15
riders
3
rides
Touring cycling routes in Kenneth Dubuque Memorial State Forest traverse a varied landscape of rolling Berkshire Hills and diverse woodlands. The forest spans over 7,800 acres, featuring a network of mixed-use trails, including dirt, gravel woods roads, and old town roads suitable for touring bikes. These routes often include unpaved but maintained surfaces, providing a mix of challenging and scenic rides with moderate to significant elevation gains. The area is characterized by tranquil woodland trails, historical artifacts, and scenic spots…
Last updated: July 2, 2026
1
riders
14.6km
01:06
230m
230m
The Bear Swamp loop from Hawley, a moderate touring cycling route, offers a scenic journey along the Lackawaxen River, primarily utilizing the multi-use Hawley Trail. You'll experience a blend of…
9
riders
79.6km
07:05
1,440m
1,440m
Hard bike ride. Very good fitness required. Mostly paved surfaces. Suitable for all skill levels.

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2
riders
36.5km
02:32
560m
560m
This challenging touring cycling route from Dalton takes you deep into the rolling Berkshire Hills, offering a constant interplay of climbs and descents through picturesque forested roads. You'll be treated…
2
riders
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…
1
riders
57.0km
03:35
640m
640m
Hard bike ride. Very good fitness required. Mostly paved surfaces. Suitable for all skill levels.
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Popular around Kenneth Dubuque Memorial State Forest
Named after Fort Pelham from the French and Indian War, the lake provides a pleasant view as you ride, along with a beach area for cooling off if you decide to take a break. Additionally, there are miles of trails surrounding the lake to explore if you choose to combine your ride with some hiking.
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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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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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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.
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If you take a rest from cycling at Bear Swamp you will encounter a rich tapestry of wildlife and nature. The forested parkland hosts diverse bird species, amphibians, and woodland creatures. Towering trees, babbling brooks, and the peaceful ambiance create a lovely spot to stop for a break.
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Tiny state park located close to Dalton. Just follow the hiking loop from the parking lot to get to the creek and the beautiful waterfall.
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Komoot features 5 touring cycling routes within and around Kenneth Dubuque Memorial State Forest. These routes offer a variety of experiences, from moderate loops to more challenging rides with significant elevation changes.
The routes primarily consist of unpaved but maintained surfaces, including dirt, gravel woods roads, and old town roads. While some segments are designed for mountain biking, many are suitable for gravel bikes, hybrid bikes with wider tires, or mountain bikes configured for touring. You'll encounter varied terrain, including hills, providing both challenging and scenic rides.
While many routes in Kenneth Dubuque Memorial State Forest feature varied terrain and elevation, the forest does offer mixed-use trails. For a moderate option, consider the Bear Swamp loop from Hawley, which is 9.0 miles (14.6 km) long and takes about 1 hour 6 minutes. Always check the route details for specific difficulty and surface conditions to ensure it's suitable for your family's experience level.
Kenneth Dubuque Memorial State Forest is generally dog-friendly, allowing leashed dogs on its trails. However, it's always recommended to check specific trail regulations or local signage before heading out, as rules can vary. Ensure your dog is comfortable with the terrain and distance of your chosen cycling route.
The forest is rich in history and natural beauty. You can discover remnants of past settlements, such as cellar holes from the abandoned village of South Hawley, and an unusual beehive-shaped fieldstone charcoal kiln. Near Hallockville Pond, you'll find remains of a mill complex. Natural features include Hallockville Pond itself, Plainfield Pond, and Crooked Pond, offering scenic spots amidst the tranquil woodland scenery.
Yes, several routes in the area are designed as loops. For example, the Plainfield Pond – Indian Oven Rd loop from Guyette Farm Conservation Area offers a challenging 49.5-mile (79.6 km) ride with significant elevation changes. Another option is the Warner Hill – Plainfield Pond loop from Cummington, a difficult 44.5-mile (71.6 km) route.
The best time for touring cycling in Kenneth Dubuque Memorial State Forest is typically from spring through fall. The region is known for its beautiful woodland scenery, which is particularly vibrant during spring blooms and fall foliage. Summer offers lush green landscapes, but be prepared for warmer temperatures. Winter cycling is possible but may require specialized equipment due to snow and ice on unpaved roads.
Parking is generally available at designated access points and trailheads within Kenneth Dubuque Memorial State Forest. For routes starting outside the immediate forest boundaries, such as the Plainfield Pond – Indian Oven Rd loop, you might find parking at locations like Guyette Farm Conservation Area. Always check the specific route details on komoot for recommended starting points and parking information.
Absolutely. Kenneth Dubuque Memorial State Forest offers several challenging routes with significant elevation gains. The Plainfield Pond – Indian Oven Rd loop from Guyette Farm Conservation Area is a difficult 49.5-mile (79.6 km) path featuring substantial climbs and descents. Another demanding option is the Wahconah Falls State Park loop from Dalton, a 22.7-mile (36.5 km) route with considerable elevation.
While the forest itself is a natural preserve, the surrounding towns of Hawley, Plainfield, and Savoy, as well as nearby communities like Dalton, offer various amenities. You can find cafes, pubs, and accommodation options in these areas, providing convenient stops before or after your cycling adventures. It's advisable to check local listings for current availability.
The touring cycling routes in Kenneth Dubuque Memorial State Forest and its vicinity feature varied elevation gains, ranging from moderate to very significant. For instance, the Bear Swamp loop from Hawley has an elevation gain of approximately 226 meters, while the challenging Plainfield Pond – Indian Oven Rd loop involves over 1400 meters of ascent, requiring very good fitness.
Public transport options directly to Kenneth Dubuque Memorial State Forest are limited due to its rural location in the Berkshire Hills. Most visitors access the forest by car. If you plan to use public transport, you would likely need to combine it with a taxi or ride-sharing service from the nearest town with bus or train connections.


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