October Events in Boston

Bags of crisp and colorful apples at a local Boston farm stand.

Photo Credit: Urban Adventours

The leaves are changing, pumpkins are ready to be picked, and the votes are in for the most anticipated events this month in Boston. There’s something special about New England in the fall, and Boston is a city that aims to keep everyone’s calendars full. Grab your knitwear and camera as we bundle up for the best seasonal events this October!

A colorful food dish at Taste of WGBH Food and Wine Festival in Boston, MA.

Photo Credit: Taste of WGBH Food and Wine Festival

Taste of WGBH Food and Wine Festival

How much can you eat, drink, and be merry about in a matter of four days? At the Taste of WGBH Food and Wine Festival, be the first to taste some of Boston’s best dishes and beverages. In fact, many refer to this event as the largest in New England! Here’s what to expect:

  • Cooking seminars with renowned chefs
  • Tasty samples of the latest culinary trends
  • Live music and entertainment

There are a variety of all-inclusive ticket options that are friendly to your wallet, or you can make it a special “treat yourself” kind of outing. The event starts Saturday, October 7th.

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The Columbus Day Parade

Welcoming the season of fall kicks off with Boston’s Columbus Day Parade. From marching brass bands to marching colonial military units, you’ll get a front row seat to celebrating Christopher Columbus’s exploration of the Americas, Boston’s Italian heritage, and a wonderful view of colonial America attire! If you’re a resident of Forest Properties’ apartment communities in the Boston-Metro area, be sure to get a front row seat to the parade!

The event occurs on the Sunday before Columbus Day, and this year it’s happening on October 8th at 1:00 pm. The parade begins at the Boston Public Market near City Hall Plaza and makes its way through Atlantic Avenue, Hanover Street, and Endicott in Boston’s North End neighborhood. For a great photo op, keep your eyes open as paraders make their way towards Christopher Columbus Park!

Halloween Happenings

Did you know Boston has some of the country’s oldest graveyards and haunted tales? Talk about spooky! From ghost tours to Halloween events, here are a few options to keep you entertained:

  • Boston’s Ghosts and Gravestones Tour – see the city’s scariest sites from a trolley
  • Halloween on the Harbor Party Crawl – check out the best Halloween parties along the South Boston Waterfront. Don’t forget your costume!
  • Halloween in Salem – ‘tis the season to mix your witches brew! Take a day trip to Salem, which is known as the Witch Capital, to explore historical sites, museums, and wonderful restaurants.
A large tree with colorful fall foliage next to a red barn around Boston, MA.

Photo Credit: Urban Adventours

Fall Foliage Tours

If there’s one thing we absolutely love about the city of Boston, it’s the stunning colors that take over our parks, sidewalks, and roads from October through November. If peeping leaves is one of your family’s favorite to-dos every year, there’s a good chance you’re nearby a fall foliage tour!

From vibrant reds to golden yellows, Boston is home to some of New England’s best tours – many of which are just outside of the city. Sit back, grab your camera, and relax as you’re driven through the outskirts of Boston with The Fall Foliage Spectacular – priced at $98 for a 9-hour tour (buffet lunch included!).

For those who prefer to spend time outdoors, Boston is home to wonderful bike tours. Wind your way through the city’s parks and waterfront trails that are lined with the warmest colored leaves (and add a bit of colonial history to the ride!) with Urban AdvenTours.

With so much history and beautiful scenery, what are your favorite fall activities in the Boston-Metro area?

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