October in Boston

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Boston is known for its cultural, sports, and music heritage with abundant entertainment for residents and visitors, and this October will be no exception. For music lovers, there is quite a variety. Musicians such as Jillian Jacqueline, The Killers with Johnny Marr, Gusttavo Lima, and Jeff Beck will grace the Boston stages during October. Also, comedians Colin Quinn, Jess Hilarious, Drew Lynch, and Taylor Tomlinson are all scheduled to share their unique humor with Boston audiences next month.

If you like sports, there will be a full plate during October. The NBA Celtics and NHL Bruins will play preseason games and start their regular seasons. The Celtics open at home on October 18 against the Philadelphia 76’ers, and the Bruins’ home opener is October 15 vs. the Arizona Coyotes. If you like college football, Boston College hosts national powerhouses Louisville and Clemson. And just down the road in Foxborough, the Patriots have two October home games.

If sports aren’t your cup of tea, there are plenty of other activities to pique your interest.

1.Explore Boston on the Liberty Clipper, a classic tall ship. Depending on the wind direction, you can see Fort Independence, the Charlestown Navy Yard (home to the USS Constitution), and other historical sites.

2. Tour Harvard University, one of the country’s best college campuses, led by a student guide. Enjoy unique and personal insights into life at Ivy League institution “Hahvahd” while learning about the school’s past as you explore the historical buildings, monuments, and outdoor spaces.

3. First-time visitors and Boston regulars alike should take in the Boston Food and History North End Tour for a chance to become familiar with Boston’s cuisine.

4. October means Halloween, so be sure to take in a ghostly trolley ride through haunted sites. On Boston’s Ghosts and Gravestones Nighttime tour, you’ll learn the dark secrets of Beantown’s storied past.

5. Plan a night on the water for a sunset dinner cruise with an all-you-can-eat buffet, a beautiful view of the city from Boston Harbor, and live entertainment with dancing.

6. Take a guided tour of America’s oldest ballpark, Fenway Park, which opened in 1912. Your guide will share commentary on Red Sox baseball legends and iconic stadium features such as the green monster left field wall.

7. Take Boston’s Romance Tour and visit the most romantic places in the city. Boston is the quintessential U.S. historical town, marked by famous landmarks. What is considered one of the best places to have a date in the city? Where can you take lovely photos? You will be surprised how many historical love stories are hidden in the city’s streets, buildings, and parks.

8. Walk the Freedom Trail with a guide in historical costume on tour from Boston Common to Faneuil Hall, a 1.2-mile route that covers important historical sites in the heart of Boston.

Tourism is a big business in Boston, so check ahead for ticket availability for all events and plan to have a great time!

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