The best things to do in Portland, Maine: National parks, coastal escapes, and outdoor adventures

Explore the top outdoor adventures in Portland, Maine, from iconic parks to island adventures and scenic trails, with insider tips for every season.

Edited by Kaitlyn Dreyling | October 31, 2025

Portland, Maine, offers a unique blend of rugged coastline, lush forests, and endless opportunities for outdoor adventure. Whether you're hiking scenic trails, paddling through Casco Bay, or exploring historic lighthouses, this city invites you to connect with nature in every season.

In summer, enjoy whale-watching tours and island picnics. Fall brings vibrant foliage hikes in nearby parks and preserves. Winter transforms local trails into snowshoeing and cross-country skiing routes, while spring offers birdwatching and wildflower walks. Many Portland, Maine, hotels offer adventure-friendly amenities such as gear storage, shuttle service, or local tips — it’s the easiest way to plan a stress-free Portland getaway any time of year. From parks and islands to wild escapes, these are some of the best things to do in Portland, Maine.

Acadia National Park: Maine's crown jewel

Located roughly 170 miles from Portland, Acadia National Park is a must-visit for nature lovers seeking dramatic coastal views, mountain hikes, and wildlife encounters. With 158 miles of hiking trails and 45 miles of historic carriage roads, Acadia offers everything from gentle walks to challenging summit climbs. Explore iconic spots like Cadillac Mountain, Sand Beach, and Thunder Hole, or take a scenic drive along Park Loop Road. Day-trippers can start early from Portland and return to comfort at DoubleTree by Hilton Hotel Portland, ME, which features easy highway access and a welcoming lobby. After a day of exploring, soothe tired muscles with a soak in the heated indoor pool and a sweet finish in the form of a delicious DoubleTree chocolate chip cookie.

Casco Bay: Kayaking, sailing, and island-hopping

Portland's Casco Bay is a haven for water sports and island adventures. Rent a kayak or join a sailing tour to explore hidden coves, spot seals, and visit the bay's many islands. Peaks Island, accessible by a 20-minute ferry ride, is known for its art studios and the Fifth Maine Regiment Museum, which highlights the island's Civil War and World War II history.

After a day on the water, unwind at Canopy by Hilton Portland Waterfront, where the vibrant local design and waterfront views make it easy to keep the adventure going. Extend your outdoor exploration by hopping on a complimentary Canopy Bike from the hotel. Grab a bite at Salt Yard Cafe + Bar or sip a delicious cocktail with a view at Luna Rooftop Bar.

Eastern Promenade and Back Cove trails: Urban escapes

For those seeking outdoor fun without leaving the city, Portland's Eastern Promenade and Back Cove trails offer scenic walking, running, and biking routes along the waterfront. The Eastern Promenade Trail provides access to East End Beach and historic Fort Allen Park, with panoramic views and picnic spots. Back Cove Trail circles a peaceful tidal basin with skyline vistas, offering a 3.6-mile loop views of the Portland skyline. Both are perfect for morning jogs, sunset strolls, or family outings.

Stay close to the action at Hilton Garden Inn Portland Downtown Waterfront, located steps from the trails and Old Port's historic buildings and lively shops and restaurants. Make sure to save room for the small plates and seasonally inspired dishes at Central Provisions — an Old Port mainstay and local favorite.

Crescent Beach and Scarborough Beach state parks: Coastal escapes

Just south of Portland, Crescent Beach and Scarborough Beach state parks are beloved for their sandy shores and cool breezes. Crescent Beach is ideal for families, with gentle surf and nature trails, while Scarborough Beach attracts surfers with stronger waves and colder water temperatures. Both parks offer picnic areas and scenic walks. Make Hampton Inn & Suites Portland West your base for quick trips to the coast and comfortable family-friendly evenings after a day in the sun. The kids will love jumping in the sparkling indoor pool, while everyone will enjoy the hotel’s delicious free hot breakfast, featuring waffles and a variety of hot and cold options to suit even the pickiest of eaters.

Portland Head Light and Old Port: Iconic sights and local flavor

No visit to Portland is complete without seeing Portland Head Light, often cited as one of America's most-photographed lighthouses, perched on the rocky shores of Fort Williams Park in neighboring Cape Elizabeth. Wander the park's trails, enjoy ocean views, and snap photos of this historic beacon. Afterward, head to Portland’s Old Port district for waterfront dining, boutique shopping, and live music. For a seamless experience, stay at Hampton Inn Portland Downtown – Waterfront, offering easy access to both the lighthouse and the city's vibrant heart, plus a creative brunch at the Friendly Toast next door.

Disclaimer: We used AI assistance to generate this content. All information was reviewed by Hilton's team to ensure it meets our standards for accuracy and ethics, allowing us to better match your travel needs and connect you with the right stay.

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