Our Favorite Festivals Around Boston, MA

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Boston. This northeastern city is known throughout the nation for its distinct and storied character, a presence in all facets of American history, arts, and industry. With so much going on and so much to see among its streets and stories, we understand Boston can prove quite the challenging city when it comes to narrowing down a travel itinerary. Read on for some of our favorite autumn festivals and events around The City on a Hill. 

The Big E

The Big E, formerly ‘The Eastern States Exposition’ is New England’s premier attraction for all things fair. Visitors can enjoy live music, festival fare, thrilling rides and experience the culture of each New England state here during the seventeen-day run of the Big E, each year. The scale of the Big E brings some seriously big names to the fair, including faces such as Beyonce, Johnny Cash, Bob Hope, Blake Shelton, Reba, and Flo Rida. A world-class circus and their dazzling stunts also come to perform, as the beloved ‘Big E Circus Spectacular’, as well as dedicated buildings to each of the states of New England giving visitors a tour of their societies. Bumper cars, carousels, roller coasters, and thrill rides also are available for any adrenaline junkies in your party, while the Storrowton Village gives an immersive step back into the early colonial period of New England. Daring culinary ideas such as the waffle burger, hard ice cream, deep-fried tacos, and deep-fried pineapples are just some of the foods available here. For a truly broad and variety-filled experience, come to the Big E!



While a tradition originally native to Germany, Oktoberfest has come to Boston via the strong German-American community in the Boston area. There are a number of Oktoberfest celebrations around Boston, giving options to visitors here during the holiday, but all the major festivals are sure to include plenty of beer options by way of local breweries, live music, crafts and clothing vendors, and German festival fare such as pretzels, sausages, schnitzel, and roast ham hocks. Each festival has its own specialties whether it is secret spaetzle recipes, spicy mustards, microbrews, and unique beer-drinking chants, so touring multiple festivals around Boston is a great way to see different parts of the city while keeping in the Oktoberfest spirit! Embrace Boston’s German-American heritage in this large, colorful celebration of the Oktoberfest, and enjoy music, food, and festivities with friends, family, and fellow Bostonians alike. 


Arlington International Film Festival

The Arlington International Film Festival is a recent but notable addition to Boston’s history, showcasing stories and cinema from around the world for eleven years now. All who enjoy cinema and film enthusiasts alike will delight in the variety of events during the Arlington International Film Festival, including interactive panels, Q&A sessions, local film inclusions, live music, and dance. Come to Arlington, and enjoy the stories captured in cinema from creators far and local. 


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