Things to Do in Winter in Portland, Maine

Winter in Portland, Maine, transforms the city into a captivating wonderland of snow-covered streets, cozy cafes, and exhilarating outdoor adventures. As local Mainers, we embrace the chilly temperatures and snowfall, knowing that beneath the frost lies a treasure trove of experiences waiting to be uncovered. Whether you’re a local or visiting for the weekend, there are plenty of cozy things to do in Portland, Maine in the winter.

Embrace the Great Outdoors

Despite the cold, Portland’s natural beauty remains as captivating as ever during the winter months. Lace up your boots and explore the city’s scenic trails, such as the Fore River Sanctuary or the Eastern Promenade, which offer stunning views of Casco Bay dusted with snow.

For those seeking a more adrenaline-fueled adventure, hit the slopes at nearby ski resorts like Pleasant Mountain, Sugarloaf Mountain, or Sunday River. Experience the thrill of carving through fresh powder or try your hand at snowboarding. With picturesque mountain vistas and well-groomed trails, these destinations are a winter sports enthusiast’s paradise.

Savor the Local Cuisine

Winter is the perfect time to indulge in Portland’s renowned culinary scene. Warm up with a hearty bowl of seafood chowder at J’s Oyster Bar or Eventide Oyster Co., indulge in steaming ramen at Pai Men Miyake, or gorge on plump dumplings from Bao Bao Dumpling House. For a taste of comfort food, head to one of Portland’s cozy pubs or taverns. Exploring Portland’s vibrant food scene by visiting the city’s markets and local eateries is the best way to enjoy a chilly winter day – there is truly no shortage of new spots to try!

Experience Winter Festivities

For a taste of local culture, attend one of Portland’s winter festivals or concerts, which showcase the city’s vibrant arts scene. From live music performances to art exhibitions, there’s always something exciting happening in Portland, even during the coldest months of the year.

Enjoy Local Culture

Portland, Maine is more than 200 years old, so naturally it’s packed with a rich history and local culture. Check out the Portland Museum of Art, located in downtown Portland and housing renowned pieces from artists including Claude Monet, Vincent Van Gogh, Winslow Homer, and Andy Warhol, just to name a few. Plus, entrance is free each Friday from 10AM to 8PM! To learn more about Maine’s history, check out the Maine Historical Society Museum. The museum’s exhibitions are updated regularly, showcasing centuries of Maine living with artifacts and stories that bring our history to life. This is one of the coziest things to do in winter in Portland, Maine!

Prepare for the Warmer Months

There is no time like a cold Maine winter to start daydreaming about the warmer, sunnier days ahead! We can’t think of a better way to spend a summer day or evening than cruising Casco Bay with Sail Portland Maine. Our professionally-captained charters provide an intimate, crowd-free trip for you to enjoy. Our two boats – Eleanor Hawkes, a classic sailboat, and Calista Ann, a cocktail cruiser – can both be chartered privately for an extra special trip or event. Reserve your sail with us today and have something to look forward to once winter melts away!

Winter in Portland, ME, is a time of enchantment and adventure, where snow-covered streets and cozy cafes beckon travelers and locals alike. From outdoor excursions to culinary delights and festive celebrations, there’s something for everyone to enjoy in this charming coastal city. So bundle up, embrace the chill, and prepare to discover the magic of winter in Portland, ME.