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Running trails & routes
United States
Massachusetts
Middlesex County
Waltham

Prospect Hill Park loop

Moderate

2.9

(13)

83

runners

Prospect Hill Park loop

00:31

4.59km

120m

Running

Jog the 2.9-mile Prospect Hill Park loop in Waltham, a moderate route with 389 feet of gain and panoramic Boston views.

Last updated: February 26, 2026

Tips

Your route passes through a protected area

Please check local regulations for:

Prospect Hill Park

Waypoints

A

Start point

Bus stop

Get Directions

1

1.76 km

Prospect Hill Park

Highlight • Viewpoint

A peaceful spot within urban surroundings, the view of the Boston skyline at the horizon across wooded areas is a highlight

Tip by

2

2.08 km

Wonderful panoramic view of downtown Boston from this point in Prospect Hill Park.

Tip by

B

4.59 km

End point

Bus stop

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Way Types & Surfaces

Way Types

3.24 km

690 m

550 m

Surfaces

2.61 km

840 m

550 m

478 m

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Elevation

Elevation

Nothing selected – click and drag below to see the stats for a specific part of the route.

Highest point (120 m)

Lowest point (40 m)

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Weather

Powered by Foreca

Today

Saturday 6 June

31°C

17°C

22 %

Additional weather tips

Max wind speed: 23.0 km/h

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This route was planned by komoot.

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Frequently Asked Questions

Where can I park to access the Prospect Hill Park loop?

Prospect Hill Park offers parking facilities, making it a convenient destination for local runners. The park is also accessible by public transportation.

Is the Prospect Hill Park loop dog-friendly?

The research does not specify the exact dog policy for Prospect Hill Park. It's always best to check local park regulations or signage upon arrival regarding dogs and leash requirements.

Are there any permits or entrance fees required for Prospect Hill Park?

No, there are no permits or entrance fees mentioned for accessing Prospect Hill Park. It is Waltham's oldest and largest public open space.

What is the best time of year to jog the Prospect Hill Park loop?

The park offers a lush, wooded environment throughout the year. While specific seasonal recommendations aren't provided, the panoramic views from the summits are best enjoyed on clear days. Be mindful of uneven ground and leaf litter on unpaved trails, especially during certain seasons.

Is the Prospect Hill Park loop suitable for beginner joggers?

Yes, the loop is generally considered 'moderate' in difficulty, but many paths are easily accessible. The park offers a mix of paved roads and unpaved trails, allowing joggers to tailor their route based on desired intensity. Beginners can opt for smoother, paved sections, while those seeking more challenge can explore steeper, unpaved inclines.

What kind of terrain can I expect on this jogging loop?

The loop features a varied terrain, including both paved roadways and unpaved dirt and gravel trails. Some sections can be steep, offering a more strenuous workout, while others provide a smoother surface. Expect a lush, wooded environment throughout.

What are the main viewpoints or attractions along the route?

A major highlight of the route is the panoramic views from its two summits, Big Prospect (485 feet) and Little Prospect (435 feet). These elevated points offer stunning views of the Boston basin, and on clear days, you might even spot Monadnock. You'll pass by Prospect Hill Park itself and enjoy the View of Downtown Boston from Prospect Hill Park. The park also features a historic tower and protected vernal pools.

Does this jogging route connect with other trails in Prospect Hill Park?

Yes, the route intersects with several other trails within Prospect Hill Park. You'll find sections that overlap with trails such as Sunset Trail, Ridge Trail, Prospectors Ridge Trail, Overlook Spur, and Boy Scout Trail, among others.

What are the conditions like for jogging in winter?

While specific winter conditions are not detailed, unpaved trails may have uneven ground and potentially slippery surfaces due to ice or snow. Paved sections might offer a more consistent surface. Always check local weather and trail conditions before heading out in winter.

What should I bring for a jog on this loop?

Given the varied terrain and potential for steep sections, comfortable and appropriate jogging shoes with good grip are recommended. Hydration is always a good idea, especially on warmer days. If jogging during dawn or dusk, consider bringing a headlamp or reflective gear.

Are there any specific strategies for tackling the elevation on this loop?

The loop has a moderate difficulty with an elevation gain of about 119 meters. To manage the steeper sections, consider a brisk walk during ascents to conserve energy, especially if you're a beginner. The varied terrain allows you to choose between paved roads for a smoother experience or unpaved paths for a more challenging workout.

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