4.5
(8)
97
riders
18
rides
Gravel biking in Hampshire County offers diverse landscapes, extensive trail networks, and picturesque natural features. The region is characterized by rolling farmland, charming New England towns, and challenging hilltowns with significant elevation changes. Cyclists can explore woodlands, waterways, and the scenic Connecticut River Valley, providing varied terrain for all skill levels. This area is known for its quiet roads and dedicated rail trails, making it ideal for no traffic gravel bike trails.
Last updated: April 24, 2026
17
riders
85.7km
06:59
1,520m
1,520m
Hard gravel ride. Very good fitness required. Mostly paved surfaces. Suitable for all skill levels.
6
riders
20.8km
01:38
120m
120m
Easy gravel ride. Great for any fitness level. Mostly paved surfaces. Suitable for all skill levels.

Sign up for free
6
riders
49.6km
03:50
980m
980m
Hard gravel ride. Very good fitness required. Mostly paved surfaces. Suitable for all skill levels.
2
riders
45.8km
03:47
650m
650m
Hard gravel ride. Very good fitness required. Mostly paved surfaces. Suitable for all skill levels.
3
riders
Hard gravel ride. Very good fitness required. Mostly paved surfaces. Suitable for all skill levels.
Get access to more routes and recommendations from other explorers.
Sign up for free
Already have an account?
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 Hampshire County

Traffic-free bike rides in D.A.R. State Forest

Traffic-free bike rides in Gilbert A. Bliss State Forest

Traffic-free bike rides in Fox Den Wildlife Management Area

Traffic-free bike rides in Silvio O Conte National Fish And Wildlife Refuge
The Robert Frost Trail — A Trek Through Frost’s Western Massachusetts

Traffic-free bike rides in Hampshire County
Traffic-free bike rides in Hampshire County
This small natural area is primarily a residential neighborhood, characterized by lush greenery and a pleasing elevation change. It presents an enjoyable and challenging ride to reach this location.
0
0
Ashley Reservoir is a group of small bodies of water linked by gravel roads. It is a beautiful location for a relaxing bike ride next to the water surrounded by woodland.
0
0
Just at the boundary of Poland Brook Wildlife Management Area on Main Poland Road, you ride through a small notch in a large rocky cliff band. This is a neat bit of riding on a quiet, and scenic road.
0
0
From this spot on Williamsburg Road, you can see Chapel Ledge and Chapel Falls. Chapel Ledge is a little harder to see because it's a fairly tall, peak almost directly above you in the trees. You can see, however, the trailhead for a hiking trail to the top of it here. Chapel Falls is a small, but pretty waterfall below you in Chapel Brook. This is a nice spot to pause and snap a few photos but be aware of cars coming and going from the trailhead.
0
0
Indian Oven Road in California leads through captivating landscapes featuring rolling hills (including Indian Oven hill) and diverse flora. The region's geological features showcase a blend of rock formations and soil types.
0
0
Cycling along Ireland Street in Chesterfield Gorge State Forest unveils a scenic landscape of wooded beauty. Cyclists traverse dense forests, encountering a mix of hardwood trees such as oak and maple. The route presents a tranquil journey through the forested terrain, creating a serene and nature-rich cycling experience in this Massachusetts locale.
0
0
When the ground is dry, this trail is a joy to ride. Fully immersed in the landscape, there is little evidence of humans whilst cycling along it. Look out for the different species of tree and wildlife.
0
0
Cycling through this forest is a real joy with views below to Westfield River. The track is generally good quality with little technical difficulty.
0
0
Hampshire County offers a diverse selection of nearly 20 no-traffic gravel bike trails. These routes range from easy, family-friendly rides to more challenging, longer excursions through the region's varied landscapes.
Yes, for those seeking a more relaxed ride, the region has options. An excellent choice is the Watershed Forest Trail – Ashley Reservoir loop from Ashley Pond. This easy route covers about 20 kilometers with minimal elevation gain, perfect for beginners or a leisurely outing.
You'll encounter a rich tapestry of landscapes. Many routes traverse rolling farmland, charming New England towns, and extensive woodlands. The Pioneer Valley, where Hampshire County is located, is known for its varied terrain, from flat sections along the Connecticut River to more challenging hilly areas in the hilltowns like Goshen and Williamsburg, offering quiet roads and scenic views.
Yes, many of the gravel routes in Hampshire County are designed as loops, allowing you to start and end at the same point. An example of a longer, challenging circular route is the Plainfield Pond – East Windsor road loop from Guyette Farm Conservation Area, which spans over 85 kilometers.
Hampshire County's trails often lead through or near beautiful natural features. You might pass by significant summits like Bare Mountain or explore the diverse habitats of the Fitzgerald Lake Conservation Area. The Mount Holyoke Range State Park also offers stunning natural beauty.
Absolutely. The region is rich with waterways. Routes like the Westfield River trail – Views of Westfield River loop from Worthington offer scenic vistas of the Westfield River. You can also find trails near picturesque lakes such as Atkins Reservoir and Puffers Pond.
The komoot community highly rates the gravel biking experience in Hampshire County, with an average score of 4.45 out of 5 stars. Reviewers frequently praise the quiet, car-free nature of the trails, the stunning natural scenery, and the variety of terrain that caters to different skill levels.
Yes, experienced riders will find plenty of challenging options. Routes through the hilltowns, for example, can feature significant climbs and descents. The Rock notch in Main Poland Road – Chapel Falls loop from Mill Hill is a difficult 49-kilometer route with substantial elevation gain, perfect for those seeking a rigorous workout.
While the focus is on natural landscapes, Hampshire County's gravel routes often pass through or near charming New England towns with historical significance. The region's extensive rail trails, such as the Manhan Rail Trail and Norwottuck Rail Trail, offer a blend of natural scenery and glimpses into the area's past, often connecting towns and farmlands.
Spring, summer, and fall generally offer the best conditions for gravel biking in Hampshire County. The vibrant foliage in autumn is particularly popular, while spring and summer provide lush greenery. Winter riding is possible, but conditions can vary with snow and ice, so checking local trail reports is advisable.
For those looking for a full day out, Hampshire County offers several longer routes. The Views of Westfield River – Skedden Property loop from Westfield River Access is a challenging 57-kilometer route that provides an extensive ride through varied terrain, perfect for a longer adventure away from traffic.


Check out more Gravel rides throughout Hampshire County below and find the perfect route in your destination.
Browse the best Gravel rides in other regions.