Best Stroller-Friendly Walks on Cape Cod

My kids tend to sleep so much better when we get outside during the day! Sometimes, it’s just a quick 10 minutes of play, and other times, we go on a proper walk and check out the views. With a toddler and baby in tow, I’m always on the lookout for stroller-friendly places that we can enjoy year-round, weather permitting. Here are the best stroller-friendly walks on Cape Cod that are perfect for families.

Plymouth Family Network Story Walk

Forges Field, Jordan Road
Explore Plymouth Family Network’s story walk at Forges Field, starting at the baseball field parking lot and ending near the pavilion. It’s perfect for a family outing. Extend your adventure on the paved pathways, or let the kids run off some extra energy at the playground.

Downtown Plymouth

Free and paid lots available along Water Street
Stroll through historic Downtown Plymouth and take in the iconic sights, including Plymouth Rock, the Mayflower II, and Brewster Gardens. Start from any parking lot on Water Street and follow the scenic walking path to the Plimoth Grist Mill. Round out your day with some local dining and shopping for a full day of fun!

North Plymouth Rail Trail / Grace Trail (R)

Nelson Memorial Park, 255 Water Street
Start at Nelson Memorial Park and walk along a section of the historic Old Colony Railroad, which stretches just over a mile. It’s also home to the original Grace Trail®, perfect for some self-reflection. Double back to end your walk at the park and enjoy the beach, splash pad, or playground.

Cape Cod Canal Bikeway

110 Main Street, Bourne
This easy, flat, walk features a 6.5-7 mile paved route on both sides of the Cape Cod Canal, ideal for boat-watching. Access the bikeway at any of the recreation areas: Buzzards Bay, Herring Run, Bourne, or Tidal Flats.

Sylvan Gardens

88 Old Main Street, Chatham
Take a walk for all ages among the stunning floral displays and serene pond views at Sylvan Gardens. The Sylvan Path is ADA-compliant and stroller-friendly, making it accessible for all visitors and a fun family activity. It’s a peaceful retreat into nature’s beauty.

Cape Cod Rail Trail

3488 Main Street, Brewster
Spanning 25 miles through six Cape Cod towns, the Cape Cod Rail Trail offers scenic views of state and national parks. With multiple access points including the Salt Pond Visitors Center and the National Seashore at Marconi Area, it’s a must-experience trail for nature lovers.

Shining Sea Bikeway

Depot Road, Falmouth
Experience the unique Shining Sea Bikeway, running 10.7 miles from North Falmouth to Woods Hole. It’s the only bikeway along the seashore on Cape Cod, offering stunning views and sights of wildlife like ospreys, herons, and deer.

Stroller-Friendly Races

Various Dates & Locations
For families who enjoy a bit of competition, Cape Cod hosts several stroller-friendly races throughout the year. Check out our comprehensive race guide to find your next family-friendly race.

From historical trails in Plymouth to serene trails in Chatham, there are stroller-friendly walks on Cape Cod for every family. Strap in your little ones, lace up your walking sneakers, and embark on a picturesque journey through Cape Cod’s most scenic routes. Happy strolling!