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Gravel rides
United States
Massachusetts

Hampshire County

The best gravel rides in Hampshire County

4.5

(9)

100

riders

34

rides

Gravel biking in Hampshire County, Massachusetts, features diverse landscapes, including converted railroad beds and hilly backroads. The terrain varies from paved sections to packed dirt, mud, and gravel surfaces, providing mixed-terrain routes. The region is characterized by the Connecticut River Valley, the Mount Tom Range with its significant elevation changes, and extensive forest networks. These natural features create a varied environment for gravel cyclists.

Best gravel bike trails in Hampshire County

  • The most popular gravel bike trail is Plainfield Pond…

Last updated: June 28, 2026

13

riders

#1.

Gazebo Overlook on North Highland Lake – Lower Highland Lake loop from Goshen

98.3km

07:47

1,770m

1,770m

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

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Hard

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

Hard
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Easy gravel ride. Great for any fitness level. Mostly paved surfaces. Suitable for all skill levels.

Easy

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

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

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

Embark on a challenging gravel biking adventure through the Pioneer Valley with the Lake Wyola Dam – View of Leverett Pond loop from North Amherst. This route immerses you in…

Hard
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Popular around Hampshire County

Gravel biking in D.A.R. State Forest

Gravel biking in Silvio O Conte National Fish And Wildlife Refuge

Gravel biking around Hatfield

Gravel biking around Amherst

Gravel biking in Gilbert A. Bliss State Forest

Gravel biking around Easthampton

Gravel biking around Northampton

Gravel biking in Cadwell Memorial Forest

Gravel biking in Dead Branch State Forest

Gravel biking in Joseph Allen Skinner State Park

Other adventures in Hampshire County

The Robert Frost Trail — A Trek Through Frost’s Western Massachusetts

Hiking Collection by

Jamie S.

Tips from the Community

Tyler Sanders
February 28, 2024, Skedden Property

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.

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Alex
February 26, 2024, Mill River

Mill River is part of the Cushman Brook and flows through to the Cushman Brook Conservation Area and the Mill River Conservation Area. This river is in a thickly forested area in a ravine. Some of this protected area was donated and some was purchased. Visiting Mill River is a family-friendly get-away into nature open for the public to enjoy.

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Right outside of Conway State Forest is the Roaring Brook Waterfall, which you can see from Whately Road. This is a great place to stop and snap a photo before continuing on your ride.

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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.

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Jamie S.
February 24, 2024, Chapel Falls

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.

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Alex
January 28, 2024, Mill River

Mill River is part of the Cushman Brook and flows through to the Cushman Brook Conservation Area and the Mill River Conservation Area. This river is in a thickly forested area in a ravine. Some of this protected area was donated and some was purchased. Visiting Mill River is a family-friendly get-away into nature open for the public to enjoy.

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Jamie S.
January 25, 2024, Puffers Pond

Puffers Pond is a popular 11-acre pond in Amherst. This freshwater pond is the largest body of water in the town and has sandy beaches for swimming and places where you can launch a canoe. There are trails that encircle it that you can hike, bird, and fish along. This is a nice place to stop as you ride around the area.

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On this side of Depot Road, you can enjoy a good view of Leverett Pond from its boat launch point. The bottom of this pond is completely covered by submerged vegetation.

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Frequently Asked Questions

How many gravel bike trails are available in Hampshire County?

Hampshire County offers a wide selection of gravel biking routes, with nearly 40 trails documented on komoot. These range from easy loops to challenging climbs, ensuring options for various skill levels.

Are there any easy gravel bike trails suitable for beginners or families?

Yes, there are easy options available. For a more relaxed ride, consider the Watershed Forest Trail – Ashley Reservoir loop from Ashley Pond. This 12.9-mile (20.7 km) trail is rated easy and leads through diverse habitats, making it a great choice for those looking for a less strenuous experience.

