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About Maine Greater Portland

Charming cobblestone streets, lighthouses, cultural events, and outdoor activities are just a few of the highlights families will discover in Maine’s largest city: Portland. The city has been home to writer Stephen King, actress Liv Tyler and poet Henry Wadsworth Longfellow, and visitors are certain to understand why notable people have been drawn to Portland over the years. Enjoy a level of privacy simply unheard of in hotels by booking one of the many Portland vacation rentals and explore the plethora of adventures this coastal city has to offer.  


Portland attracts visitors year-round as a result of its snow-covered peaks perfect for skiing in the winter and its gorgeous beaches that are home to summer fun. Winter lows can dip below 0 degrees Fahrenheit while summer temperatures generally stay in the 70s. Portland’s high season runs from mid-June until October, when many come to revel in the colorful fall foliage. Bring layers when visiting this destination as New England weather is oftentimes unpredictable and can vary significantly throughout the year. 


As Maine’s largest city, Portland is home to many neighborhoods and districts where hubs of cultural activities are located. Those considering Portland vacation rentals will find lots of options within neighborhoods, including: Back Cove, Deering Center, Downtown District, West End, Hobart Street, India Street, Valley Street, Stroudwater, Nasons Corner, Parkside and Rosemont. Additionally, the Arts District is located within the West End and Bayside, the Waterfront district is on the coast, and the Old Port district is nestled between the Arts District, the neighboring Government district and the Waterfront region. Portland’s Downtown District booms with activity, and visitors will find attractions, art walks, and events that take place here on a daily basis.

Things to Do

Situated approximately 100 miles north of Boston, Massachusetts, Portland sits on Casco Bay and offers lots of opportunities for water-based recreation, exploring majestic seaside landscapes and seeing some of the best tourist attractions in New England. Boat charters and cruises are available and offer everything from whale-watching tours to an exploration of one of Casco Bay’s islands. Visit the Portland Head Light, which dates back to 1971, or take a scenic ferry ride with Casco Bay Lines to see the variety of lighthouses scattered along the coast or head out with Lucky Catch Cruises to spend a day in the life of a Maine Lobsterman. Bask in the outdoors at East End Beach and frolic in the waves during the summer.

When you aren’t marveling at the abundance of opportunities to revel in the Atlantic Ocean, you’ll find plenty to do in one of Portland’s many districts. Take a trip to East Royce Mountain to enjoy the variety of hiking trails in the area. The Portland Museum of Art and Portland Children’s Museum and Theater of Maine ensure that there are always cultural and educational activities on the itinerary. Historic sites of interest like the Victoria Mansion and the Wadsworth-Longfellow House provide a glimpse into early life in Maine. Children who are fascinated with subjects like Bigfoot or the Loch Ness Monster will love the International Cryptozoology Museum. It is more of a collection than a museum and die-hard fans of strange and bizarre animals will find this one stop that can’t be missed. 

Food & Dining

Portland has made a name for itself as a fantastic destination for foodies. Many of the city’s best dining establishments can be found in Portland’s downtown, including the Arts District and the Old Port area. Here, you’ll find lobsters freshly hauled in from the Gulf of Maine, locally brewed beers, and award-winning dishes at a variety of restaurants. Street and Co. has an abundance of seafood on the menu and Eventide Oyster Company offers reasonably-priced small plates, so you can sample a variety of seafood. Allagash Brewery and Shipyard Brewing Company offer tours and tastings for the 21+ crowds to enjoy.


The visiting family will find numerous activities suitable for all ages, including some of Maine’s most notable culinary delights and seafood festivals. Live music, art and historical events abound in this charming city. Annual lobster fests and clambakes are popular events that draw huge crowds. Every June, the Old Port Festival kicks off the summer with local food and drinks, multiple stages of music and Maine-made arts and crafts. The fall months bring Harvest on the Harbor, Maine’s premier food and wine festival held in October and Maine Brewers Festival the following month. In December, Portland hosts the Phyzkids Festival that focuses on magicians, vaudeville, and entertainment acts children will enjoy. 

With a bustling arts district, beaches, museums, and spectacular scenic views, Portland offers adventure and excitement the entire family will enjoy on vacation. By choosing Portland vacation rentals, you can make certain you have all the luxuries of living in a home while enjoying your time in this beautiful, historic city.

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