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Southern Maine is home to various charming towns, each offering unique experiences and attractions. Whether you’re looking for a quiet coastal retreat or a bustling urban center, Southern Maine has something for everyone. Here are five towns you must visit if you find yourself in Southern Maine.  

 1. Ogunquit

Bench on Ogunquit Beach overlooking the Atlantic Ocean Ogunquit, meaning “beautiful place by the sea,” lives up to its name with stunning beaches, a vibrant arts scene, and a welcoming community. This town is perfect for those seeking a peaceful yet engaging getaway. 

What to Do in Ogunquit 

  • Beaches: Ogunquit Beach is one of the best in Southern Maine, offering pristine sands and warm waters thanks to the Gulf Stream. Spend your days sunbathing, swimming, or exploring the tidal pools. 
  • Nightlife: Despite its quiet demeanor, Ogunquit boasts a lively nightlife with numerous bars and clubs. The Front Porch Piano Bar & Restaurant is a local favorite, offering live music and a fun atmosphere. 

 2. Old Orchard Beach

Old Orchard Beach is the place to be for those who prefer a more lively atmosphere. Known for its iconic pier and boardwalk, this town is a hub of activity and fun. 

What to Do in Old Orchard Beach 

  • The Beach: Stretching seven miles, the beach is perfect for sunbathing, swimming, and building sandcastles. The soft, sandy shore and gentle waves make it ideal for families. 
  • The Pier and Boardwalk: Enjoy classic arcade games, amusement park rides, and a variety of dining options. The pier has numerous shops and eateries, offering everything from seafood to sweet treats. 
  • Shopping: Browse through some shops for souvenirs and trendy apparel. The local boutiques offer a range of items, from beachwear to crafts and home goods.  
  • Seasonal Activities: While quieter in winter, the beach offers a serene beauty perfect for a stroll. During the summer, the town hosts events like fireworks displays and concerts, adding to the festive atmosphere! 

 3. Biddeford

Biddeford is quickly becoming one of Maine’s trendiest towns, with a growing arts scene and a revamped downtown area. 

What to Do in Biddeford 

  • Arts and Culture: Explore the Biddeford Mills Museum or catch a show at the City Theater. The museum offers a glimpse into the town’s industrial past, while the theater hosts a variety of performances throughout the year. 
  • Dining: Taste local flavors at restaurants like Elda and Palace Diner. Elda is known for its innovative dishes made with locally sourced ingredients, while Palace Diner offers classic American fare in a retro setting. 
  • Shopping: Discover unique boutiques and shops in the downtown area. From vintage clothing stores to craft shops, there’s something for everyone. 
  • Outdoor Activities: Enjoy the beauty of Clifford Park with hiking trails and picnic areas. The park is a great spot for a walk or a hike, with trails that wind through forests and along streams. 

 4. Portland

Portland is the largest city in Maine and a vibrant urban center known for its food scene, historic sites, and cultural attractions. 

What to Do in Portland

  • Food: Portland is a food lover’s paradise with renowned restaurants like Eventide Oyster Co., Fore Street, and Duckfat. The city is famous for its seafood, but you’ll also find a diverse range of cuisines.  
  • Historic Sites: Visit the Portland Head Light, one of the most photographed lighthouses in the country. The lighthouse, located in Fort Williams Park, offers stunning views of the coastline and is a great spot for a picnic or just some sightseeing. 
  • Arts and Culture: Explore the Portland Museum of Art or catch a performance at the Merrill Auditorium. The museum features a collection of American and European art, while the auditorium hosts concerts, ballets, and other performances. 
  • Shopping: Browse the shops in the Old Port district for unique finds and local crafts. The cobblestone streets are lined with boutiques, galleries, and specialty stores, making it a perfect place for a shopping spree. 

 5. The Kennebunks

The Kennebunks, comprising Kennebunk and Kennebunkport, offer a quintessential Maine experience with their charming downtowns, beautiful beaches, and rich history. 

What to Do in Kennebunkport & Kennebunk

  • Beaches: Enjoy the sun and surf at Kennebunk Beach, Gooch’s Beach, or Mother’s Beach. These beaches are perfect for swimming and sunbathing with soft sands and clear waters. 
  • Shopping: Main Street in Kennebunk is lined with boutiques like Abacus and Cottage Breeze. Whether you’re looking for unique gifts, home decor, or fashion, you’ll find plenty of options. 

Southern Maine is a region rich in history, culture, and natural beauty. Each of these five towns offers something unique, making them perfect destinations for your next adventure. Whether you’re exploring the streets of Portland, relaxing on the beaches of Ogunquit, or eating your way through Kennebunkport, you’re sure to create lasting memories. 

Ready to experience the best of Southern Maine? Stay with Purposely Lost and discover all that these charming towns have to offer. Book your stay today and start planning your unforgettable Maine getaway!