Discover Upcoming Boston Fall Festivals

The Greater Boston area is the perfect place to experience fall in all its glory. Get ready to awe at the city’s vibrant foliage, indulge in pumpkin-spiced everything, and dive into a variety of exciting fall festivals! From the lively Oktoberfest celebrations across the city to the spooky Salem Haunted Happenings, there’s a festival for everyone to enjoy this fall season.

 

The Big E Sep 13
  • Eastern State Exposition
  • Recurring daily

Each September, close to 1.5 million people travel to Eastern States Exposition's grounds for New England's grandest fair - The Big E. The 17-day event provides a one of a kind tactile experience in which visitors can celebrate the season and enjoy the sights, sounds and flavors…

Oktoberfest at Dorchester Brewing Co. Sep 14
  • Dorchester Brewing

Dorchester Brewing’s Oktoberfest is BACK and better than ever in 2024! Don’t be a brat, come to the wurst party! Join us in Dorchester on Saturday, September 14, and Saturday, September 21, for music, food, beer, and more! PROST to this epic event schedule: September 14th Lineup…

Riverfest at Assembly Row Sep 14
  • Assembly Row

To cap off the summer season, Riverfest will return with a day filled with family fun, free events, fun, and fireworks. The event includes live music from local performers, free family-friendly activities, and concludes with fireworks over the Mystic River. It’s the perfect…

Revere Beach Art Festival Sep 14
  • Revere Beach

To celebrate the beauty of America’s first public beach, The Revere Beach Partnership will be hosting the Revere Beach Art Festival. The day will be filled with fun activities, artists selling their incredible pieces, live music, and a Live Art Competition.

Festival Viva Mexico Sep 14
  • Border St., East Boston

Immerse yourself in a celebration of Mexican culture at the Festival Viva Mexico Boston 2024. Enjoy an outdoor event with live bands, mariachi, delicious Mexican food, and lots of fun for the whole family! Don’t miss this spectacular celebration! Come with your family and friends…

Caribbean Rum & Food Festival Sep 14
  • Roxbury Community College

Enjoy some of the world’s most renowned Caribbean Rum, cocktails, and food at the annual Caribbean Rum & Food Festival being held in Boston - Saturday, September 14th! ​Patrons will be given a journey through the Caribbean as they experience the culinary diversity, live…

Dorchester DOGtoberfest Sep 15
  • Dorchester Brewing Co.

PROST to your PUPS! Join us for a dog-friendly DOGtoberfest in Dorchester on Sunday 9/15. Bring your furry friends and enjoy a classic fest complete with… ALL DAY: Liter pours of our favorite German beers, event exclusive flights, and food specials from M&M BBQ 1:30pm…

Mystic River Celebration Sep 21
  • Condon Shell

Spend the afternoon at the Condon Shell at Medford’s biggest arts festival! Watch live performances, browse local artisan crafts, get to know local businesses and organizations, eat food, and take part in any number of fun activities for all ages including a Knucklebones play…

Roslindale Porch Fest 2024 Sep 21
  • Roslindale

Roslindale Porch Fest is a free music festival held on porches (and in driveways and yards) across Roslindale and features bands, musicians, and DJs representing all genres of music, with performers of all ages – ranging from professional musicians to student groups…

What the Fluff? Festival 2024 Sep 21
  • Union Square

Save the date for the 19th Annual Festival happening Saturday, September 21, 2024, from 2-6 pm (rain date Sun 9/22) in Union Square. Join in the celebration of the 107th anniversary of Fluff, invented in Somerville’s Union Square in 1917 by Archibald Query. This madcap…

South Boston Street Festival 2024 Sep 21
  • East Broadway between I and L Streets

The 24th South Boston Street Fest will be held on Saturday, Sept. 21, 2024, with a rain date of Sept. 28, 2024! This free event includes participation by nearly 100 South Boston businesses, non-profit organizations, and artists that will fill the festival site – along with…

East Boston Latin Music & Dance Festival Sep 21
  • East Boston Memorial Park

The East Boston Latin Music & Dance Festival will take place on September 21 at East Boston Memorial Park! This event brings together local musicians, dancers, and businesses to highlight the strength of our community and celebrate the beauty of Latin American cultures. Join…

Cambridge Science Festival 2024 Sep 23
  • Cambridge, MA
  • Recurring daily

Cambridge Science Festival, the first of its kind in the United States, is a city-wide celebration showcasing the leading edge in science, technology, engineering, art, and math (STEAM). Comprising hundreds of events, workshops, lectures, demonstrations, multidisciplinary…

