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United States
Massachusetts
Hampshire County

Gilbert A. Bliss State Forest

The best cycling routes in Gilbert A. Bliss State Forest

By Fede from komoot

·

Updated June 1, 2026

If you’ve ever tried to plan touring cycling in Gilbert A. Bliss State Forest, you know how overwhelming the options can be. With so many routes, it’s tough to tell which ones are genuinely worth your time and effort, and which are just filler. We get it – sifting through countless trails to find the real highlights can be a pain.

That’s where we come in. Our komoot community has mapped, ridden, and reviewed these routes, so we’ve done the legwork for you. This guide is a curated shortlist of the touring cycling routes that truly deliver, saving you the guesswork and ensuring your legs are well-spent.

Touring cycling in Gilbert A. Bliss State Forest means immersing yourself in a beautiful northern hardwood forest, with diverse trees and the East Branch of the Westfield River shaping the landscape. Expect varied terrain, including gravel paths, and significant elevation changes that offer both challenge and rewarding views. The area offers routes from moderate to difficult, with the dramatic Chesterfield Gorge providing a stunning backdrop.

If you only do one route, we’d point you to the Views of Westfield River loop from Westfield River Access. At 17.0 miles (27.4 km), it’s a challenging ride with plenty of elevation gain, but the river views make every pedal stroke worthwhile. For a slightly shorter, moderate option that still captures the area’s charm, try the Views of Westfield River – Indian Oven Rd loop from Westfield River Access, a 11.7-mile (18.8 km) route that’s a local favorite. Ready to explore? Dive into these routes and discover the best of Gilbert A. Bliss State Forest with komoot.

If you only do 3 of these routes

  1. 1

    Views of Westfield River loop from Westfield River Access
  2. 2

    Bike loop from Westfield River Access
  3. 3

    Views of Westfield River – Indian Oven Rd loop from Westfield River Access

Compare these routes at a glance

Trail

Distance

Elevation

Difficulty

Views of Westfield River loop from Westfield River Access

27.4 km

540 m

Hard

Bike loop from Westfield River Access

15.6 km

260 m

Moderate

Views of Westfield River – Indian Oven Rd loop from Westfield River Access

18.8 km

350 m

Moderate

Warner Hill – Plainfield Pond loop from Cummington

44.7 km

670 m

Hard

Views of Westfield River – Westfield River trail loop from Westfield River Access

28.6 km

410 m

Moderate

Plainfield Pond – Indian Oven Rd loop from Guyette Farm Conservation Area

79.6 km

1,440 m

Hard

Peru State Forest loop from Glen Cove Wildlife Sanctuary

32.9 km

580 m

Hard

Ashfield Town Beach – Chapel Falls loop from Bradley Property

30.1 km

480 m

Hard

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1.

Views of Westfield River loop from Westfield River Access

27.4km

01:59

540m

540m

This challenging touring bicycle route, the Views of Westfield River loop from Westfield River Access, offers a dynamic ride with significant elevation gain. You'll navigate 17.0 miles (27.4 km) of varied terrain, including sections along the Wild & Scenic Westfield River, where you can spot waterfalls and cross scenic bridges. The route also incorporates parts of the Columbia Greenway Rail Trail, an elevated urban trail that provides unique views of Westfield, making for a diverse and engaging cycling experience.

To tackle this difficult 17.0-mile (27.4 km) loop with its 1778 feet (542 metres) of climbing, plan for approximately 1 hour and 59 minutes of riding. The Westfield River Access serves as a convenient starting point. Consider riding in spring to enjoy the mountain laurel blooms or in the fall for cooler temperatures and vibrant foliage, as these seasons generally offer the most pleasant conditions for cycling.

What makes this route stand out is its blend of natural river beauty and innovative urban infrastructure, particularly the Columbia Greenway Rail Trail, which is a key part of a larger network extending into Connecticut. The Westfield River itself is recognized for its pristine wilderness and recreational value. This loop is ideal for experienced touring cyclists seeking a substantial workout combined with picturesque views and a taste of local history.

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2.

