New England Coastal Day Trip Itinerary

Day 1: Cambridge ➜ Plymouth ➜ Dexter

Morning: Enjoy a leisurely morning in Cambridge, perhaps strolling along the Charles River or grabbing a quick brunch before hitting the road. Pack snacks and a refillable water bottle for the scenic drive ahead.

Afternoon: Depart Cambridge at 1 pm and head south on MA‑3, then merge onto MA‑3A to reach Plimouth Plantation. Spend about one hour exploring the historic reenactments and waterfront views before continuing eastward. On the way, make a brief stop at the Dexter Grist Mill in Sandwich for photos of the charming 19th‑century waterwheel.

Evening: Follow the picturesque King’s Highway (MA‑6A) along the coast, soaking in ocean vistas and historic villages, until you arrive at the Charm on Main in Dexter. Check in, unwind with a dinner at the inn’s restaurant, and enjoy a peaceful night in this historic seaside town.

Time and Cost Estimates

• Plimouth Plantation – 1 hour – Admission: $20 per adult
• Dexter Grist Mill – 30 minutes – Suggested donation: $5
• King’s Highway scenic drive (MA‑6A) – 1.5 hours – No cost (fuel estimate: $8)
• Charm on Main (overnight stay) – 1 night – Room rate: $150
• Meals (lunch & dinner) – 2 hours – Approx. $45
• Fuel for round‑trip – Approx. 150 miles – $30
Total Estimated Cost: $258

Tips

If you’d like to extend the trip, consider adding a sunrise walk on the beach at Rockport the next morning or exploring the art galleries in Camden. To shorten the itinerary, skip the Dexter Grist Mill stop and head straight to Dexter after Plymouth, reducing travel time by about 30 minutes.