Portland, ME

What to do in Portland, ME

Explore the Old Port District

The Old Port District is the heart of Portland’s historic waterfront. This vibrant area is filled with cobblestone streets, brick buildings, and a lively atmosphere. Visitors can wander through a myriad of boutiques, art galleries, and souvenir shops. Food enthusiasts will delight in the diverse range of restaurants, offering everything from fresh seafood to international cuisine. The district also hosts breweries, pubs, and bars, creating a dynamic nightlife scene. For those interested in history, the area is dotted with architecture dating back to the 19th century, adding to the district’s timeless charm.

Visit the Portland Head Light

Situated in Cape Elizabeth, just a short drive from downtown Portland, the Portland Head Light is one of the most iconic lighthouses in Maine. Set against the stunning coastal backdrop of Fort Williams Park, this historic lighthouse is a must-see for visitors. They can walk along the rocky shores and capture picturesque views of the lighthouse. In addition to its historical significance, the park features walking trails, picnic areas, and the remnants of old forts, offering visitors a unique blend of natural beauty and rich maritime history.

Discover Art and Culture at the Portland Museum of Art

For art aficionados, the Portland Museum of Art presents a captivating collection of art from diverse periods and styles. The museum boasts an impressive array of European, American, and contemporary art, as well as works by Maine artists. Visitors can explore pieces by renowned artists such as Winslow Homer and Andrew Wyeth. The museum’s engaging exhibitions and educational programs offer a comprehensive insight into the region’s artistic heritage, making it a cultural gem not to be missed.

Enjoy Outdoor Adventures at Casco Bay Islands

A visit to Portland is incomplete without experiencing the natural beauty of Casco Bay’s islands. Ferries depart regularly from Portland to various islands, including Peaks Island and Great Diamond Island, allowing tourists to enjoy a range of outdoor activities. From biking and hiking along scenic coastal trails to beachcombing and kayaking amidst picturesque landscapes, the islands offer an ideal retreat for nature lovers. Visitors can also indulge in local cuisine at waterfront restaurants or simply savor the serene ambiance that these captivating islands provide.

Sample Craft Beer on the Portland Brewery Trail

With its vibrant craft beer scene, Portland has earned the moniker “Beer City.” Embark on the Portland Brewery Trail to explore the city’s esteemed breweries and artisanal beer culture. Visitors can savor a diverse selection of craft brews, ranging from hoppy IPAs to rich stouts, while engaging in brewery tours and tasting sessions. The trail encompasses numerous breweries, each offering a distinct ambiance and an array of handcrafted beers. It’s a delightful way to immerse oneself in Portland’s thriving beer community and appreciate the artistry behind the city’s renowned craft brews.

Example Two-Day Itinerary

Day 1

Morning

Start your day at the Portland Head Light, located in Cape Elizabeth, just a short drive from downtown Portland. This historic lighthouse offers stunning views of the rugged coastline and the Atlantic Ocean. Take a stroll along the Cliff Walk to admire the beauty of the area.

Late Morning

Head to the vibrant Old Port district in downtown Portland. Explore the cobblestone streets lined with boutique shops, art galleries, and specialty stores. Don’t miss the opportunity to visit the Portland Observatory, a historic maritime signal tower with panoramic views of the city and harbor.

Afternoon

For an enriching experience, visit the Portland Museum of Art. This renowned museum features an impressive collection of artwork, including pieces by Winslow Homer and John Singer Sargent. Take your time to appreciate the diverse array of art on display.

Evening

Conclude the day with a leisurely walk along the Eastern Promenade. This waterfront park offers breathtaking views of Casco Bay and the city skyline. Enjoy the serenity of the surroundings as you take in the sunset before returning to your accommodation.

Day 2

Morning

Begin your day with a visit to the Portland Farmers Market. Located in Deering Oaks Park, this market showcases an assortment of local produce, artisanal products, and delicious treats. Immerse yourself in the lively atmosphere and engage with local vendors.

Late Morning

Embark on a scenic cruise of Casco Bay to fully appreciate the coastal beauty of Portland. Several companies offer boat tours that provide glimpses of picturesque islands, lighthouses, and marine wildlife. Enjoy the refreshing ocean breeze as you take in the panoramic views.

Afternoon

For a taste of history, explore the Victoria Mansion, a splendid example of Italianate architecture. This lavishly decorated mansion offers guided tours, allowing visitors to marvel at the ornate interiors and learn about its fascinating past.

Evening

Conclude your visit with a relaxing walk through the Western Promenade. This charming park offers a peaceful retreat with its tree-lined avenues and Victorian homes. Take in the tranquil ambiance and savor the last moments of your Portland adventure before departing for your next destination.