4.6
(190)
3,211
hikers
11
hikes
Hikes around Waltham MA offer access to a variety of landscapes just outside of Boston. The area is characterized by wooded parks, riverside paths along the Charles River, and several hills, including Prospect Hill, which provides views of the city skyline. The trail network includes routes within reservations and historical estates, offering a mix of natural and landscaped environments.
Last updated: May 14, 2026
4.5
(2)
28
hikers
18.6km
04:50
120m
120m
Moderate hike. Good fitness required. Easily-accessible paths. Suitable for all skill levels.
3.3
(3)
18
hikers
8.59km
02:12
30m
30m
Moderate hike. Good fitness required. Easily-accessible paths. Suitable for all skill levels.

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10
hikers
11.7km
03:00
50m
50m
Moderate hike. Good fitness required. Easily-accessible paths. Suitable for all skill levels.
5.0
(1)
9
hikers
7.29km
01:51
20m
20m
Easy hike. Great for any fitness level. Easily-accessible paths. Suitable for all skill levels.
9
hikers
Moderate hike. Good fitness required. Easily-accessible paths. Suitable for all skill levels.
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Sharp corner with lots of roots coming out of the ground advised to take it slow
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area to get out the sun and go for a paddle in the water.
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My tip is, Komoot doesn’t seem to know when a hiking route is closed temporarily & constantly says “U turn”. Not sure why it doesn’t seem to automatically reroute, so manually forced a reroute to destination 3 times!
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Waltham Windmill is a six-sailed windmill, still in full working order, being one of the very few windmills like this in the United Kingdom. There is a museum, restaurant, old-fashioned sweetshop and facilities on site.
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great views and remoteness not far from major access points. lots of gates to go through/over if on a bike so bear that in mind
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Waltham Windmill is a six-sailed windmill located in the village of Waltham, five miles from Grimsby in North East Lincolnshire, England. It is renowned in the area for having all six sails still in full working capacity, being one of the very few windmills like this in the United Kingdom.
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Yes, many of the parks and reservations in Waltham are dog-friendly, but policies can vary. Prospect Hill Park is a popular choice for hiking with dogs, offering a large network of trails. Beaver Brook Reservation is another great option. Always check local signage for specific leash regulations before you start your hike.
For panoramic views of the Boston skyline, the best destination is Prospect Hill Park. Several trails within the park lead to the summit of Prospect Hill, where you'll find a well-known lookout point. The Footpath Beside Waithe Beck – Waltham Windmill loop from Waltham explores this park extensively.
The Waltham Windmill loop from Waltham along the Charles River is an excellent choice for families. It's a relatively flat and well-maintained path. Beaver Brook Reservation also offers several easy trails that are perfect for a short walk with children, featuring a mix of paved and unpaved paths.
Both locations have parking available. Prospect Hill Park has a main parking area near the entrance at 314 Totten Pond Rd, and a seasonal road allows vehicle access closer to the summit viewpoints. Beaver Brook Reservation has parking lots, including one near the entrance at 66 Mill St in Belmont, which provides access to the main trail network.
Yes, loop trails are common in Waltham's parks. The Walk Through the Park – Waltham Windmill loop from Waltham is a great moderate circular route through Beaver Brook Reservation. Many of the trail systems in Prospect Hill Park and the Western Greenway are also designed as loops or can be easily combined to form one.
Yes, some trails are accessible via public transport. Several MBTA bus routes run through Waltham, with stops near the Charles River Reservation and Beaver Brook Reservation. Accessing Prospect Hill Park may require a short walk from the nearest bus stop. It's best to check MBTA schedules to plan your trip.
The terrain is quite varied. You'll find flat, paved paths along the Charles River, which are great for easy walks. In places like Prospect Hill Park and Beaver Brook Reservation, you can expect a mix of wide dirt paths and narrower, rockier trails with some moderate inclines and descents. The historic grounds of the Storer Conservation (Robert Treat Paine Estate) feature trails designed by Frederick Law Olmsted.
Many of Waltham's trails are suitable for winter hiking, provided you have the right gear like microspikes for icy conditions. The wider trails in Beaver Brook North Reservation and Prospect Hill Park are popular choices. The flatter paths of the Charles River Reservation can also be enjoyable, but be cautious of ice, especially near the water.
Yes, you can find a waterfall within Beaver Brook Reservation. It's a highlight of the park, especially after rainfall. The trails in the southern part of the reservation will lead you to this scenic spot.
The trails around Waltham are highly rated by the komoot community. Hikers often praise the surprising variety of scenery so close to Boston, from the city skyline views at Prospect Hill to the peaceful woodlands and riverside paths. The well-maintained trails and the mix of easy and moderate options are also frequently mentioned as major positives.
There are over a dozen designated hiking routes to explore around Waltham on Komoot, ranging from easy riverside walks to more challenging woodland loops. This includes 4 easy and 8 moderate trails, offering plenty of options for different fitness levels.


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