Once a private estate, this 30-acre property was given to the town in 1968 and now offers woodland trails, stone walls and ornamental plantings from the original 1930s grounds, and a view toward Spot Pond.
What to expect
Trails
Woodland trails connecting to the Rock Circuit Trail and other Middlesex Fells loops; the Town rates trail condition 'Fair/Good.' Exact mileage and difficulty…
Dogs
Allowed on leash; owners must clean up after their pets.
Accessibility
Historic estate grounds with unpaved woodland paths.
Birdwatching
Allowed Year-round.
Managed by
Stoneham Conservation Commission
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On site
Meeting Space
A meeting space exists inside the estate house.
Worth knowing
- The Whip Hill estate was built in the 1930s by James and Angie Crockett and given to the Town in 1968 as a memorial to her husband.
Common questions
How long are the trails at Whip Hill?
The Town rates trail condition as fair to good and describes the network as woodland trails connecting into the wider Middlesex Fells system, but no official mileage figure is posted.
Is there an entry fee at Whip Hill Park?
No, entry is free.
Can I bring my dog to Whip Hill Park?
Allowed on leash; owners must clean up after their pets.
Is Whip Hill Park wheelchair accessible?
Historic estate grounds with unpaved woodland paths.
What rules should I know at Whip Hill Park?
Pets must be leashed at all times under the 2025 Whip Hill Estate Guidelines for Use.