Bike loop from Westfield River Access

15.6km

01:07

260m

260m

The Bike loop from Westfield River Access offers a rewarding touring cycling experience, blending paved and gravel sections along the scenic Westfield River. You'll pedal through varied landscapes, from river views to forested areas, possibly encountering the rugged beauty of the Gilbert A. Bliss State Forest if the route incorporates the Chesterfield Gorge to Knightville Dam access road. This moderate 9.7-mile (15.6 km) loop includes 849 feet (259 metres) of elevation gain, making it a good option for cyclists who enjoy a bit of a challenge and diverse terrain, taking about 1 hour and 7 minutes to complete.

Accessing this loop will depend on your starting point, as the area features several trailheads for different segments, such as those for the Columbia Greenway Rail Trail or near Chesterfield Gorge. Parking is generally available at these points, but it's always wise to check specific locations. The best time to ride is from spring through fall, when the weather is pleasant and the natural scenery, including blooming mountain laurel, is at its peak. Be sure to check trail conditions, especially for unpaved sections, after any significant rainfall.

This route stands out for its potential to combine the smooth, family-friendly stretches of the Columbia Greenway Rail Trail with more adventurous gravel paths, providing a comprehensive touring cycling experience in Westfield, Massachusetts. The area is known for its birdwatching opportunities, with species like yellow warblers and American redstarts, adding an extra layer of enjoyment to your ride. It's a great way to explore the natural beauty and varied cycling options around the Westfield River.

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3.

Views of Westfield River – Indian Oven Rd loop from Westfield River Access

18.8km

01:38

350m

350m

This touring cycling loop offers a fantastic exploration of the Wild and Scenic Westfield River valley, combining paved roads with challenging gravel and dirt sections. You'll navigate a varied landscape, from deep forests to open rural views, with the possibility of passing through the remote Knightville Basin and catching dramatic sights like the Chesterfield Gorge. The route is a moderate 11.7-mile (18.8 km) ride, featuring 1159 feet (353 metres) of elevation gain, making it a solid workout for experienced cyclists.

Starting from the Westfield River Access, this route is best tackled by cyclists prepared for mixed terrain and significant climbs. Given the potential for steep grades and loose surfaces, especially on seasonal roads, wider tires (38mm or more) are highly recommended. Be aware that cell phone coverage can be spotty in some areas, so it's wise to download your route beforehand.

The Westfield River itself is a federally designated Wild and Scenic river, known for its exceptional natural beauty and ecological value. The area is rich in history, with features like old stone walls and the namesake Indian Oven Road, which hints at indigenous presence. This loop provides a rewarding way to experience the diverse landscapes and historical elements of this picturesque part of Massachusetts.

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4.

Warner Hill – Plainfield Pond loop from Cummington

44.7km

03:39

670m

670m

Embark on a true New England cycling adventure with the Warner Hill – Plainfield Pond loop from Cummington. This difficult touring cycling route spans 27.8 miles (44.7 km) and climbs 2201 feet (671 metres), typically taking around 3 hours and 38 minutes. You'll navigate through dense forested landscapes and past historic farms, with the serene Plainfield Pond offering a beautiful focal point. The terrain is consistently hilly, featuring both paved and potentially unpaved roads, making it a rewarding challenge for cyclists with good fitness.

To tackle this demanding route, ensure your touring bicycle is equipped for significant climbs and varied road surfaces. Starting from Cummington, you'll find yourself immersed in rural Massachusetts, so plan to carry all necessary supplies, including ample water. The best times to experience this loop are during spring for wildflowers or autumn for the spectacular fall foliage, though the quiet country roads offer charm throughout the warmer months.

This loop provides a quintessential Western Massachusetts cycling experience, showcasing the region's natural beauty and rural character. The challenging elevation changes and mixed road conditions make it stand out among touring cycling routes in the area, appealing to those who appreciate a strenuous ride away from urban bustle. It's a fantastic way to explore the scenic Berkshire Hills and discover the idyllic charm of Cummington and Plainfield.

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5.

Views of Westfield River – Westfield River trail loop from Westfield River Access

28.6km

02:39

410m

420m

This 17.7-mile (28.6 km) touring cycling loop, known as the Views of Westfield River – Westfield River trail, offers a moderate ride with 1361 feet (415 metres) of elevation gain, typically completed in about 2 hours and 39 minutes. You'll pedal alongside the scenic Westfield River, a federally designated Wild and Scenic River, enjoying views of woodlands and open farmland. Keep an eye out for historic Keystone Arch Bridges and the chance to spot various bird species like yellow warblers and American redstarts, especially as the trail winds through diverse ecosystems.

