Buoys on netted fishing shack at Beauport Hotel Gloucester

Five Wintertime Activities in Cape Ann

Cape Ann is widely thought of as a summertime destination, but have you ever visited in the winter? The wintertime in Cape Ann is truly magical, and there are numerous activities to attend, whether you live in the area or are visiting. Here are five activities that will allow you to embrace the winter charm that Cape Ann has to offer during these colder months! 


Bundle up and explore the unique shops that Cape Ann has to offer! Each town has a wide range of charming stores to pop into, from antique shops in Essex, to vibrant boutiques in Gloucester. There are also many abstract art galleries on Cape Ann that are open year-round! 


Discover Cape Ann’s historic landmarks by taking a stroll through Gloucester! Dive into Gloucester’s history by visiting the iconic Man at the Wheel statue and learn about its significance. The Cape Ann Museum is also a wonderful way to explore the rich history of these charming coastal towns! 


Listen to the crashing of the waves by taking a leisurely stroll on Good Harbor Beach! No matter the time of year, there is nothing that brings more peace than listening to the sound of the ocean. Layer up in your warmest winter gear, enjoy the coastal beauty that Good Harbor Beach has to offer, and make sure to bring your camera! 


Cape Ann is famous for their fresh, delectable seafood that you won’t want to miss out on. Here, in Cape Ann, seafood is not just a summertime delight! Visit the famous Woodman’s of Essex and indulge in their crispy fried clams, and make sure to stop by Seaport Grille in Gloucester Massachusetts to warm up with a hot cup of fresh clam chowder! 


Calling all bird lovers! Every February, birdwatchers from all over the country come together to participate in Cape Ann Winter Birding Weekend. Many organizations such as the 7 Seas Whale Watch, Cape Ann Chamber of Commerce, and the Massachusetts Audubon Society plan a weekend full of events for birdwatchers of all levels. These events include presentations by expert speakers, exhibits, art displays and more! 


Cape Ann radiates beauty and provides experiences no matter the time of year. Whether you want to embrace the coastal winter beauty for no cost or go on a shopping spree at the unique shops, Cape Ann will absolutely have an activity just for you this winter! Bundle up and explore all that Cape Ann has to offer!