RoutesPlannerFeaturesUpdates
App
Login or Signup
Get the App
Login or Signup
Routes
Gravel rides
United States
Massachusetts
Berkshire County

East Mountain State Forest

The best gravel rides in East Mountain State Forest

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.

Best gravel bike trails in East Mountain State Forest

  • The most popular gravel bike trail is Mill Pond – Bash Bish…

Last updated: October 20, 2026

10

riders

#1.

Mill Pond – Bash Bish Falls loop from Thomas & Haynes Land

77.1km

05:23

1,260m

1,260m

Hard gravel ride. Very good fitness required. Mostly paved surfaces. Suitable for all skill levels.

Navigate with deviceSend to Phone
Save
Hard

Hard gravel ride. Very good fitness required. Mostly paved surfaces. Suitable for all skill levels.

Hard
guide_signup
Let us show you the way with the komoot mobile app
With aΒ free komoot account, you can easily find, customize, and navigate endless outdoor adventures.
Sign up for free

Hard gravel ride. Very good fitness required. Mostly paved surfaces. Suitable for all skill levels.

Hard

Hard gravel ride. Very good fitness required. Mostly paved surfaces. Suitable for all skill levels.

Hard

5.0

(1)

3

riders

Moderate gravel ride. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.

Moderate

Our route recommendations are based on thousands of hikes, rides, and runs completed by other people on komoot.

Start today with a free account

Your next adventure awaits.

Login or Signup

Popular around East Mountain State Forest

Hiking in East Mountain State Forest

Road Cycling Routes in East Mountain State Forest

Cycling in East Mountain State Forest

Running Trails in East Mountain State Forest

Tips from the Community

Scott
February 27, 2024, Scoville Library

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.

0

0

mtm05005
February 26, 2024, Guilder Pond

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.

1

0

Matthew
February 26, 2024, Mill Pond

Mill Pond is a large reservoir just off the side of Bow Wow Road. The body of water is fed by Hubbard Brook, and you actually bike right by the pond's dam on the southern end of the reservoir. There are a handful of good views between the trees as you ride by.

0

0

mtm05005
February 26, 2024, Great view

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.

1

0

mtm05005
February 26, 2024, Felton Lake

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.

1

0

mtm05005
February 22, 2024, Taconic State Park

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.

0

0

Matthew
February 19, 2024, Mill Pond

Mill Pond is a large reservoir just off the side of Bow Wow Road. The body of water is fed by Hubbard Brook, and you actually bike right by the pond's dam on the southern end of the reservoir. There are a handful of good views between the trees as you ride by.

0

0

mtm05005
February 7, 2024, Royal Pond

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.

0

0

Frequently Asked Questions

How challenging are the gravel bike trails in East Mountain State Forest?

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 – Shermerhorn Hill loop involves over 1400 meters of elevation gain.

What kind of terrain will I encounter on a gravel bike ride in East Mountain State Forest?

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.

Are there any beginner-friendly gravel bike routes in East Mountain State Forest?

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.

Where can I park when visiting East Mountain State Forest for gravel biking?

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.

What scenic viewpoints or natural features can I see along the gravel bike routes?

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.

What is the best time of year for gravel biking in East Mountain State Forest?

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.

Are there any loop gravel bike trails in East Mountain State Forest?

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 – Beartown Mountain Road loop and the Ford Hill – York Lake loop. These circular routes are great for exploring the diverse landscapes without retracing your steps.

Can I bring my dog on the gravel bike trails in East Mountain State Forest?

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.

Are there any cafes or places to eat near East Mountain State Forest after a ride?

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.

What do other gravel bikers enjoy the most about gravel biking in East Mountain State Forest?

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.

How long are the gravel bike trails in East Mountain State Forest?

The gravel bike trails in East Mountain State Forest vary significantly in length. For instance, the Mill Pond – 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.

Most popular routes in East Mountain State Forest

Hiking in East Mountain State Forest

Store rating

Get inspired with the komoot mobile app

With aΒ free komoot account, you can easily find, customize, and navigate endless outdoor adventures.

or

Join komoot Now
Store rating

Explore more

Browse the best Gravel rides in other regions.

PittsfieldSandisfield State ForestPittsfield State Forest

Nearby adventure guides

Things to Do around Great Barrington

background

Get ready to conquer new peaks

Sign up for Free
Explore
RoutesRoute plannerFeaturesRedeem a voucherHikesMTB TrailsRoad cycling routesBikepackingSitemap
Download the app
Follow Us on Socials

Β© komoot GmbH

Privacy Policy