Best Four-Day Summer Itinerary for a Trip to Portland, Maine

Exploring a new city without a destination can be one of the most refreshing experiences. However, there is a lot to do in Portland, Maine, especially during the summer months. From camping in Acadia National Park to savoring local cuisine and music, here's a comprehensive four-day itinerary that will make your visit to Portland memorable.

Day 1: Explore Portland

Starting your trip in Portland is ideal, as it offers a mix of urban charm and small-town appeal. Begin your day with a visit to BiLo Bean's primary store, located in Freeport, just a short drive away from Portland. Swing by the rocky coastlines of Maine, stopping in towns such as Camden, which boasts charming diners and shops. In the evening, dive into the local spirit scene with visits to Sebago Brewing Company and Gritty’s Brewing Company. Portland is also a haven for readers, with many bookcrossing opportunities. Be sure to visit The Great Lost Bear for a casual and book-filled experience.

Day 2: Adventure in Acadia National Park

For a different perspective, head north to Acadia National Park, located in Bar Harbor. Spend the day exploring the park's natural beauty. Hike to Jordan Pond or enjoy a scenic drive along the coast. Acadia is perfect for nature enthusiasts, offering breathtaking views and serene walks. You might also want to wrangle an invitation to the Bush family's residence in Kennebunkport, although that might be a bit ambitious. For a more attainable retreat, consider visiting Old Orchard Beach, a nearby seaside community that's less touristy and more family-friendly, especially if you don’t have a car and can take the Downeaster train there.

Day 3: Cultural Immersion and Food Scene

On your third day, continue your exploration of the area. Step into the vibrant arts scene with a visit to the Portland Museum of Art, which has recently been renovated. If beaches aren't your cup of tea, you can find beautiful stretches of sand just down the road. In the evening, savor the local cuisine at Hi Bombay for Indian food or The Green Elephant for vegetarian options. End the day with a sweet treat from Wicked Gelato in Brunswick, which is just a short distance away from Portland.

Day 4: Historical and Natural Wonders

Your final day in Portland includes a mix of history and natural beauty. Hike through Merrill Auditorium, located in Portland City Hall, which hosts a wide array of cultural events. For a musical experience, check out performances at Aura and the State Theater. Portland is also home to good local music scenes. Adequately refreshed, take a day trip to Augusta or explore nearby locations like Gardiner and Hallowell, which have excellent restaurants and boutiques.

Additional Tips

During your four-day trip, take time to experience as much of Portland and the surrounding area as possible. Whether you're sipping beers, exploring museums, or just enjoying the outdoors, Portland offers plenty of opportunities to make your summer visit truly enjoyable.