Planning your ride is straightforward, with parking available at the Westfield River Access point. While the trail is generally accessible, some sections might feature mixed surfaces of pavement and gravel, so be prepared for varied terrain. Spring is a particularly beautiful time to visit, with mountain laurel adding vibrant color to the landscape. This route is ideal for touring cyclists seeking a moderate challenge and picturesque river views.

The Westfield River area is rich in natural beauty and history, offering more than just cycling. Beyond the trail, you can explore the dramatic Chesterfield Gorge or enjoy other activities like fly fishing for trout and birdwatching. The trail also connects to other significant cycling routes, such as the Columbia Greenway Rail Trail, expanding your touring possibilities in this charming part of Massachusetts.

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7.

Peru State Forest loop from Glen Cove Wildlife Sanctuary

32.9km

02:49

580m

580m

The Peru State Forest loop from Glen Cove Wildlife Sanctuary offers a truly wild experience, but be warned: this difficult 20.4 miles (32.9 km) touring cycling route with 1904 feet (580 metres) of elevation gain is estimated to take 2 hours and 49 minutes and is far from a smooth ride. You'll navigate rocky, rooted, and uneven trails through towering pine and spruce trees, past tranquil streams and crystal-clear ponds, with potential for mud and standing water. While the natural beauty is undeniable, with views of the Berkshires from Garnet Hill, the terrain is better suited for mountain or gravel bikes than traditional touring setups.

Planning your visit requires acknowledging the rugged nature of the area. Curtin Road, a key access point, is an unmaintained dirt road, making vehicle access challenging, especially in winter. Given the "Peru State Forest touring cycling difficulty elevation," ensure your bike is robust enough for off-road conditions, as the trails are not designed for typical touring bikes. There are no specific details on parking or permits, so prepare for a self-sufficient outing.

Peru State Forest is a notable part of a crucial wildlife corridor, providing an immersive experience in an intact mountain ecosystem, home to black bears, deer, and coyotes. Beyond its natural allure, the forest holds historical significance, with a memorial site accessible via the Garnet Hill Trail commemorating 16 paratroopers lost in a 1942 aircraft crash. This route offers a deep dive into nature and history, making it a unique, albeit challenging, destination.

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Tips from the Community

oliviakellis
February 25, 2024, Upper Westfield River Wildlife Management Area

As part of Windsor State Forest, The Upper Westfield River Wildlife Management Area diligently nurtures both deer and local wildlife populations, serving as a beloved destination for outdoor enthusiasts.

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Alex
January 24, 2024, Indian Oven Rd

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.

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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.

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Alex
January 24, 2024, Westfield River trail

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

Alex
January 23, 2024, Plainfield Pond

Plainfield Pond in Massachusetts offers a calm retreat for visitors and cyclists. Surrounded by wooded landscapes, the pond provides a peaceful setting for a bike ride break. The scenery includes reflective waters and natural views, offering a relaxed environment for birdwatching, quiet contemplation and a dip on a hot summers day.

0

0

The Westfield River is a 78-mile-long river that is a major tributary of the Connecticut River. This spot offers views of a narrow rocky canyon that the river cuts through.

0

0

Frequently Asked Questions

What kind of terrain can I expect on touring cycling routes in Gilbert A. Bliss State Forest?

The touring cycling routes in Gilbert A. Bliss State Forest primarily feature varied terrain, including gravel paths. The area is known for its northern hardwood forest ecosystem, offering a mix of surfaces suitable for gravel riding. While some routes might have paved sections, be prepared for unpaved surfaces and potential challenges, especially on more difficult trails.

Are there any family-friendly touring cycling routes in Gilbert A. Bliss State Forest?

While the region is noted for gravel riding, which can be challenging, the guide indicates that there are moderate routes available. These might be more suitable for families with some cycling experience, though specific 'easy' routes are not highlighted for touring cycling. It's advisable to check the route details for elevation and surface type to ensure it matches your family's skill level.

Can I bring my dog on touring cycling routes in Gilbert A. Bliss State Forest?

