Trip report

INTRO TO WINTER HIKING AT MIDDLESEX FELLS SKYLINE LOOP TRAIL

Full Day Hike DATE: 02/08/2025 - 02/08/2025

Trip/Event Location: Medford, MA

Trip Leader(s): Gandalf , JDNnh

Max # People: 15

Trip Guiding / Event Fee: No, I will not be asking participants for money

Difficulty Level: Moderate

If you are new to winter hiking [while being able to sleep in and rely on public transportation], this hike is for you! This is a moderate loop on the Skyline Trail that is surprisingly rugged for a

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Driving directions to the location and spot to meet at:

The hike begins at the parking lot adjacent to Bellevue Pond in the southeast corner of the wester section. We will meet at 10AM at the bulletin board. We are driving a blue Toyota Tacoma.

Is easy to reach from exit 33 of I-93 [watch for signs for Route 28, Fellsway West and Winchester]. The exit leads to a traffic circle on South Border Road for 0.2 mile to the parking area on the right.

If using public transportation, to get to the west side take the MBTA Orange Line to Wellington Station and #100 bus to Fellsway W @ Ridgeway Rd. The Bellevue Pond entrance is a short walk up South Border Rd.


Trip Report/Photos
Featured Photo

Date: Saturday, February 9th

Weather: Mostly sunny, temperatures in the 30’s with no wind

Trail Conditions: Frozen granular with ice hidden beneath the snow

Overview:

The day couldn’t have been more perfect for an outdoor adventure in the winter wilderness! With good friends, clear skies, and spectacular winter scenery, the 8-mile Skyline Trail hike through Middlesex Fells was a highlight of the season. The trail, with its blend of woods, wetlands, and rocky outcrops, offered both physical challenge and incredible views of the Boston skyline.

Trail Experience:

The Skyline Trail features an ever-changing landscape as it winds through wooded areas, ponds, and hills. The western part of the trail is mostly coniferous, while the eastern half boasts more deciduous trees, offering a mix of environments to explore. Along the way, we passed through fields, vernal pools, and rocky outcrops that provided stunning vistas of the Boston area and surrounding communities.

Start of the Hike:

Our adventure began at Bellevue Pond at 10 AM, but finding a parking spot proved to be a challenge. We made the most of the wait for other to arrive by watching several handsome men with their dogs, excited for the conditions ahead. The sun made the cold day feel crisp and refreshing, perfect for hiking, though the trails were a bit icy, covered in frozen granular snow with a few bare spots.

Key Stops & Highlights:

Wright’s Tower: We started by stopping at Wright’s Tower, where we admired the views from the old fire watch tower and the urban landscape below. From the outcrop past the tower, we had a sweeping view of Medford and Interstate 93.

Sheepfold Area: As we hiked on, we passed Sheepfold, where a number of dog owners were out enjoying the trail with their furry companions. The area around the old soapbox derby track resembled a ski hill, adding a playful vibe to our hike.

Lunch Break: Our group decided to skip Bear Hill Tower for lunch (thanks to Alexander’s suggestion, as there wasn’t much of a view there) and instead enjoyed a peaceful rest under towering Eastern White Pines. During lunch, we were joined by a Cooper’s Hawk, which Jim expertly identified. Watching this magnificent bird up close was a special moment on the trail.

North Reservoir: We continued our journey around the North Reservoir, where we climbed up the dam for a beautiful view. The snow-covered reservoir created a stunning and peaceful sight, a true work of art crafted by nature itself.

Western Trail Section: The western edge of the reservation was a quieter and more tranquil section of the trail, with tall pines creating a serene atmosphere. We also spotted a deer in this section, which was quite a sight, especially given the proximity to residential areas.

The Final Leg & Fat Tire Bikers:

By the time we reached the final stretch of the trail, fatigue was starting to set in. We were all eager to return to the car, but the peacefulness of the section helped make it a calm and serene finish. Fewer hikers were around, though we did cross paths with a few riders on fat tire bikes, enjoying the flatter terrain of the western end.

End of the Hike:

We completed the hike around 4 PM, all feeling satisfied with the day’s adventure. Afterward, four of us headed to Pearl Street Station for a well-deserved hearty meal, reflecting on the beauty and challenge of the hike.

Conclusion:

Another successful trip to the Middlesex Fells! The Skyline Trail never disappoints, offering a perfect mix of natural beauty, physical challenge, and camaraderie. Looking forward to the next adventure with the GayOutdoors group!

  There are 24 photos in Album (Note: Move mouse pointer over larger pic and click on NEXT for better viewing)

Members That Participated

Gandalf

Outdoor Fitness Level: Very Strenuous


Thornton, NH


United States
JDNnh

Outdoor Fitness Level: Very Strenuous


Thornton, NH


United States
jcmulloy

Outdoor Fitness Level: Moderate to Strenuous


Salem, MA


United States
Rob Bonney

Outdoor Fitness Level: Strenuous


Cambridge, MA


United States
Alexander

Outdoor Fitness Level: Strenuous


Somerville, MA


United States
Michael

Outdoor Fitness Level: Moderate to Strenuous


WOBURN, MA


United States
HikerBiker

Outdoor Fitness Level: Moderate to Strenuous


Manchester, NH


United States
Robert

Outdoor Fitness Level: Moderate to Strenuous


Medford, MA


United States
DavidElston

Outdoor Fitness Level: Moderate


Merrimack , NH


United States
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