Spring Days Out: Picnics & Pop-Ups to Explore

🌸 Top Picnic Spots & Pop-Up Events in Boston MetroWest & Cape Cod

May in New England is a time of renewal – trees are in bloom, the air is fresh, and outdoor adventures await. Whether planning a leisurely picnic or seeking vibrant community events, here's your guide to making the most of the season in Boston's MetroWest and Cape Cod regions.

🧺 Best Picnic Spots in MetroWest

• Great Hill Conservation Area – Acton
  Picnic near wetlands and woodland trails—perfect for a peaceful afternoon.
• Ashland State Park – Ashland
  A local gem with a large reservoir, wooded trails, and picnic spots by the water.
• Larz Anderson Park - Brookline
  The largest park in Brookline, was formerly the Larz Anderson estate. It is composed of large expanses of lawn at the top of the hill, playing fields, and sweeping slopes. 
  
• Minute Man National Historical Park – Concord
  History meets nature near the North Bridge and Hartwell Tavern—ideal for a picnic with colonial charm.
• Dacey Community Field – Franklin
  Open green space with walking paths, disc golf, and picnic tables—great for a casual afternoon.
• Callahan State Park – Framingham
  Over 800 acres of forest and field, ideal for hiking before a relaxed lunch with a view.
• Cushing Memorial Park – Framingham
  Beautifully landscaped with wide open fields, shaded areas, and walking trails.
• Stoddard Park – Holliston
  Beach, lake access, and plenty of space to picnic under the trees or on the sand.
• Hopkinton State Park – Hopkinton
  Swim, paddle, hike, or picnic with scenic water views and shaded groves. Versatile and family-friendly.
• Choate Park – Medway
  A family-friendly spot with a pond, picnic area, playground, and scenic trails.
• Oak Grove Farm – Millis
  Wide open fields, nature trails, and a rustic vibe perfect for laid-back picnics.
• Broadmoor Wildlife Sanctuary – Natick
  Easy-to-rugged, well-groomed trails weave through the shade of mature woodlands into open fields and along the edges of vibrant streams, ponds, marshland, and Charles River.
  
• Auburndale Cove – Newton
  River views, picnic tables, and sports courts make this a popular multi-use park.
• Upton State Forest – Upton
  Less crowded and full of natural beauty. Great for hiking and then relaxing with a bite in the shade.

🏞️ Picnic-Worthy Locations on Cape Cod

• Sandy Neck Beach Park – Barnstable
  Dunes, marshes, and ocean breezes. Great picnic area near the parking lot with coastal views.
• Drummer Boy Park – Brewster
  Wide open green space with picnic tables, windmill views, and family-friendly amenities.
• Nickerson State Park – Brewster
  Freshwater ponds, wooded trails, and picnic tables tucked into nature.
• Fort Hill – Eastham
  A peaceful trail with panoramic views of the salt marsh. Great for a picnic on a blanket.
• Lowell Holly Reservation – Mashpee/Sandwich
  Towering holly trees and shaded trails along freshwater ponds. A hidden gem for a serene picnic.
• Scusset Beach State Reservation – Sagamore
  Eat with your toes in the sand and enjoy views of the canal. Great picnic area with beach access.
• Heritage Museums & Gardens – Sandwich
  A beautiful, curated space with benches and lawns surrounded by seasonal blooms. Admission required.
• Wellfleet Bay Wildlife Sanctuary – Wellfleet
  Combine bird watching, trail walking, and a peaceful picnic all in one visit.

🎉 Mid-to-Late May 2025 Pop-Up Events – Boston & Cape Cod
Boston & MetroWest

• Art Galleries & Cafe Day with Blossom Club – Boston
  📅 May 24, 2025
  Join us for an exciting day filled with art, culture, tasty drinks, and community fun.
• Roaming Greenhouse Pop-Up – Boston
  📅 May 22, 2025
  Cityscape's Greenhouse Truck sells plants and pots to benefit local causes.
• Wrentham Makers Market – Wrentham
  📅 June 1, 2025
  Enjoy local artisans, demos, and handcrafted goods in a festive atmosphere.

Cape Cod

• Paint & Sip at Cape Cod Winery – Falmouth
  📅 May 18, 2025
  Relax with wine and creativity. No experience needed.
• Pop-Up Street Cape Cod – Hyannis
  📅 May 29, 2025
  Enjoy art, food, and community vibes with vendors and music at Island Cafe & Grill.
• Live Music Pop-Up – Orleans
  📅 May 31, 2025
  Free concert hosted by the Orleans Cultural District. Bring your lawn chair!

✨ Make May Matter

Whether you’re relaxing in a park with a good book or exploring artisan pop-ups with a cold drink in hand, May is the perfect time to reconnect with nature and community. Embrace the season and all it has to offer.