Things To Do In Boston This Fall

Things To Do In Boston This Fall

Ok folks, it’s OFFICIALLY FALL! Like, the calendar says so, not just the store shelves. It’s time to let your heart abound with pumpkin spice and everything nice and hear the leaves crunching under your boots. Fall in Boston is one of the best times to be outside enjoying the weather before winter’s frost. This guide will help you discover the best things to do in Boston this fall, offering something for everyone to embrace the charm and beauty of the season.

Eat ALL The Apple Cider Donuts 

Photo Credit: Union Square Doughnuts

When we’re looking to get our doughnut fix we turn to none other than our local obsession, Union Square Donuts, to satisfy our sweet and fluffy craving. While their flavors are on target all year round, when it comes to fall flavors, especially of the apple cider variety, they don’t mess around! Union Square offers three different apple-centric doughnuts and we are here for every single one from the traditional Apple Cider Donut to the Apple Crisp A La Mode and the Ginger Apple Cider Cruller.

Peep Some Fall Foliage in Boston Common

Photo Credit: @smcc_photography via Instagram

Enjoy Seasonal Beer

Photo Credit: Night Shift Brewing

Boston’s craft beer scene shines during the fall, with local breweries offering seasonal brews that capture the essence of autumn. From rich pumpkin ales to malty Oktoberfest lagers, these seasonal beers are perfect for enjoying the cooler weather. Breweries like Harpoon, Night Shift and Sam Adams release limited-edition favorites, often infused with flavors like cinnamon, nutmeg, and caramel, and sometimes even pretzel, creating the ultimate fall drinking experience. Whether you’re sipping at a beer garden or bringing a six-pack to a fall gathering, Boston’s fall beers are a must-try for beer lovers.

Take A Walking Food Tour With Bites of Boston

Fall is the perfect time to take a food tour in Boston, as the city’s vibrant culinary scene pairs beautifully with the season’s cooler temperatures and colorful backdrops. We’ll take you for a stroll around one of Boston’s neighborhoods and explore the culture, history and food scene through a local lens. A fall food tour offers the perfect blend of flavors and scenery for food lovers so let us lead the way!

Lean Into Pumpkin Everything

Photo Credit: Petsi Pies

It’s the moment we’ve all been waiting for – pumpkin season! While we are 100% on board for some pumpkin pie (preferably from Petsi Pies) ALWAYS. Boston has come up with some other delicious ways to incorporate pumpkin into sweets, sips and snacks. Check out our list of local favorites!

Shop Local At SoWa Open Market

Photo Credit: SoWa

Shopping local at Boston’s SoWa Open Market is a fall favorite, as the vibrant market continues through the season, offering everything from handmade crafts to fresh produce. It’s exciting to see the farm stands transform with the arrival of pumpkins, apples, and other autumn harvest goods, adding a festive touch to every weekend trip. Whether you’re picking out seasonal decor, stocking up on fresh ingredients, or browsing artisan goods, SoWa is the perfect spot to embrace the fall spirit while supporting local vendors.

Enjoy A Cozy Cafe

Photo Credit: Gracenote Coffee

While spending as much time as possible outside during fall is idea, there’s nothing quite like cozying up in a local Boston coffee shop during the autumn season. As the temperatures drop and the streets fill with colorful leaves, these cafes offer the perfect retreat to warm up with a hot latte or spiced chai while people-watching or turning the pages of your favorite book. It’s the ideal way to slow down and savor the season.

Warm Up With Some Clam Chowder

While we enjoy chowder all year long as New Englanders, fall into winter is really when this comforting soup shines! Snuggle up in your favorite sweater and warm up with a hearty bowl of New England Clam Chowder. The ideal chowder will have lots of fresh clams, small diced potatoes so as not to overwhelm the clams, and a thick but silky consistency. Check out some of our locals favorites here! 

Stroll Through Beacon Hill

Photo Credit: @pocketboston via Instagram

Beacon Hill is one of Boston’s most picturesque neighborhoods all throughout the year but there is something about the yellow and oranges of fall that really bring it to life! Take a stroll through the endearing cobblestone streets, enjoy the seasonal stoop and door decor and stop into one of the local shops for a bite – it’ll make for the ideal fall afternoon.

Enjoy Seasonal Drinks

Photo Credit: 21st Amendment

While it’s always drinking season in Boston, fall is one of our favorite seasons to raise a glass as it brings an array of seasonal drinks that celebrate our favorite fall flavors. Bars and restaurants craft autumn-inspired cocktails such as the Pumpkin Spice Espresso Martini pictured above, and pour countless Shipyard pumpkinhead IPAs from the taps into glasses with a cinnamon-sugar rim. Cheer’s to fall y’all!