Looking for the best things to do in Portland, Maine? Whether you’re a first-time visitor or returning to explore more, this city has it all—charming streets, iconic lighthouses, and delicious seafood. You deserve a stress-free trip to experience Portland’s unique charm.
We’re here to guide you through:
- Iconic landmarks: Portland Head Light and the Old Port
- Outdoor adventures: Hiking trails and whale watching
- Hidden gems: International Cryptozoology Museum and Maine State Pier
- Year-round activities: Boat cruises in summer, park explorations in winter
Follow this plan, and you’ll experience Portland at its best. Let’s jump into your adventure!
Fascinating Things to Do in Portland, Maine
1. Visit Portland Head Light
Portland Head Light is the most photographed lighthouse in the U.S. It offers stunning coastal views and an in-depth look at maritime history. Located in Fort Williams Park, it’s a must-see for anyone visiting Portland, Maine. The lighthouse has stood as a historic landmark since 1791 and remains a symbol of the city.
2. Explore the Old Port District
The Old Port District is Portland’s historic heart, with charming cobblestone streets and vibrant shops. You’ll find a mix of unique boutiques, delicious restaurants, and lively nightlife. This district is a great spot to explore Portland’s maritime history while enjoying great food and local culture. It’s also within walking distance of the waterfront.
3. Take a Ferry to Peaks Island
Hop on a ferry from Portland Harbor to Peaks Island for a scenic boat ride. Known for its peaceful atmosphere, the island offers outdoor fun like biking and kayaking. It’s a perfect escape from the city, with sandy beaches, beautiful views of Casco Bay, and plenty of spots to relax and enjoy nature.
Top Attractions in Portland, Maine, New England
4. Portland Observatory
The Portland Observatory is a National Historic Register site offering panoramic views of Portland Harbor. Built in 1807 for ship captains, it lets you explore Portland’s maritime history while enjoying stunning views of Casco Bay. It’s a must-see for history lovers and photographers. Perfect for a Day Trip to discover the best things to do in Portland, Maine.
5. Wadsworth-Longfellow House
Visit the Wadsworth-Longfellow House, the childhood home of poet Henry Wadsworth Longfellow. This Underground Railroad site is a key part of Portland’s literary history, offering a peek into 19th-century life with original artifacts. A great location for literature lovers and those interested in Portland’s cultural heritage.
6. Portland Museum of Art
The Portland Museum of Art boasts a rich collection of American and European art. With rotating exhibitions, visitors can see works by iconic artists like Winslow Homer. It’s one of the best restaurants in Portland, Maine, for cultural experiences. Ideal for art lovers visiting in the Summer months.
7. Victoria Mansion
Step back in time at Victoria Mansion, an example of pre-Civil War architecture. Built in the 1850s, it offers a window into Portland’s rich history. A perfect spot for those interested in architecture and anyone exploring the best things to do in Portland, Maine. Don’t miss this must-see for anyone in Portland on a Day Trip.
See Also Best Things to Do in Santa Barbara
Fun-Filled Portland Activities
8. Bike the Eastern Promenade
The Eastern Promenade offers beautiful bike trails with stunning views of Portland Harbor. It’s an ideal location for outdoor fun. The trails pass through parks, beaches, and scenic spots. A great way to enjoy Portland’s coast and fresh air, whether you’re walking, biking, or resting.
9. Whale Watching
Whale watching in Portland, Maine, offers thrilling boat tours in the Gulf of Maine. You can see humpback whales and other marine life. It’s a great day trip, especially in the summer months, and a top pick for those looking to experience Portland’s natural beauty.
10. Enjoy Seafood at Local Restaurants
Portland’s food scene is one of the best in New England. From lobster rolls to fresh seafood, there are plenty of the best restaurants to explore. The city’s waterfront eateries offer amazing views, making it a perfect place to eat, relax, and enjoy the local cuisine.
Insider tip: Don’t miss Holy Donut for a unique treat!
11. Take a Boat Cruise
A boat cruise around Portland Harbor offers breathtaking views of the city and nearby Cape Elizabeth. Whether you’re looking for sightseeing or a peaceful rest, this is a great way to experience the area. Learn about Portland’s maritime history and enjoy the National Historic Register landmarks along the coast.
12. Visit the Portland Farmers’ Market
The Portland Farmers’ Market is a must-visit for fresh produce, local goods, and a taste of Portland’s culinary scene. Open year-round, it’s a great spot for sampling Maine’s best ingredients. Perfect for those looking to explore the town’s local culture and get tips on where to eat.
See Also Best Things to Do in Quito
Portland Hidden Gems
13. Explore the Maine State Pier
The Maine State Pier offers beautiful harbor views, fresh seafood dining, and easy access to boat tours. Located on Portland’s waterfront, it’s a great spot to enjoy the coastal breeze while indulging in local seafood. Whether you’re on a boat tour or exploring shops, the pier is a lively hub for visitors.
14. Visit the International Cryptozoology Museum
The International Cryptozoology Museum is a unique museum dedicated to mysterious creatures like Bigfoot and the Loch Ness Monster. It features rare exhibits, including evidence and artifacts related to cryptozoology. If you’re intrigued by myths, legends, and the unexplained, this quirky museum in Portland offers a fun and educational experience.
15. Visit L.L. Bean Flagship Store
The L.L. Bean Flagship Store in Freeport is a must-visit for outdoor enthusiasts. Known for its high-quality outdoor gear, it’s open 24 hours a day, offering a wide selection of apparel, equipment, and footwear. Freeport’s shopping district makes it a great stop for both outdoor gear and casual browsing.
Year-Round Portland Activities
16. Hike the Back Cove Trail
For those who love nature, the Back Cove Trail offers a peaceful escape with great views of the Portland skyline. It’s an excellent spot for hiking, running, or biking while taking in the weather and scenic beauty. Located near the Downtown area, it’s one of the best things to do in Portland, Maine, for outdoor enthusiasts, particularly in June when the weather is perfect.
17. Year-Round Fun at the Maine Audubon Society
The Maine Audubon Society in Portland provides a variety of outdoor activities year-round. Learn about Maine’s wildlife, take nature walks, and participate in birdwatching activities. The Portland area is perfect for nature lovers, and this is one of the best things to do in Portland, Maine, especially for first-time visitors. Discover the beauty of New England’s wildlife and environment.
18. Explore Hidden Trails and Parks
Portland’s hidden trails and parks are waiting to be discovered. These lesser-known gems offer a peaceful retreat with opportunities for hiking, birdwatching, or simply enjoying nature.
Whether you’re near Cape Elizabeth or Casco Bay, these trails provide the perfect way to explore Portland’s natural beauty in the summer months. Make sure to take the Casco Bay Lines ferry to discover even more hidden gems along the coast.
Best Things to Do in Portland, Maine: A Recap
Portland, Maine, is a great place to visit, offering a mix of history, culture, and natural beauty. Whether it’s your first visit or a return trip, there’s always something new to explore. The city’s Downtown Portland has many attractions, from the famous Portland Head Light to the lively Old Port.
You can also visit hidden gems like the International Cryptozoology Museum and L.L. Bean Flagship Store. Cycling along the Eastern Promenade or enjoying fresh seafood are just a few of the best things to do in Portland, Maine. The city also offers scenic parks, art galleries, and wonderful boutique hotels. In summer months, the weather is perfect for outdoor fun, while in the fall, the coast comes alive with beautiful colors.
Portland International Jetport makes it easy to visit, and Casco Bay Lines offers boat rides to nearby islands like Cape Elizabeth. Whether you’re here for a weekend or on your last stop in the Portland area, you’ll find plenty of things to see and do.