4.6
(460)
6,318
hikers
369
hikes
Hikes near Malden MA provide a mix of urban greenways and extensive woodland trails. The area's primary outdoor space is the Middlesex Fells Reservation, a large state park characterized by rocky hills, dense forests, and several ponds. Additional routes follow the Malden River and connect through local parks, providing flatter, more accessible options for walking and hiking.
Last updated: April 24, 2026
4.0
(1)
3
hikers
2.87km
00:50
30m
30m
Hike the challenging 1.8-mile Rock Circuit Trail in Middlesex Fells Reservation, featuring rock scrambles and panoramic viewpoints.
1
hikers
5.46km
01:32
60m
60m
Hike the moderate Boojum Rock and Hemlock Pool Loop in Middlesex Fells Reservation, offering rocky terrain, forest views, and the Boston sky

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2.41km
00:37
10m
10m
Hike the easy 1.5-mile Cross Fells Trail and Half Mile Road Loop in Middlesex Fells Reservation, featuring waterside views and wooded paths.
4.7
(18)
84
hikers
6.84km
01:49
70m
70m
Hike the 4.2-mile Rock Circuit Trail loop in Middlesex Fells Reservation for rocky terrain, forest views, and Boston skyline vistas.
5.0
(1)
5
hikers
12.0km
03:18
190m
190m
Moderate hike. Good fitness required. Easily-accessible paths. Suitable for all skill levels.
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Nice little waterfall on Shilly Shally Brook. The flow varies greatly depending on the time of year. The falls do occasionally ice over in winter, providing a fleeting chance for ice climbing.
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Boojum Rock stands as the city's highest point at approximately 280 feet above sea level. It's a great spot to rest and take in views of the Boston skyline. The nearby site of the 1899 MIT Observatory offers historical interest, with its remaining foundation and informative sign. Boojum Rock, one of four peaks along the Rock Circuit Trail, is accessible via this hiking path, making it a popular spot in the Middlesex Fells Reservation.
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Here you reach Boojum Rock, and at approximately 280 feet, it is Malden’s highest point above sea level. You can also enjoy great views of the city.
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Wow, what a great view! On top Boojum Rock you can enjoy a fantastic view of the Boston Skyline.
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Pinnacle Rock is one stop along the Rock Circuit Trail. Black Rock, Melrose Rock and Eagle Rock are close by.
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If you like a little hiking and a stunning view, Eagle Rock is your place to go. With no trees blocking your way, this rock formation is a great spot to take a break and enjoy the panoramic view.
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Though more or less in the middle of city, the Middlesex Fells Reservation offers a lot for nature lovers. Especially for hobby ornithologist it's a great place to visit.
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There is an increasing number of bald eagles breeding in the area around Boston. If you're lucky, you can spot some at Spot Pond in the Middlesex Fells Reservation.
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Yes, many trails in the area are great for hiking with dogs. The Rock Circuit Trail loop within Middlesex Fells Reservation is a popular choice for dog walkers. The reservation is well-known as a dog-friendly space, but it's always a good practice to check current leash regulations before you go.
Certainly. For a gentle and scenic walk suitable for all ages, the path around Fellsmere Park is a local favorite, offering a peaceful stroll by the pond. Another excellent option is the Malden River Greenway, which is a flat and accessible trail perfect for a family outing.
For impressive scenic overlooks, head to Waitts Mount Park, which is highly regarded by locals for its stunning panoramic views of Malden and the Boston skyline. Within Middlesex Fells, the trail to Pinnacle Rock offers another fantastic viewpoint and is a designated Hawk Watch Count Site, making it great for bird enthusiasts.
The terrain is quite varied. You'll find everything from wide, flat gravel paths around the reservoirs to more challenging, rugged trails. The Fells are characterized by rocky outcrops, forested hills, and some steep sections, especially on routes like the Rock Circuit Trail. It's best to wear sturdy footwear with good grip.
Yes, accessing the trails via public transport is straightforward. The Oak Grove MBTA station (Orange Line) is located very close to the eastern edge of Middlesex Fells Reservation, providing direct access to trailheads for routes like the Spot Pond – Boojum Rock Lookout loop.
The area offers many excellent loop trails, so you can easily end your hike where you started. A great moderate option is the Pinnacle Rock loop from Winchester, which takes you through the varied landscape of the Fells. Most of the popular trails in Middlesex Fells are designed as loops.
Yes, there are several parking areas for Middlesex Fells Reservation. However, be aware that parking can be challenging on weekends with nice weather, as the lots tend to fill up quickly. Arriving early is recommended to secure a spot.
For those looking for a longer hike, the Rock Circuit Trail to Crystal Spring Loop is a great choice. This moderate route covers about 7.5 miles and combines several popular sections of the reservation for a more extensive exploration.
Yes, winter hiking is a popular activity around Malden. The trails in Middlesex Fells Reservation offer a different kind of beauty when covered in snow. Just be sure to wear appropriate footwear with good traction, such as microspikes, as the rocky and hilly sections can become icy and slippery.
The trails around Malden are highly rated by the komoot community, with an average score of 4.6 stars. Hikers frequently praise the surprising feeling of wilderness so close to the city, the well-maintained paths, and the variety of terrain, from peaceful pond-side walks to rugged, rocky climbs.
There are over 300 routes to explore in and around Malden. The majority are easy walks and gentle hikes, but there are also nearly 100 moderate and difficult trails for those seeking more of a challenge. This network provides a wide range of options for every skill level.


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