What kind of terrain can I expect on gravel bike trails in Hampshire County?

Gravel biking in Hampshire County features a diverse mix of terrain. You'll encounter converted railroad beds, hilly backroads, and sections that include paved surfaces, packed dirt, mud, and gravel. This variety provides a dynamic riding experience across the region's landscapes.

Are there any gravel routes that offer scenic viewpoints or natural landmarks?

Absolutely. Many routes provide stunning views. The Mount Tom Range, for instance, offers significant elevation changes and rewarding vistas of the Pioneer Valley and the Connecticut River. You can also find panoramic views from Deadtop and the Mount Holyoke Summit. The Norwottuck Rail Trail Bridge also offers scenic river views.

Can I find trails with waterfalls or other water features?

Yes, the region is known for its scenic water features. Routes through the Green River Valley and areas like the Historic Farmlands of Deerfield - River Road Loop offer opportunities to explore woodlands, ponds, and even waterfalls. The Fitzgerald Lake Conservation Area also showcases diverse habitats including wetlands and lakes.

What do other gravel bikers say about the trails in Hampshire County?

The gravel biking routes in Hampshire County are highly regarded by the komoot community, with an average rating of 4.5 stars from dozens of riders. Cyclists often praise the varied terrain, scenic beauty, and the blend of challenging climbs and enjoyable paths.

Are there any circular gravel bike routes in the area?

Yes, many of the gravel routes in Hampshire County are designed as loops. For example, the challenging Plainfield Pond – East Windsor road loop from Guyette Farm Conservation Area and the Puffers Pond – Atkins Reservoir loop from North Amherst are popular circular options, offering a full experience without retracing your path.

What is the best time of year for gravel biking in Hampshire County?

Hampshire County is beautiful year-round, but spring and fall are particularly popular for gravel biking. Spring brings lush greenery, while autumn offers dazzling fall foliage, especially in the Connecticut River Valley. Summer is also great, though some riders prefer cooler temperatures for longer rides.

Are there any specific areas known for challenging climbs or significant elevation gain?

For those seeking a challenge, the Mount Tom Range is ideal. This area, part of the Metacomet Ridge, features routes with significant elevation changes and rugged terrain. The Rock notch in Main Poland Road – Chapel Falls loop from Mill Hill is another difficult route with substantial climbing.

Where can I find more information about the natural areas and conservation efforts in Hampshire County?

You can learn more about the region's natural beauty and conservation areas by exploring highlights like the Arcadia Wildlife Sanctuary and the Fitzgerald Lake Conservation Area. For broader recreational information, you might find resources on the Visit Hampshire County website.

Are there any historical sites or unique geological formations to see along the trails?

Yes, the region has both historical and geological points of interest. The Mount Tom Range is known for its historic sites and unique microclimate ecosystems. Additionally, the area features interesting geological formations like The Horse Caves, which hold historical significance.

Is there public transport access to any of the gravel biking areas?

While specific public transport routes directly to trailheads can vary, many towns in Hampshire County are accessible by local bus services. It's advisable to check local transit schedules for routes that may connect to areas near popular rail trails like the Norwottuck Rail Trail or Manhan Rail Trail.

Where can I find parking for gravel biking in Hampshire County?

Many trailheads and conservation areas offer designated parking. For example, the Mount Tom North Trailhead Park provides parking for access to its crushed stone gravel trail. It's always a good idea to check specific route details or local park websites for parking availability before you go.

Most popular routes in Hampshire County

Hiking in Hampshire County

Most popular attractions in Hampshire County

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Didn’t find what you were looking for?

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

Cadwell Memorial ForestMount Holyoke Range State ParkD.A.R. State ForestAmherstEasthamptonDead Branch State ForestGilbert A. Bliss State ForestMount Holyoke Range State Park CrNorthamptonJoseph Allen Skinner State ParkHatfieldSilvio O Conte National Fish And Wildlife Refuge

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