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Boston Annual Events and Festivals

Boston is one of the most fascinating cities in the country. With its rich history, cultural heritage and landmark sites such as the Freedom Trail, Quincy Market and Faneuil Hall, Boston is a delight to visit year-round. The city is also known for its spectacular public parks such as the Boston Commons and the Boston Public Garden. It also has quaint, historic neighborhoods such as North End and fun-filled shopping streets such as Newbury Street. The city also boasts many fun annual events and festivals that visitors and tourists can take advantage of.

1- The L St. Brownies New Year's Day Swim is an annual event that takes place on January 1st. Hundreds of half-clad participants take the plunge and dive into the Boston Harbor’s icy waters, and hundreds more come to watch. It is organized by the World Famous L. Street Brownies swimming club of South Boston. Participation is free but donations are encouraged.

2- The Hot Stove, Cold Music benefit concert has been held since the year 2000 and has been raising millions of Dollars to go towards the Theo and Paul Epstein’s Foundation to Be Named Later and the Jimmy Fund. There is tons of music, fun and entertainment with an all-star lineup, and a silent auction featuring signed memorabilia and other items.

3- The Boston Wine Expo is one of the most popular annual events that take place in Boston and its most beloved wine festival. Here wine enthusiasts gather around to taste some of the world’s best wines and indulge in delicious bites from some of the city’s best restaurants.

4- The New England Boat Show is the largest boating shot in the Northeast, featuring hundreds of all kinds of models of boats and thousands of attendees. There are also hundreds of marine products and accessories for sale and dozens of educational seminars.

Boston Annual Events and Festivals

5- The Boston Winter Ball is one of the most important social events of the season. It brings in over a thousand young professionals and entrepreneurs who come to eat, drink, network and dance the night away, all while supporting important local causes and charities.

6- The International Boston Seafood Show is the largest seafood event inNorth America, held annually in March. It features over 900 exhibits of seafood, seafood products services and equipment from all over the world, and over 18,000 buyers and sellers.

7- The New England Spring Flower Show, organized in March of every year by the Massachusetts Horticultural Society is a great place both locals and tourists go to add flair and design to their outdoor spaces. With over 25 garden displays, beautiful landscapes, 200 vendors selling various plants and flowers, and 48 lectures and demonstrations by top garden professionals, the flower show is a delightful sight for all the senses.

8- The Boston Underground Film Festival started in 1998 and is the largest underground film festival in New England. It is held annually in late March and is known as a “celebration of the bizarre and insane.” It features independent films that can win awards such as the “most effectively offensive,” and the award that is given to winners consists of a vibrating demonic bunny.

9- The Annual Boston Marathon is one the most popular and widely-viewed sports event in New England. It was established in 1897 and is one of the five World Marathon Majors. It attracts around 25,000 runners on the third Monday of every April which is also Patriot’s Day, a holiday commemorating the beginning of the revolutionary War.

10- Massachusetts is known for featuring many farmers’ markets, but every May, two popular Farmer’s markets in Boston take the cake. The market in Copley Square and the market in City Hall draw in hundreds of thousands of locals and tourists ever year, who come to enjoy local fruits, vegetables and special foods items.

11- The Chinatown Main Street Festival which takes place in Chinatown every year in June is a celebration of Chinese culture with numerous booths, vendors, dances, and entertainment such as opera and musical and martial arts performances. 

12- The Boston Harborfest is an annual festival which takes place during the week of the 4th of July. It is known as the largest patriotic celebration in the nation, and features many family-friendly events such as Extreme Sailing and Party on the Plaza with great music and entertainment. There are also many educational programs and tours, workshops, concerts and historical reenactments during Harborfest.

13- The Revere Beach National Sand Sculpting Festival is celebrated annually on the first public beach in country, which is located approximately 5 miles from the city. During the festival, ten sculptors get together to build spectacular sand creations. It is one of the largest and most popular events in the summer in Boston, drawing in over 300,000 spectators.

Boston Annual Events and Festivals

14- The Bastille Day in Boston is an annual celebration which has been going on for the past 36 years. It celebrates the storming of the Bastille prison in 1789 in France, and features many types of celebrations with many types of live musical events, and events such as a mini Tour De Franc. There is also tons of entertainment and a wide variety of delicious French food and drinks.

15- The August Moon Festival is celebrated annually in August to commemorate the overthrow of the Yuan dynasty in China. It features a number of vendor booths, a lot of folk music, dough art, dances, martial art performances, lion dances and Chinese Opera.

16- The Boston Arts Festival is an annual celebration of the arts in Boston that takes place in September. It features a wide array of visual and performing arts shows that draws in over 50,000 people every year.

17- The Boston Film Festival is held annually in September and brings together some of the biggest names in film-making. Many of Hollywood’s top films have premiered at the Boston Film Festival and many prominent filmmakers and actors have been honored at the festival.

18- The Eastern and Central Massachusetts areas have the best Fall Foliage in the region, and Boston is a great place to explore it. Between September and October, millions of visitors flock into the city to revel in the many different colors of trees and plants in Boston’s many gorgeous public parks such as the Boston Public Garden.

19- The Boston Vegetarian Food Festival organized by the Boston Vegetarian Society is a two-day event which brings together local and national vegetarian food producers. There are over 20 exhibitors and many free food samplings, cooking demonstrations, top national speakers and many children’s’ activities.

20- Build Boston is an annual trade show which takes place in November. It is the biggest regional event for the design and construction industry in the country, and draws in thousands of attendees. It features hundreds of workshops, symposiums and many other events.

21- First Night Boston is celebrated annually on New Year’s Eve and began in 1976. It features works by hundreds of artists and attracts over a million participants annually. The night is culminated by fireworks over the Boston Harbor.