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Routes
Road cycling routes
United States
Massachusetts
Hampshire County

Middlefield State Forest

The best road cycling routes in Middlefield State Forest

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Road cycling in Middlefield State Forest, located in the Berkshire Plateau of Western Massachusetts, offers varied terrain across rolling hills and dense woodlands. The region is characterized by lush greenery, diverse tree species like white pine, oak, and maple, and serene natural features. Road cycling routes here navigate through these landscapes, providing a mix of challenges and scenic views. The area's geology, shaped by receding glaciers, contributes to its varied topography.

Best road cycling routes in Middlefield State Forest

  • The…

Last updated: May 17, 2026

3

riders

#1.

Skedden Property – View of Lake Ashmere Bridge loop from Peru

61.3km

03:09

900m

900m

Hard road ride. Very good fitness required. Mostly well-paved surfaces and easy to ride.

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Hard

Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.

Moderate
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Moderate road ride. Good fitness required. Some segments of this route may be unpaved and difficult to ride.

Moderate

Moderate road ride. Good fitness required. Some segments of this route may be unpaved and difficult to ride.

Moderate

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Popular around Middlefield State Forest

Hiking in Middlefield State Forest

Tips from the Community

mtm05005
March 4, 2024, Plunkett Brothers Mill Ruins

This is the site of the ruins of the Plunkett Brothers Mill. The mill was working until 1930 and produced a range of textiles, including blankets, shirts and skirts. The mill was run on energy created by the Housatonic River. Once the mill shut down, it was abandoned and over the 90 years, nature has slowly reclaimed the area.

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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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Scott
February 27, 2024, Dalton

Dalton is home to a vibrant arts scene, evident in its numerous art galleries, studios, and theaters. The town hosts several annual events celebrating art, music, and culture, such as the Dalton Summer Festival and the Studio Tour.

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Middlefield State Forest offers a tranquil escape with its dense woodlands, scenic trails, and recreational opportunities like hiking, cycling, picnicking, and birdwatching.

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This reserve is a hidden gem along the East Branch of the breathtaking Housatonic River. The area is a treasure trove of fascinating historical sites, including a centuries-old dam, the Plunkett Brothers mill, and the remains of an awe-inspiring penstock that once channeled water to the mills of Dalton. This land's rugged and spectacular natural beauty is an absolute feast for the eyes, with towering boulders and lush hemlock groves that beckon you to explore.

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Cycling along East River Road in Fox Den Wildlife Management Area offers encounters with diverse wildlife and lush foliage. The road meanders through woodlands where cyclists may spot white pine, oak, and maple trees. Wildlife sightings can include deer, songbirds, and various woodland creatures, enriching the cycling experience.

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Lake Ashmere is used mostly for private recreational purposes and has a number of summer camps dotted along its shore. It is not open to the general public, but the view over the bridge makes for a stunning view when you pass by on your bike.

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Caro "Bandit"
February 24, 2022, Dalton

Dalton is a pretty little town of about 6,500 people that was first settled in 1755. Since 1873, the Crane & Co. located there has been the sole supplier of the United States' paper money and the town's largest employer. In addition, Dalton is a stop along the Appalachian Trail. Here you'll find restaurants, grocery stores and lodging.

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Frequently Asked Questions

How many road cycling routes are available in Middlefield State Forest?

Middlefield State Forest offers a selection of road cycling routes, with four distinct tours currently available on komoot. These routes cater to various fitness levels, ranging from moderate to difficult.

What kind of terrain can I expect when road cycling in Middlefield State Forest?

You can expect varied terrain characterized by rolling hills and dense woodlands. The routes wind through lush greenery with diverse tree species like white pine, oak, and maple. The landscape, shaped by receding glaciers, contributes to its varied topography, offering both scenic beauty and engaging challenges.

What are the difficulty levels of road cycling routes in Middlefield State Forest?

The road cycling routes in Middlefield State Forest range from moderate to difficult. Moderate routes typically require good fitness, while difficult routes demand very good fitness due to significant elevation gains. For example, the Cherry Tree Hill – View of Lake Ashmere Bridge loop from Peru is classified as difficult, featuring over 900 meters of elevation gain.

Are there any challenging road cycling routes for experienced riders?

Yes, experienced riders looking for a challenge can tackle the Cherry Tree Hill – View of Lake Ashmere Bridge loop from Peru. This difficult route spans 61.3 km and includes over 900 meters of elevation gain, making it a demanding ride through the forest's varied terrain.

Can I find moderate road cycling routes suitable for good fitness levels?

Absolutely. Several moderate routes are available, perfect for those with good fitness. The View of Lake Ashmere Bridge – Dalton loop from Hinsdale is a popular choice, covering 44.6 km with approximately 690 meters of elevation gain. Another option is the View of Lake Ashmere Bridge – Middlefield State Forest loop from Hinsdale, which is 57.2 km long with about 831 meters of ascent.

Are there any shorter road cycling routes in the area?

For a shorter ride, consider the Peru Wildlife Management Area – Cole Street Conservation Area loop from Westfield River Access. This moderate route is approximately 22.6 km long with around 380 meters of elevation gain, offering a quicker yet engaging experience.

Are there road cycling routes that offer views of water features like lakes?

Yes, several routes provide scenic views of water features. The View of Lake Ashmere Bridge – Dalton loop from Hinsdale and the View of Lake Ashmere Bridge – Middlefield State Forest loop from Hinsdale both offer glimpses of Lake Ashmere and its surrounding natural beauty. Additionally, Tracy Pond borders the State Forest, providing a tranquil natural setting.

What kind of wildlife might I encounter while cycling in Middlefield State Forest?

Middlefield State Forest and its adjacent areas are home to diverse wildlife. Cyclists might spot white-tailed deer and various woodland creatures. The nearby Tracy Pond Wildlife Management Area is known for its abundance of wildlife, including black bears, offering a chance for nature observation during your ride.

What is the best time of year to go road cycling in Middlefield State Forest?

The region's lush greenery and diverse tree species suggest that spring, summer, and fall would be ideal. Spring brings fresh foliage, summer offers warm weather, and autumn provides stunning fall colors. The tranquil nature of the forest makes it a pleasant destination for outdoor activities during these seasons.

Are the road cycling routes in Middlefield State Forest mostly paved?

While many segments of the road cycling routes in Middlefield State Forest feature mostly well-paved surfaces, some routes may include unpaved or more challenging sections. This mix offers varied experiences for cyclists, from smooth stretches to more rugged terrain.

What do other road cyclists enjoy the most about road cycling in Middlefield State Forest?

Road cyclists appreciate the varied terrain across rolling hills and dense woodlands, providing a mix of challenges and scenic views. The tranquil natural retreat, characterized by lush greenery and diverse tree species, is often highlighted as a key draw. The area's established routes cater to different ability levels, making it accessible for many.

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Hiking in Middlefield State Forest

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