1. Explore the Old Port District
One of the top Portland Maine attractions, the Old Port District is a must-visit destination. Known for its cobblestone streets, 19th-century brick buildings, and bustling harbor, this historic area is the beating heart of Portland’s culture and nightlife.
Start your journey by strolling along Commercial Street, lined with boutiques, galleries, and award-winning restaurants. Whether you’re shopping for artisan goods or sampling lobster rolls, the Old Port has something for every traveler. Be sure to visit the working waterfront, where fishing boats and ferries add a lively backdrop.
This district is also known for its breweries and pubs. Don’t miss out on trying local craft beers, including those from Shipyard Brewing or Gritty McDuff’s. Visiting the Old Port District is one of the best things to do in Portland Maine for anyone who wants to experience the city’s historic charm and lively ambiance.
2. Visit Portland Head Light
No trip to Portland is complete without visiting the iconic Portland Head Light, one of the most photographed lighthouses in the United States. Located in Fort Williams Park in Cape Elizabeth, just a short drive from the city, this lighthouse is one of the most picturesque Portland Maine attractions.
Built in 1791, Portland Head Light is the oldest lighthouse in Maine. The dramatic cliffside setting and Atlantic Ocean backdrop make it a perfect place for photography, picnics, and peaceful reflection. The adjacent museum and gift shop provide historical context and souvenirs.
With its panoramic ocean views and trails along the rocky coastline, this destination is popular among both locals and visitors. If you’re crafting your own list of the best things to do in Portland Maine, the Portland Head Light undoubtedly deserves a top spot.
3. Indulge at Eventide Oyster Co.
For foodies wondering about the best culinary experiences in the area, dining at Eventide Oyster Co. is an essential part of your Portland adventure. This acclaimed seafood restaurant has become one of the most talked-about Portland Maine attractions for its modern take on New England classics.
Eventide offers a raw bar with an extensive oyster selection sourced from Maine’s cold waters. Their brown butter lobster roll, served on a steamed bun, is a crowd favorite and a reinvented classic that draws visitors from around the country.
Pair your meal with a signature cocktail or a glass of crisp white wine to complete the experience. Whether you’re visiting for lunch or dinner, Eventide delivers an unforgettable culinary journey. When listing the best things to do in Portland Maine, this seafood haven is a must for any food lover.
4. Discover Art at the Portland Museum of Art
If you’re seeking cultural enrichment during your trip, a visit to the Portland Museum of Art is one of the top Portland Maine attractions for art enthusiasts. Home to an impressive collection of American, European, and contemporary works, the museum features pieces by iconic artists like Winslow Homer, Claude Monet, and Andy Warhol.
The museum also hosts rotating exhibitions and community programs that highlight regional and international art. With beautiful architecture and peaceful indoor spaces, it’s the perfect place to spend a quiet afternoon.
Located in the downtown Arts District, this museum is also close to local cafes and galleries, making it a convenient and enriching stop. For travelers interested in history and creativity, the Portland Museum of Art is easily among the best things to do in Portland Maine.
5. Take a Cruise on Casco Bay
Exploring the coast from the water is one of the best ways to appreciate Portland’s beauty. Taking a scenic cruise on Casco Bay is not only relaxing, but it also gives you a new perspective on the city’s maritime heritage. These boat tours are among the most unique Portland Maine attractions.
Options range from romantic sunset cruises to informative lighthouse tours. You’ll glide past rugged islands, seabirds, historic forts, and the Portland Head Light, all while learning about the region’s rich nautical history.
Casco Bay Lines offers year-round ferry service, allowing you to visit the Calendar Islands and quaint fishing villages. For photographers and sightseers alike, this experience deserves a place on any list of the best things to do in Portland Maine.
6. Enjoy the Outdoors at Eastern Promenade
For panoramic ocean views, outdoor recreation, and historic landmarks, head to the Eastern Promenade. This scenic park, located on the eastern edge of the Portland peninsula, is one of the top-rated Portland Maine attractions for nature lovers and families.
The Eastern Prom features a 2.1-mile paved trail perfect for walking, biking, or jogging along Casco Bay. The wide grassy areas and picnic spots make it a favorite for locals looking to relax or enjoy a barbecue.
In the summer, kayaks and paddleboards are available for rent, while winter offers a peaceful and snowy landscape. Fort Allen Park, located within the promenade, adds a historical element with cannons and plaques detailing Portland’s military past. It’s easy to see why this peaceful retreat is one of the best things to do in Portland Maine.
7. Visit the Victoria Mansion
Step back in time with a visit to Victoria Mansion, an extraordinary example of pre-Civil War architecture and design. Also known as the Morse-Libby House, this historic home is one of the most elegant and well-preserved Portland Maine attractions.
Built in the 1850s, the mansion boasts lavish interiors, original furnishings, and intricate frescoes. Guided tours provide insight into the lives of Portland’s elite during the 19th century, offering a unique glimpse into American history.
Whether you’re an architecture buff or a history lover, the opulent details and fascinating stories make this site a standout among the best things to do in Portland Maine.
8. Sample Local Brews at Allagash Brewing Company
Portland is one of America’s best small cities for craft beer, and a visit to Allagash Brewing Company is a rite of passage for beer lovers. This award-winning brewery is one of the top Portland Maine attractions, known for its signature Allagash White Belgian-style wheat beer.
Tours at Allagash provide an in-depth look at their brewing process, including fermentation, barrel aging, and bottling. The tasting room is spacious and welcoming, with generous free samples and seasonal offerings available.
If you enjoy a laid-back atmosphere and learning about the art of brewing, make sure Allagash makes your list of the best things to do in Portland Maine.
9. Stroll Through the Western Promenade
For a quieter and equally beautiful outdoor experience, visit the Western Promenade. This elevated park on the west side of Portland offers sweeping views of the White Mountains and the Fore River.
Lined with historic mansions and ancient trees, the Western Prom is ideal for a leisurely walk, photography, or watching the sunset. Benches dot the area, inviting visitors to relax and enjoy the serene setting.
While less visited than its eastern counterpart, the Western Promenade is a hidden gem among Portland Maine attractions. Its peaceful charm and scenic views certainly earn it a place in the best things to do in Portland Maine.
10. Shop and Dine at Thompson’s Point
Rounding out our list is Thompson’s Point, one of the trendiest and most dynamic Portland Maine attractions. Once an industrial site, it has transformed into a cultural hotspot featuring restaurants, breweries, art installations, and live music venues.
Visitors can enjoy craft cocktails at Stroudwater Distillery, relax with a cold beer at Bissell Brothers Brewery, or attend outdoor concerts during the summer season. In winter, the area becomes a cozy escape with fire pits, ice skating, and holiday markets.
Thompson’s Point is a perfect example of how Portland blends the old with the new, offering something for every age and interest. If you’re looking for fun, food, and culture in one location, this destination definitely belongs in your list of the best things to do in Portland Maine.
