the banks of the pond.
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The climb up to this clearing in the trees is challenging; however, the view that you get from this spot is worth the effort. You are treated with a wonderful view of October Mountain State Forest and the nearby peaks.
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Felton Lake is a beautiful small lake in October Mountain State Forest. There is a bench along the bank of the water that is a great spot for a break to enjoy the view.
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Taconic State Park is a popular park on the border of New York and Massachusetts. There are several waterfalls within the park and multiple hiking trails for visitors to enjoy.
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Royal Pond is one of the main attractions at Bob's Way. The pond used to be a heron rockery, and it is still full of wildlife and a popular birdwatching site.
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The gravel bike trails in East Mountain State Forest are generally considered challenging due to the rugged terrain. Most routes feature significant elevation changes, rocky paths, and varied landscapes, providing an adventurous experience for cyclists seeking a physical challenge. For example, the George Canon Road β Shermerhorn Hill loop involves over 1400 meters of elevation gain.
You can expect a diverse and rugged terrain. The forest is characterized by upland oak forests, a vast plateau with plentiful boulders, and spurs of bedrock jutting from thin, rocky soil. Routes often include steep climbs and rocky sections, making for a demanding but rewarding ride. The area rises conspicuously above the Housatonic Valley, ensuring scenic views along the way.
While many routes in East Mountain State Forest are rated as difficult, there is one moderate option available: the Ravine Falls Farm loop from Monterey. This route covers about 27.7 km with over 370 meters of elevation gain, offering a less strenuous but still engaging experience compared to the more challenging trails.
Parking is typically available at various trailheads and access points around the forest. For example, some routes start near locations like Thomas & Haynes Land, Swan Road Properties Reserve, or the Bidwell House Museum. It's advisable to check the specific starting point of your chosen route for the most convenient parking options.
East Mountain State Forest offers several stunning viewpoints. From East Rock, accessible via a short hike from Quarry Street, you can enjoy panoramic views of the Taconic Mountains and downtown Great Barrington. Other overlooks provide expansive views extending into three states. The forest also features diverse wildlife, including coyote, bear, deer, and turkey, and a section of the renowned Appalachian Trail traverses the area.
The best time for gravel biking is typically during the spring, summer, and fall months. Spring offers lush greenery, while autumn provides spectacular fall foliage. Summer is also great, but be prepared for warmer temperatures. Some trails may be challenging or closed during winter due to snow and ice, so always check local conditions before heading out.
Yes, several routes in East Mountain State Forest are designed as loops, allowing you to start and end at the same point. Examples include the Lake Garfield β Beartown Mountain Road loop and the Ford Hill β York Lake loop. These circular routes are great for exploring the diverse landscapes without retracing your steps.
East Mountain State Forest is generally dog-friendly, but it's important to keep your dog on a leash and practice Leave No Trace principles. Be aware that you may encounter wildlife such as deer, bear, and coyote, so responsible pet ownership is crucial for the safety of your dog and the local ecosystem.
East Mountain State Forest is located near Great Barrington, which offers a variety of cafes, restaurants, and pubs where you can refuel after your ride. Downtown Great Barrington is known for its vibrant culinary scene, providing options for every taste.
The area is highly rated by the komoot community, with an average score of 4.9 stars. Reviewers often praise the challenging and diverse terrain, the stunning panoramic views, and the sense of adventure offered by the rugged trails. The opportunity to explore a wild and scenic landscape close to Great Barrington is a common highlight.
The gravel bike trails in East Mountain State Forest vary significantly in length. For instance, the Mill Pond β Bash Bish Falls loop is a substantial ride at over 77 km, while the Ravine Falls Farm loop is a shorter option at approximately 27.7 km. You can find routes to suit different endurance levels, though most are on the longer side.


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