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Discover one of the best pet-friendly hiking spots in Medfield, Massachusetts at Rocky Woods, part of the Trustees of Reservations network. This scenic park features well-marked, color-coded trails suitable for all fitness levels, from easy family loops to more challenging inclines with rewarding panoramic vistas. The peaceful forest setting, multiple ponds, and stunning lookout points make it a top destination for dog owners seeking natural beauty and adventure. Parking is plentiful, and the area is praised for being clean, welcoming, and thoroughly dog-friendly.
At Rocky Woods, dogs are allowed on the trails, and many owners choose to let their pets off-leash, though polite leash etiquette is expected. The park is open year-round with a modest parking fee (free for Trustees members, $6 otherwise), and offers picnic spots for relaxing after your hike. Note that restrooms may not always be available. Whether you want a gentle stroll, a vigorous workout, or a peaceful place for your pup to explore, this dog-friendly destination is a true Medfield gem.
Rocky Woods Family Hike: A Perfect Nature Escape!
Our family adventure at Rocky Woods was an absolute delight for Memorial Day! The well-marked, color-coded trails offer something for everyone: easy loops for the kids and slightly challenging paths for grown-ups. The serene forest, sparkling pond, and panoramic views from the lookout point keep us energized. We loved the peaceful atmosphere and spotting chipmunks along the way. My kids didn’t like a snake in front of their way. Restrooms are always closed when I’m there, but there is always parking, and picnic spots that makes the trip stress-free. Highly recommend for families seeking nature!
LOVE the Ridge and Cedar Hill Loop up to Cedar Hill Vista! I will definitely be back.
I was indecisive on where to go this afternoon, and I’m so glad I landed on this spot. I knew I wanted a clear path, intermittent mild cardio/skill challenge (incline/rocks/etc) and views, but I didn’t want to be bouldering all afternoon or dealing with a bunch of people.
The ridge and cedar hill loop (look at All-Trails for the map) checked all the boxes and was so incredibly peaceful! Well-marked and easy most of the way until you get to the incline up to Cedar Hill overlook – moderate on the climb and there are a few rocky spots. Only encountered a few people and doggos along the way.
Logistics: Pull in to the parking lot (NULL for the day) and then walk back toward the road to start the ridge and cedar hill loop trail in a clockwise direction.
I also definitely recommend downloading the map from All-Trails (if possible) prior to starting as there are several trails in this area and it’s easy to accidentally veer off the loop.
Side note: most dog owners seem to have their dogs off leash. This doesn’t bother me at all, but I know this is a deal breaker for some people so I felt I should mention it.
Love going here especially after a long and hard day of work just to relax
Rocky Woods is my go-to hiking spot in Medfield. Great variety of trails, but nothing you can’t do in a day. Amazing views on the pond and a super cool beaver lodge/dam. The Rhododendrons are also very pretty. One thing I will say is that the bridge across the pond is inaccessible and has been that way for many years, so plan your hike with that in mind. Great for kids and adults.
Part of the Trustees of Reservation parks network, so if you are a member, parking is free at the kiosk, NULL otherwise and well worth it! Great area for kids, trails for different levels and dogs are allowed. Campground is open during season, place is clean and well kept, I come here often!