3 Relaxed Days in Boston with Kids: The Perfect Ending to an Acadia National Park Trip

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    If you're planning a similar New England itinerary, you can read our full guide to five days exploring Acadia National Park from Southwest Harbor with kids here.

    After five wonderful days exploring Acadia National Park and coastal Maine, we returned to Boston for the final stop on our trip. While the Maine portion of our adventure was full of scenic drives, lobster boats, and national park exploring, we intentionally planned the Boston portion to be much slower. With three kids ages 8, 6, and 3, this part of the trip was meant to be a gentle ending—good food, beautiful neighborhoods, and plenty of space for the kids to play.

    We didn’t plan any of the traditional tourist attractions in Boston. Instead, we focused on enjoying the city in a relaxed way and keeping the schedule light before heading home.

    Day 1 – Arrival in Back Bay & Dinner at Eataly

    After our coastal drive from Maine back to Boston, we went straight to the airport to return our rental car, knowing we wouldn’t need it while staying in the city. Boston is extremely walkable, and for this short visit, we planned to explore mostly on foot.

    We stayed in our favorite Boston neighborhood, Back Bay. It’s one of the prettiest areas in the city—safe, elegant, and incredibly easy to walk around. Our hotel was the Hilton Boston Park Plaza, which turned out to be a fantastic location, just a three-minute walk from Boston Common and adjacent to Newbury Street. While the rooms themselves were a bit dated, the hotel was great overall, and the proximity to the park made it a perfect home base for traveling with kids.

    After dropping our bags and settling in, we headed to dinner at La Pizza & La Pasta inside Eataly Boston. Eataly is always one of our favorite places to visit in a city with kids. There are so many sections to explore—specialty markets, food stalls, dessert counters, drink stations, and multiple restaurants all under one roof. It feels lively and fun without being overwhelming.

    La Pizza & La Pasta is one of the restaurants inside Eataly and probably the most kid-friendly option. After plenty of pizza and pasta, a glass of wine for the adults, and a game of Uno at the table, we wandered down the beautiful stretch of Newbury Street. Our final stop of the evening was Levain Bakery, where we picked up a few of their famous giant cookies to bring back to the room.

    Day 2 – Boston Common, Newbury Street & the North End

    We woke up to only three items on the agenda for the day: have a fun, relaxed day, enjoy good food, and get some back-to-school shopping done.

    After grabbing coffee, we walked over to Boston Common—one of the main reasons we intentionally chose a hotel so close to the park. We ended up spending several hours there because it’s such a great place for kids. We started at the Frog Pond Carousel, which was a huge hit. Buying the ride pass turned out to be more affordable than paying for individual rides, and it can be shared among multiple kids, which made it even more useful for our group.

    From there, we explored the Tadpole Playground, one of the main playground areas in the Common, before wandering across the open lawns of the Parade Ground, where balloon vendors, artists, and street performers tend to gather. The Frog Pond splash pad was also very popular. Our kids only went knee-deep, but many children arrived fully dressed for it in swimsuits. There are bathrooms and changing stations nearby, though the lines were quite long for the changing stations when we visited. We also walked over to the Swan Boats in the adjacent Public Garden, which is a Boston tradition not to be missed with kids.

    After a few hours of play, we headed back to the hotel to get ready for lunch before walking over to Joe’s on Newbury. We grabbed a table on the patio, which is absolutely worth requesting—the people watching along Newbury Street is half the experience. The kids' menu is excellent and very affordable, including both a drink and dessert, and the food was just as good for the adults. It ended up being one of our favorite meals of the stop.

    From there, we spent some time shopping along Newbury Street, stopping into H&M and Nike for back-to-school clothes.

    Later that afternoon, we took an Uber to Boston’s North End (Little Italy). We wandered through the neighborhood, enjoyed plenty of gelato, and picked up one of the city’s most famous pizzas from Ernesto’s to bring back with us. Once we returned to the hotel, we claimed a table in the lobby, where live music was playing. The kids pulled out another game of Uno while we enjoyed the pizza and music, and it ended up being one of the most relaxed and memorable nights of the entire trip.

    Day 3 – One Last Morning in Boston Common

    On our final morning, the kids had only one request—to spend a little more time in Boston Common before we left the city.

    We happily obliged and wandered through the different areas of the Common, passing the Frog Pond, the playground, and the open lawns where people were already walking dogs and enjoying the morning. At one point, we stopped to watch a family of ducks move from one pond to another, which turned into a sweet moment for the kids.

    Before heading back to the hotel, we grabbed coffee and pastries from a nearby sidewalk café and enjoyed a slow breakfast outside. After gathering our bags, we called an Uber and headed to the airport for the flight home.

    Why Boston Was the Perfect Ending to Our Maine Trip

    Boston turned out to be the perfect final stop after our time in Maine. Instead of trying to see every historic site or museum, we spent these last few days doing what our family needed most—slowing down. We wandered the beautiful streets of the Back Bay, spent hours in Boston Common, enjoyed great meals, and let the kids set the pace. 

    For families combining a visit to Acadia National Park with a trip to Boston, this pairing works incredibly well. Maine offers the adventure and wide-open scenery, while Boston provides the perfect place to wind down before heading home.