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Day One · July 17
Depart Boston at 1:00 PM; you'll arrive in Biddeford Pool by 3:30 PM (2.5 hours via I-95 North and ME-9 East). Check into your rental by 4:00 PM and let the kids decompress with a beach walk at Biddeford Pool Beach—the broken clouds will clear by late afternoon, and 19°C is brisk but manageable with layers. Grab dinner at Red's Eats in nearby Wiscasset (15 minutes north)—a legendary red shack famous for its lobster rolls stuffed with sweet, cold meat and butter. Order takeout, bring it back to your rental, and eat on the deck with ocean views. The casual, no-frills energy is perfect for tired travelers, and kids love the simplicity.
Day Two · July 18
Visit Vaughan Woods State Park (20 minutes inland via car) for a gentle forest hike along the Salmon Falls River. The 3-mile loop is family-friendly, shaded (ideal for the cool 19°C), and feels genuinely off-the-beaten-path. Pack a thermos of coffee from Boulangerie Utile in Biddeford (a French-style bakery café with excellent espresso and pastries). Arrive early (8:30 AM) to secure parking and avoid crowds.
Return to Biddeford Pool and have lunch at Eventide Oyster Co. (sister restaurant in nearby Portland, 20 minutes away via car—worth the drive). Order oysters, lobster rolls, and their famous brown butter lobster buns. The farm-to-table ethos and family-friendly casual vibe align perfectly. Afterward, spend 2 hours at Old Orchard Beach (15 minutes south)—a 7-mile sandy expanse with a vintage pier, arcades for the kids, and minimal crowds in mid-July. The broken clouds will create dramatic light; bring a windbreaker.
Return to Biddeford Pool for sunset (around 8:45 PM). Dinner at Pike's General Store & Restaurant in Old Orchard Beach (casual, lobster-focused, family tables) or pack a picnic from Sysco Fresh Market (local prepared foods counter) and eat beachside. Finish with ice cream from Akerley's Ice Cream in Biddeford, a local institution since 1936.
Day Three · July 19
Brunch at The Good Table in nearby Cape Porpoise (15 minutes north)—farm-to-table breakfast menu, locally-sourced eggs and pastries, high chairs available, outdoor seating with views. Kids love the lobster hash and fresh fruit. Arrive by 9:30 AM to beat the crowd.
Leave by 11:30 AM to arrive in Boston by 2:00 PM. Take the scenic coastal route back: drive north on ME-9 to US-1, then follow the coast through Portland and south toward Boston via I-95. Stop in Portsmouth, New Hampshire (45 minutes on your route) for a 30-minute walk through Prescott Park—waterfront gardens, zero crowds on Sunday morning—and a final coffee from Aroma (local roaster). This adds 20 minutes but transforms the drive into an experience.
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