Morning: Depart Wilmington early and head north on I‑95. Stop at Seaside Park in Portsmouth for a quick beach walk and playground fun, letting the kids stretch their legs before lunch.
Afternoon: Explore the historic Strawbery Banke Museum, where interactive colonial-era exhibits keep the little ones engaged. Grab a family‑friendly lunch at the museum café, then continue the drive to Portland, checking into your hotel by early evening.
Evening: Stroll through Portland’s charming Old Port district, enjoy ice‑cream at a waterfront shop, and relax at the hotel after a day on the road.
Find HotelsMorning: Visit the iconic Portland Head Light at Fort Williams Park; the lighthouse view and tide‑pool exploration are perfect for curious kids. Follow with a quick stop at the Children’s Museum & Theatre of Maine for hands‑on play.
Afternoon: Take a short Casco Bay Ferry ride to one of the nearby islands for a picnic and beach time. After returning, head north toward Conway, arriving in the early evening.
Evening: Check into your Conway lodging, then wander the downtown area and enjoy dinner at a family‑friendly restaurant near the Conway Scenic Railroad depot.
Find HotelsMorning: Ride the Conway Scenic Railroad on a short heritage train trip that delights both ages. Afterwards, explore the nearby Rocky Horn Farm, where the kids can feed farm animals and pick berries.
Afternoon: Have a quick lunch in town before embarking on the drive back to Wilmington, making a brief stop at Lake Winnipesaukee for a scenic view and a stretch break.
Evening: Arrive home in the early evening, concluding the family road trip with lasting memories.
Find HotelsIf you need extra time, consider adding an overnight stay in Portsmouth to explore more of its waterfront and historic sites. To shorten the trip, skip the Casco Bay Ferry ride and replace the Conway Scenic Railroad with a quick hike at Mount Washington Auto Road Visitor Center, which reduces travel time while still offering scenic views.