Prospect Hill Park loop
Prospect Hill Park loop
3.0
(14)
36
hikers
01:20
4.59km
120m
Hiking
Start your hike on the Prospect Hill Park loop and immerse yourself in lush greenery and wooded paths. This easy route covers 2.9 miles (4.6 km) with a gentle elevation gain of 389 feet (119 metres), making it perfect for a relaxed outing. You can expect to complete the loop in about 1 hour and 19 minutes. As you ascend, you will be rewarded with panoramic views from the park's two summits, Big Prospect and Little Prospect, offering glimpses of the Boston skyline. On a clear day, you might even spot Mount Monadnock in the distance.
Getting to Prospect Hill Park is straightforward, whether you prefer public transport or driving. The main entrance is conveniently located on Totten Pond Road, where you can begin your adventure. Once inside, you will find well-marked trails that guide you through the park. Keep in mind that a seasonal vehicle access road is available if you wish to drive to designated picnic areas or deeper into the park.
Beyond the natural beauty, the trail also offers a glimpse into local history. As you walk, keep an eye out for old stone walls that date back to the 1600s, adding a unique historical layer to the landscape. These remnants provide a quiet connection to the past, making your hike not just a physical journey but also a step through time.
Last updated: April 23, 2026
Tips
Your route passes through a protected area
Please check local regulations for:
Prospect Hill Park
Waypoints
Start point
Bus stop
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1.76 km
Highlight • Viewpoint
Tip by
4.59 km
End point
Bus stop
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
Highest point (120 m)
Lowest point (40 m)
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Weather
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Today
Friday 8 May
16°C
4°C
30 %
Additional weather tips
Max wind speed: 21.0 km/h
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This route was planned by komoot.
You can access the park and its trails from the main entrance on Totten Pond Road in Waltham. There are designated parking areas available. During certain seasons, a vehicle access road allows you to drive deeper into the park to specific picnic areas.
Prospect Hill Park is accessible by public transport. You can check local MBTA bus routes that serve the Waltham area to find the most convenient stop near the park's entrance.
Yes, the park is generally dog-friendly. However, always ensure your dog is on a leash and that you clean up after them to maintain a pleasant experience for all visitors.
The loop can be enjoyed year-round. Spring offers lush greenery, while fall provides beautiful foliage. Clear days in any season are ideal for enjoying the panoramic views from the summits. Winter hiking is also possible, but be prepared for potentially icy or snowy conditions on steeper sections.
No, there are no entrance fees or permits required to access Prospect Hill Park or hike its trails. It is Waltham's oldest and largest public green space, open for everyone to enjoy.
The terrain is quite diverse, featuring a mix of paved and unpaved paths, as well as wide and narrow trails. While generally considered easy, some sections, especially leading to the summits, can be steep with rocks and roots. The park's trails range from 'easy' to 'difficult' depending on the specific route taken.
Hikers are rewarded with panoramic views from the two summits, Big Prospect and Little Prospect. From these points, you can see the Boston skyline, and on clear days, even Mount Monadnock. The park also features numerous old stone walls dating back to the 1600s, a historic tower, and remnants of a former ski area. You'll also pass by Prospect Hill Park, a key viewpoint.
Yes, the loop intersects with several other trails within the park. You'll find sections that overlap with paths like the Sunset Trail, Ridge Trail, Prospectors Ridge Trail, Overlook Spur, and Boy Scout Trail, among others.
The loop is generally considered easy and suitable for various fitness levels. However, beginners should be aware that some sections involve steeper climbs and uneven terrain. There are plenty of accessible paths, but if you venture towards the summits, expect more challenging conditions.
Given the mix of easy and steep sections, consider your fitness level when choosing your exact path. The main park road, though paved, can be quite steep. If you prefer a less strenuous experience, stick to the wider, less inclined paths. For a challenge, seek out the trails leading directly to the summits. Many trails are well-marked, so pay attention to signage.
Yes, the route is designed as a loop, allowing you to start and end at the same point without retracing your steps. This makes for a continuous and varied hiking experience through the park.