Public hiking trails in Winchester, Massachusetts

Welcome to Whipple Hill Parking Lot, conveniently located at 196 Johnson Road, Winchester, Massachusetts. Nestled in the picturesque surroundings of Whipple Hill, our parking facility offers a safe and accessible place to park your vehicle while you explore the natural beauty of the area. Whether you're here to hike the scenic trails, enjoy a leisurely walk, or participate in outdoor activities, Whipple Hill Parking Lot provides ample space to accommodate your parking needs. Our well-maintained lot ensures a hassle-free experience, allowing you to focus on your adventures without worrying about your vehicle's safety.

Welcome to the Middlesex Fells Reservation - Long Pond Parking Lot, conveniently located at 524-530 South Border Road, Winchester, Massachusetts. Nestled in the picturesque surroundings of the Middlesex Fells Reservation, our parking facility offers easy access to one of the most beautiful natural areas in the region. Whether you're here for a peaceful hike, a family picnic, or simply to enjoy the serene beauty of Long Pond, our parking lot provides a safe and accessible place to begin your adventure. With ample parking spaces and a prime location, we make it simple for you to explore the diverse trails and scenic views that the Middlesex Fells Reservation has to offer. Come and experience the perfect blend of convenience and nature at our Long Pond Parking Lot.

Welcome to Mt. Pisgah, a serene oasis nestled in the heart of Winchester, Massachusetts. Located on Andrews Road, this charming park and tourist attraction offers a perfect escape into nature for locals and visitors alike. Whether you're seeking a peaceful spot for a leisurely walk, a family picnic, or an adventurous hike, Mt. Pisgah has something for everyone. Explore the scenic trails that wind through lush woodlands, offering breathtaking views and a chance to reconnect with the great outdoors. Nature enthusiasts will delight in the diverse flora and fauna that call this park home, while photographers will find endless opportunities to capture the beauty of the landscape.

Welcome to the Tri-Community Greenway Trailhead, a scenic park located in the heart of Stoneham, Massachusetts. Nestled in the vibrant community of Stoneham, this trailhead serves as a gateway to the beautiful Tri-Community Greenway, a multi-use trail that connects the towns of Stoneham, Woburn, and Winchester. The Tri-Community Greenway Trailhead is the perfect starting point for outdoor enthusiasts of all ages. Whether you're a hiker, cyclist, runner, or simply someone who loves to explore nature, our trailhead offers easy access to miles of well-maintained paths surrounded by lush greenery and picturesque landscapes. The trail is ideal for both leisurely strolls and more vigorous activities, providing a refreshing escape from the hustle and bustle of everyday life.