A privately-endowed town recreation park on Edge Hill Road, open at no cost to Milton residents, with athletic fields, a playground, tennis, walking paths, and a spring-fed swimming pond (Caldwell Pond, known locally as 'The Pond') that opens for the summer season.
What to expect
Trails
Has walking trails and gardens on the grounds; no posted mileage.
Parking
Not confirmed · unconfirmed
Dogs
Not officially designated, but some residents describe an informal off-leash area toward the back of the park; this is not confirmed as town- or foundation-sanctioned.
Swim
Allowed June 19 - August 19, 2026 season
Managed by
Cunningham Park
617-696-3263 · WebsiteGetting in
Parking
Parking not sourced yet
Check the town or agency pages before you go.
What's here
On site
Playground
On-site playground, including a dedicated toddler playground dedicated in 2022.
Picnic area
Gardens and function hall available; grounds support informal picnicking.
Common questions
Can non-residents swim at the pond?
The pond is offered to all Milton residents at no cost; the site doesn't advertise non-resident access, so it should be treated as a resident amenity.
Yes. Despite being privately owned and run by the Cunningham Foundation, the fields, playground, trails, and pool are provided to Milton residents at no charge.
How deep is the swimming pond?
Caldwell Pond, the spring-fed 'Pond' at the center of the park, covers about 42,000 square feet and reaches roughly 8 feet at its deepest point, with a modern filtration system keeping it swimmable.
Is there an entry fee at Cunningham Park?
No, entry is free.
Can I bring my dog to Cunningham Park?
Not officially designated, but some residents describe an informal off-leash area toward the back of the park; this is not confirmed as town- or foundation-sanctioned.