Winslow MaineHIKING TRAILS & PLACES TO HIKE


Listed below are the best hiking trails and places to hike near Winslow, Maine.



1. Winslow Community Trails

ACCESSIBLE LOCAL TRAILS


Winslow Community Trails wind around the town's ballfields and woodland areas, connecting all three Winslow schools and Scott Park. With hard-packed surfaces and gentle grades, these trails are accessible for walkers, joggers, cyclists, and those with mobility aids. The scenic pathways offer safe and family-friendly recreation right in the heart of Winslow.


2. Rotary Centennial Trail

RIVERSIDE WALKING PATH


The Rotary Centennial Trail is a flat, well-maintained walking path that follows the Kennebec River from Fairfield toward Winslow. The trail offers sweeping river views and is popular for walking, jogging, and dog walking. Planned connections will further integrate the trail with paths in Winslow and the greater Kennebec region.


3. Don Fish Trail Loop

WOODLAND LOOP HIKE


The Don Fish Trail Loop is a moderate hike offering a blend of forest scenery and quiet escapes from city life near downtown Waterville. Its well-marked loop circles through varied woods with opportunities to spot local wildlife. This trail provides a peaceful nature experience just minutes from Winslow.


4. Round Top Trail

SUMMIT WITH A VIEW


Round Top Trail in Rome leads hikers through wooded terrain up to panoramic vistas overlooking the surrounding lakes and hills. The easy-to-moderate trail rewards visitors with a scenic summit perfect for picnics and photos. Its gentle ascent and well-maintained path make it a favorite in the Belgrade Lakes area.


5. Whistle Stop Rail-Trail

CONVERTED RAIL TRAIL


The Whistle Stop Rail-Trail is a multi-use corridor stretching through scenic western Maine countryside, following a former railroad bed. Its crushed stone surface accommodates hikers, cyclists, and winter sports enthusiasts. Passing through remote woods and farmland, it offers a tranquil long-distance adventure.



6. Old Narrow Gauge Volunteer Trail

HISTORIC RAIL BED PATH


The Old Narrow Gauge Volunteer Trail in Randolph is a family-friendly trail built on a historic rail line, winding through forests and wetlands. Interpretive signs along the route highlight the local railroad history. Its gentle grade is ideal for walkers, runners, and cyclists of all ages.


7. Kennebec River Rail Trail

URBAN RIVERFRONT TRAIL


The Kennebec River Rail Trail stretches along the river, linking Augusta, Hallowell, Farmingdale, and Gardiner. This paved path is well-loved by walkers, runners, and cyclists who enjoy river views, public art, and access to vibrant downtowns. It's an excellent way to experience the region's natural beauty while staying close to urban amenities.


8. Messalonskee Stream Trail

STREAMSIDE NATURE WALK


The Messalonskee Stream Trail in Waterville follows the stream's course through diverse woodlands and wetlands. Wooden bridges, interpretive signs, and wildlife viewing spots make this a favorite for nature lovers and families. Its trailheads are easily accessible from both residential and college neighborhoods.


9. Quarry Road Trails

YEAR-ROUND RECREATION AREA


Quarry Road Trails offers a network of year-round trails for hiking, trail running, mountain biking, and winter sports. In the warmer months, hikers enjoy forested paths and open fields, while in winter, the trails are groomed for cross-country skiing and snowshoeing. This popular outdoor destination is located just minutes from downtown Waterville.


10. Kennebec Messalonskee Trails

COMMUNITY GREENWAY SYSTEM


Kennebec Messalonskee Trails is a network of greenways and multi-use paths connecting parks, neighborhoods, and scenic areas throughout greater Waterville. The trails invite walkers, cyclists, and runners to explore varied landscapes along streams, woodlands, and old rail corridors. The system is continually expanding, making it a cornerstone of local outdoor recreation.