Gilbert A. Bliss State Forest is generally dog-friendly for outdoor activities. However, when cycling, it's crucial to ensure your dog is well-behaved, leashed, and that you adhere to any specific trail regulations regarding pets. Always practice Leave No Trace principles and be mindful of other trail users and wildlife.

Are there circular touring cycling routes available in Gilbert A. Bliss State Forest?

Yes, many of the touring cycling routes in Gilbert A. Bliss State Forest are designed as loops. For example, you can explore the Views of Westfield River loop from Westfield River Access, which is a moderate 14.4-mile ride, or the Bike loop from Chesterfield Gorge Reservation, a 9.7-mile trail through forested areas.

What natural features or landmarks can I see while cycling in Gilbert A. Bliss State Forest?

While cycling, you'll traverse a northern hardwood forest with diverse tree species like beech, maple, and pine. A significant nearby attraction is Chesterfield Gorge, featuring seventy-foot-high granite walls carved by the Westfield River. The East Branch of the Westfield River itself flows through the area, offering picturesque water features and scenic views along its corridor. The Views of Westfield River – Castle Hill loop from Westfield River Access offers expansive views of the river valley.

Where can I park when visiting Gilbert A. Bliss State Forest for cycling?

Parking is typically available at designated access points for state forests and trailheads. For routes like the Views of Westfield River loop, you would start from Westfield River Access, implying parking facilities there. Similarly, the Bike loop from Chesterfield Gorge Reservation suggests parking near the reservation. Always check local signage for specific parking regulations and availability.

What is the best time of year to go touring cycling in Gilbert A. Bliss State Forest?

The spring, summer, and fall months generally offer the best conditions for touring cycling in Gilbert A. Bliss State Forest. Spring brings lush greenery, while fall showcases vibrant foliage. Winter cycling is possible, especially for those equipped for snow and ice, but many trails may be used for snowshoeing or cross-country skiing, and conditions can be challenging.

Are there challenging touring cycling routes for experienced riders?

Yes, Gilbert A. Bliss State Forest offers several challenging routes. The Views of Westfield River – Castle Hill loop from Westfield River Access is a difficult 20.8-mile path with significant elevation gain, ideal for experienced touring cyclists looking for a demanding ride. These routes often involve hard gravel and require good fitness and advanced riding skills.

What is the typical length of touring cycling routes in Gilbert A. Bliss State Forest?

The touring cycling routes in Gilbert A. Bliss State Forest vary in length. You can find shorter loops, such as the Bike loop from Chesterfield Gorge Reservation at 9.7 miles (15.6 km), up to longer, more challenging rides like the Views of Westfield River – Castle Hill loop from Westfield River Access, which is 20.8 miles (33.4 km).

Are there any amenities or places to stop near the touring cycling routes?

While the state forest itself is a natural preserve, the surrounding towns like Chesterfield, Huntington, and Worthington may offer amenities such as cafes, pubs, and accommodation. Plainfield Pond, mentioned in regional research, also provides a peaceful setting for a break during a ride. It's recommended to plan your route and check for services in nearby communities.

Do I need any special permits for touring cycling in Gilbert A. Bliss State Forest?

Generally, no special permits are required for recreational cycling on established trails within Gilbert A. Bliss State Forest. However, it's always a good practice to check the official Massachusetts Department of Conservation and Recreation (DCR) website for any updated regulations or specific requirements for certain areas or activities before your visit.

Is it possible to spot wildlife while cycling in the forest?

Yes, Gilbert A. Bliss State Forest and the surrounding areas are home to diverse wildlife. The forest ecosystem supports various species, and the area near Chesterfield Gorge is known to host animals such as bears, bobcats, and turkeys. Cyclists should remain vigilant, especially during dawn and dusk, and maintain a respectful distance from any wildlife encountered.

What do other touring cyclists enjoy the most about cycling in Gilbert A. Bliss State Forest?

The area is highly rated by the komoot community, with an average score of 5.0 stars from 4 reviews. Reviewers often praise the varied terrain suitable for gravel riding, the scenic beauty of the northern hardwood forests, and the picturesque views along the Westfield River. The network offers options for different ability levels, from moderate to difficult, catering to a range of cycling preferences.

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