Experience the Best of Portland 

Portland, Maine, is a charming coastal city known for its rich history, vibrant food scene, and stunning natural beauty. If you're planning a visit and wondering what to do in Portland, Maine, you're in for a treat. Whether you're an outdoor enthusiast, a history buff, or a foodie, there's something for everyone in this picturesque New England destination. 

 

Why Visit Portland, Maine? 

Nestled on the southern coast of Maine, Portland offers the perfect blend of coastal charm and urban energy. With its cobblestone streets, art galleries, award-winning restaurants, and easy access to scenic nature spots, Portland has become a favorite for weekend getaways and extended vacations alike. 

Explore Homes in Portland, ME to see why so many fall in love with this area. 

 

Best Things to Do in Portland, Maine 

1. Stroll Through the Old Port District 

The Old Port is the heart of Portland's downtown area. With its 19th-century brick buildings, unique boutiques, and historic waterfront, it’s perfect for a casual stroll or a day of shopping. 

Must-Do Activities: 

• Explore local shops and art galleries 

• Grab a lobster roll at Luke’s Lobster or The Highroller Lobster Co. 

• Sip cocktails at rooftop bars like Luna Rooftop Bar 

2. Eat Your Way Through the City 

Portland is often considered one of the best small cities for food lovers in America. From fresh seafood to gourmet donuts, there’s no shortage of incredible food. 

Where to Go: 

• Eventide Oyster Co. 

• Duckfat 

• Becky's Diner 

• Holy Donut for potato-based donuts 

 

Outdoor Activities Near Portland&nbp;

Discover Nature and Adventure Near Portland, ME 

If you want to get outside and enjoy the beauty of Maine, Portland is a fantastic base. From beaches to bike trails, you’ll find plenty to do outdoors. 

3. Visit Portland Head Light 

Located in Fort Williams Park in Cape Elizabeth (just minutes from downtown), Portland Head Light is one of the most photographed lighthouses in the world. 

Highlights: 

• Scenic walking trails 

• Historic ruins 

• Ocean views perfect for photos 

4. Take a Ferry to the Casco Bay Islands 

Hop on a ferry from the terminal in the Old Port and explore the nearby islands of Casco Bay. 

Popular Islands: 

• Peaks Island: Ideal for biking and exploring 

• Great Diamond Island: Great for peaceful retreats and picnics 

Learn more about Casco Bay ferries 

5. Hike or Bike the Eastern Promenade Trail 

This 2-mile trail offers sweeping views of Casco Bay and is perfect for walking, biking, or even cross-country skiing in the winter. 

 

Seasonal Things to Do in Portland, Maine 

Spring: Gardens and Events 

• Visit the Coastal Maine Botanical Gardens (1-hour drive but worth it) 

• Attend a Sea Dogs game 

Summer: Sun and Sea 

• Enjoy a sunset sail on Casco Bay 

• Swim or sunbathe at Willard Beach 

Fall Foliage and Festivities 

• Take a foliage drive up Route 1 

• Explore nearby farms for apple picking and cider donuts 

Winter: Cozy and Festive 

• Visit the Victoria Mansion decorated for the holidays 

• Enjoy hot cocoa and sledding at Payson Park 

 

Arts, Culture, and History in Portland 

6. Tour the Portland Museum of Art 

One of the oldest and most respected art institutions in Maine, the museum showcases everything from local to international works. 

7. Step Back in Time at the Wadsworth-Longfellow House 

Home to famed poet Henry Wadsworth Longfellow, this historic site offers a glimpse into 19th-century life in Maine. 

8. Attend a Show at Merrill Auditorium 

From classical concerts to Broadway performances, Merrill Auditorium is Portland's premier venue for the performing arts. 

 

Family-Friendly Activities in Portland, Maine 

9. Children's Museum & Theatre of Maine 

A must-visit if you're traveling with kids. The museum is interactive, educational, and fun for all ages. 

10. Maine Narrow Gauge Railroad Co. & Museum 

Hop aboard a vintage train for a scenic ride along the waterfront—a hit with kids and adults alike. 

 

Plan Your Portland Adventure 

With so many things to do in Portland, Maine, it’s no wonder this city is one of New England’s most beloved destinations. From stunning coastal views to a world-class culinary scene, you’ll never run out of reasons to come back. 

 

Looking to make Portland your next home—or just want to know the area better? Connect with a local real estate expert who knows Portland inside and out and can help guide you every step of the way.