Chestnut Hill Reservoir – Chestnut Hill Reservation loop from Waban

If you're looking for a substantial urban jogging challenge that blends historic landscapes with scenic waterfronts, the Chestnut Hill Reservoir – Chestnut Hill Reservation loop from Waban delivers. This is a difficult 13.6-mile (21.9 km) jogging route with 508 feet (155 metres) of elevation gain, typically taking around 2 hours and 19 minutes to complete, making it perfect for experienced runners seeking a diverse workout.

What to expect on Chestnut Hill Reservoir – Chestnut Hill Reservation loop from Waban

Starting from Waban, you'll traverse varied terrain, moving from suburban streets onto the generally level Cochituate Aqueduct path. As you approach the Chestnut Hill Reservation, the landscape opens up to the picturesque Chestnut Hill Reservoir, offering waterfront views and glimpses of the Boston College campus and the city skyline. You'll pass historic landmarks like the old waterworks and majestic pump houses, designed by Frederick Law Olmsted's son. Expect a significant workout; while the reservoir section is relatively flat, the overall 13.6-mile (21.9 km) distance and mixed surfaces contribute to its difficult rating, making it ideal for joggers ready for a longer, more challenging run.

Planning your visit

This extensive jogging route begins in the Waban area, likely utilizing local streets and the Cochituate Aqueduct path to connect to the Chestnut Hill Reservoir. While the reservoir itself has well-maintained paths, the full 13.6-mile (21.9 km) loop from Waban will include paved, asphalt, gravel, and unpaved sections. There isn't a single designated "Waban Trail" connecting directly, so be prepared for a route that weaves through different areas. The Chestnut Hill Reservoir is a popular spot, so consider an early start to enjoy the views with fewer crowds.

• Distance: 13.6 miles (21.9 km)
• Elevation gain: 508 feet (155 metres)
• Difficulty: difficult
• Estimated time: 2 hours and 19 minutes