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Hikes
United States
Massachusetts
Middlesex County

Medford

The best walks and hikes around Medford

4.6

(380)

6,113

hikers

35

hikes

Hiking around Medford offers routes through urban greenways and nature reservations. The area is characterized by riverfront paths, woodland trails, and reservoir loops. With a mix of paved greenways and rockier circuits, the trail network provides options for various ability levels.

Best hiking trails around Medford

  • The most popular hiking route is Skyline Outer Reservoir loop — Middlesex Fells, a 7.6 mile (12.2 km) trail that takes around 3 hours 15 minutes to complete. This moderate hike circles a reservoir within the Middlesex Fells Reservation.
  • Another top favourite among local hiking enthusiasts is Rock Circuit Trail loop — Middlesex Fells Reservation, an easy 4.2 mile (6.8 km) path. The trail follows a circuit through the reservation's woodlands.
  • Local hiking enthusiasts also love the Malden River Greenway — Medford, Massachusetts, a 1.6 mile (2.6 km) trail leading through an urban green space, often completed in about 40 minutes.
  • Hiking around Medford is defined by woodland reservations, river greenways, and reservoir paths. The network of trails offers both easy, accessible walks and more moderate circuits for hikers of different abilities.
  • The routes in Medford are highly rated by the komoot community with an average score of 4.6 stars from over 80 reviews. More than 1,200 hikers have used komoot to explore Medford's varied terrain.

Last updated: April 26, 2026

5.0

(1)

16

hikers

#1.

Southern Middlesex Fells Loop

6.01km

01:36

60m

60m

Easy hike. Great for any fitness level. Easily-accessible paths. Suitable for all skill levels.

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Easy

3

hikers

Easy hike. Great for any fitness level. Easily-accessible paths. Suitable for all skill levels.

Easy
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1

hikers

6.83km

01:50

100m

50m

Easy hike. Great for any fitness level. Easily-accessible paths. Suitable for all skill levels.

Easy

1

hikers

Moderate hike. Great for any fitness level. Mostly accessible paths. Sure-footedness required.

Moderate

Easy hike. Great for any fitness level. Easily-accessible paths. Suitable for all skill levels.

Easy
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Tips from the Community

Ashley Howe
May 1, 2026, View of Boston Skyline from Middlesex Fells Reservation

Wow this view! Fun hike to this spot and view is perfect!

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Ashley Howe
April 23, 2026, Pasture Hill

Donate to the puppy for good luck! Good boy!

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This is an elevated viewpoint near Wright Tower. It has a great view of the Boston skyline.

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Hans
July 29, 2024, Wright's Tower

far-reaching view of the country at its best

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Patrick
October 24, 2022, Wright's Tower

Unfortunately, the entrance to the tower is locked.

Translated by Google

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Caro "Bandit"
February 28, 2022, Wright's Tower

The beautiful stone tower was built in 1937 and restored in 2008 in honor of Elizur Wright, the initiator of Middlesex Fells Reservation. Enjoy a great view of the Boston skyline! You can reach the tower by hiking a half mile from the parking lot at the intersection of South Border Road and Governor's Avenue in Medford. It is also part of the Skyline Trail.

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The view from Wright Tower is great, you have a nice view of Boston. Easy to reach with a short hike. Worth a visit.

Translated by Google

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Frequently Asked Questions

Are there any dog-friendly hiking trails in the Medford area?

Yes, many trails around Medford are welcoming to dogs. Prescott Park, which contains the popular Roxy Ann Peak trails, is a great option for hiking with your canine companion. The Jacksonville Woodlands trail system is another local favorite for dog walkers. Always remember to keep your dog on a leash where required and to clean up after them to preserve the trails for everyone.

Where can I find easy, family-friendly hikes near Medford?

For an easy and accessible outing, the Bear Creek Greenway offers paved paths perfect for families with strollers or young children. Another excellent choice is the Jacksonville Forest Trails, which features a network of well-maintained paths with varying lengths, allowing you to choose a distance that suits your family's energy levels.

Which hikes near Medford have the best views?

For panoramic views of the Rogue Valley, the trails up to Roxy Ann Peak in Prescott Park are unbeatable. On a clear day, you can see all the way to the Cascade Range. The Upper and Lower Table Rocks also offer dramatic, 800-foot-high vistas over the surrounding landscape and are famous for their unique, flat-topped geological formations.

Are there any waterfall hikes close to Medford?

Absolutely. A short drive will take you to several beautiful waterfalls. Pearsony Falls in Prospect is a highly-regarded spot with a trail that follows the creek, allowing you to get close to the water. For a more substantial hike, the Mill Creek Falls and Barr Creek Falls trail offers views of two impressive waterfalls in one trip.

What are the Table Rock trails like?

The Upper and Lower Table Rock trails are two distinct hikes that lead to the top of large, flat-topped mesas. Both offer stunning views and a unique ecosystem. The trails are moderately steep, climbing about 800 feet. The Lower Table Rock trail is a bit longer, while the Upper Table Rock trail is slightly shorter but steeper. In spring, the tops are famous for their vernal pools filled with rare wildflowers, like the dwarf wooly meadowfoam.

What kind of wildlife might I see while hiking around Medford?

The diverse habitats around Medford support a variety of wildlife. In woodlands like Prescott Park, you might spot deer, pileated woodpeckers, and great horned owls. The Table Rocks are home to unique species like the federally threatened fairy shrimp in their vernal pools. Near the Rogue River or in higher elevations like Crater Lake National Park, it's possible to see black bears, bobcats, and eagles.

Can I go hiking in the winter near Medford?

Yes, winter hiking is possible, especially on lower-elevation trails. The Bear Creek Greenway remains accessible year-round for walking. Trails like those in the Jacksonville Woodlands or at the base of Roxy Ann Peak are often clear, but can get muddy after rain. Higher elevation trails, like Grizzly Peak or in Crater Lake National Park, will be covered in snow and require snowshoes and winter hiking experience.

What are some good day trip hikes from Medford?

Medford is a great base for day trips. A 90-minute drive takes you to the spectacular Crater Lake National Park, which offers over 90 miles of trails with breathtaking views of the deepest lake in the U.S. You can also explore sections of the world-renowned Rogue River Trail for a rugged wilderness experience.

When is the best time for wildflower viewing on Medford's trails?

Spring is the prime season for wildflowers. The tops of Upper and Lower Table Rocks are particularly famous for their spectacular bloom, which typically occurs from late March through April. You'll find rare species, including some that grow nowhere else on Earth. Lower elevation trails in the Jacksonville Woodlands and Prescott Park also feature beautiful floral displays during this time.

What should I pack for a hike in the Medford area?

For any hike, you should bring plenty of water, especially for exposed trails like the Table Rocks. Sun protection, including a hat and sunscreen, is crucial. Wear sturdy hiking shoes with good grip. It's also wise to pack layers of clothing, as weather can change, and a small first-aid kit. If you're hiking in spring or fall, a light rain jacket is recommended.

Are there any challenging hikes for experienced hikers?

For those seeking a challenge, the hike up Mount McLoughlin is a strenuous, full-day climb that rewards with incredible 360-degree views from its 9,495-foot summit. Another difficult but rewarding option is the Grizzly Peak trail, a steep climb through forests to a rocky summit with expansive views of the Rogue Valley and Cascade peaks.

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