Are dogs allowed on Buck Hill via Skyline Loop?

Yes, dogs are allowed on Buck Hill via Skyline Loop but must be kept on a leash at all times. Pack out waste and respect wildlife.

Do I need a permit to hike Buck Hill via Skyline Loop?

No, Buck Hill via Skyline Loop does not currently require a permit. Still check for seasonal closures or day-use fees with the managing agency before heading out.

How difficult is Buck Hill via Skyline Loop?

Buck Hill via Skyline Loop is rated moderate. It is 2.6 miles long with 640 feet of elevation gain. Difficulty ratings reflect a combination of distance, elevation gain, and terrain — your experience will depend on your fitness level and trail conditions.

What is the best season to hike Buck Hill via Skyline Loop?

Buck Hill via Skyline Loop is best hiked in spring, summer, and fall. Conditions vary year to year — check the trail status and weather forecast before your visit.

Status unknown — verify before visiting

We don't have current condition data for this trail. Check with the land manager before you go.

See Massachusetts trail conditions

ModerateLoop

Massachusetts

Buck Hill via Skyline Loop

Milton, Massachusetts

2.6 mi

Distance

640 ft

Elev. Gain

1h 12m

Est. Time

Loop

Route Type

Moderate

Difficulty

About This Trail

Buck Hill via Skyline Loop is a 2.6-mile loop trail located in Milton, Massachusetts. This trail offers a moderate challenge with an elevation gain of 640 feet, reaching a maximum elevation of 492 feet. The trail features a dirt surface and takes hikers through a variety of terrain, making it a popular choice for those seeking a relatively short yet rewarding hike. Given its proximity to urban areas, it provides a convenient escape into nature.

Trail Conditions

Unknown

We have no current condition data for this trail. Check with the operator before you go, and submit a report below if you've been recently.

No recent condition reports. Be the first to share what you see on the trail.

Hazards & Warnings

steep elevation gain

Elevation Profile

Min:64 ft

Max:150 ft

195 ft

Trail Details

Dogs on leash

Route Type: Loop
Surface: Dirt

Official sources & verification

We don't have curated agency sources for this trail in our cache yet. Outdoors is not the permitting authority — confirm conditions, permits, and access with the managing agency before you go. If you know who manages this trail, please tell us.

Best Seasons

Spring Summer Fall

Highlights

forest settingmoderate elevation gain

Reviews

No reviews yet

Be the first to share your experience and help others plan their visit.

Legacy import — verify before navigating

Path geometry came from our pre-launch legacy database. Routes have not yet been re-verified against the operator and may differ from the actual trail.