19th Annual New Year’s Day Hikes

01/01/2026 12:30 PM - 03:00 PM ET

Admission

  • Free

Location

South Gate to Prospect Hill Park
OR Craft Food Hall at 200 5th Ave
Waltham, MA

Summary

Join us for one of our most popular events of the year—our annual New Year’s Day hikes!

Description

Start off the New Year with a hike up Prospect Hill to an amazing view! Please note that there are TWO different departure times and locations.

Folks wanting a longer hike on various paths through the park should leave from 5th Ave. Those seeking a shorter trek either along the paved (not plowed) service road or via steep trails in the park should depart from the South Gate.

Regardless of where you leave from, be prepared to walk on slippery paths that may have rocks, roots, and challenging terrain. Both groups will meet at the accessible vista point of Little Prospect for fabulous views of Waltham below and Boston in the distance.

Departure Times and Locations:
12:30 p.m. from Craft Food Hall at 200 5th Ave

OR
1 p.m. from South Gate of Prospect Hill Park, by 186 Prospect Hill Rd. Park on roads in the neighborhood and be mindful of driveways and No Parking signs. Please carpool if possible.

Dress for the weather; cancelled in very cold temperatures or if precipitation is falling. Well-mannered, leashed dogs are welcome.

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