CineFest Latino Boston Sep 25
  • Various Locations

CineFest Latino Boston LLC is an annual film festival conducted in Boston, highlighting stories by and about Latinos. The festival is committed to using the power of film to break stereotypes, bring cultures and communities together and reveal the complex issues affecting the…

Taiwan Film Festival of Boston Sep 28
  • AMC Boston Common

Don't miss out on an unforgettable cinematic experience—grab your tickets now for the 2024 TFFB Ripples & Reflections and immerse yourself in the magic of film at the 6th annual Taiwanese film festival on September 28 and 29. Theme: Ripples and Reflections 波光倒影 Program…

Boston's Wicked Haunt Fest Sep 29
  • 10 Stack St, Charlestown
  • Recurring daily

Boston, are you ready for spooky season?! Boston's Wicked Haunt Fest welcomes Halloween lovers of all ages to come experience the MAGIC of Halloween. The fest features a variety of themed areas and props, unique food items, themed bars, performance spaces, and…

Salem Haunted Happenings Oct 01

Welcome to Salem Haunted Happenings, the largest celebration of Halloween in the world! Salem is excited to welcome more than a half-million visitors to the parties, parades, vendor fairs, walking tours, museums, attractions, and special events. Plan ahead, put on your costume…

Harpoon Octoberfest Oct 04

Join us on Friday, October 4th, and Saturday, October 5th, for our 34th annual Octoberfest! Flowing taps, live oompah music, stein-hoisting competitions, pretzel eating contests, chicken dancing, and more will be waiting for you at our largest festival of the year. Raise a stein…

HONK! Festival 2024 Oct 04
  • Davis Square, Somerville

We are delighted to announce that the 19th annual HONK! Festival will return October 4-6, 2024 (a week earlier than usual). This awesome annual 3-day free festival brings brass bands from all over the United States and the world to Somerville for a celebration of music, community…

Topsfield Fair Oct 04
  • Boston St., Topsfield, MA
  • Recurring daily

Join us for the 206th Topsfield Fair in Topsfield, MA! Prepare for endless fun, activities, rides, games, music, and events. Enjoy delicious fair food, pet the farm animals, and more from October 4-14, 2024. *Children under 8 are free with an adult admission ticket

Oktoberfest at Wachusett Mountain Oct 05
  • Wachusett Mountain Ski Area
  • Recurring daily

Authentic German beer fans and local craft breweries gather on the mountain for Wachusett’s 6th annual Oktoberfest. With daily stein hoisting and keg toss competitions, there’s always an occasion to raise your glass. What can you expect? Authentic German beer, Biergarten-inspired…

Kendall/MIT Open Space Fall Party Oct 05
  • Kendall/MIT Open Space

Join friends and neighbors from around Cambridge, MIT, and Kendall Square for music, delicious food, face painting, and more! Featuring FEATURING Food trucks with meals and treats for purchase Music by Fly By Brass Band and more! Free chai (from Madhrasi) and hot cocoa, while…

Harpoon Dogtoberfest Oct 06

Join us on Sunday, October 6th from 10AM – 2PM! This fundraising event welcomes dog lovers and their furry friends to the Harpoon Brewery to celebrate Octoberfest! Net proceeds from this event go to the Kenary Brain Tumor Research Fund at Dana-Farber Cancer Institute and…

Fall Fest at Trillium Brewing Oct 12
  • Trillium Brewing Company
  • Recurring daily

Join us in Canton for our annual Fall Fest! Saturday and Sunday from 11-5pm we will have live music, fall inspired food specials, a pumpkin patch, petting zoo and 20 local vendors!

The Head Of The Charles Regatta Oct 18
  • Charles River, Cambridge
  • Recurring daily

Since 1965, rowers have come from near and far to take part in the world’s largest Regatta. But the fun isn’t limited to competitors. There are many ways for spectators to get involved in the weekend’s festivities. Whether you’re a first-timer or a seasoned veteran, the Regatta…

40th Annual AppleFest Oct 19
  • Wachusett Mountain Ski Area

Celebrate all things Autumn at one of New England's most popular fall festivals! Apples and Autumn are New England favorites! Wachusett Mountain’s AppleFest is your ticket to both, featuring every apple-flavored treat from candy to cocktails, and one of the most unique bird’s eye…

Boston Book Festival 2024 Oct 26
  • Copley Square

Celebrating the power of words to stimulate, agitate, unite, delight, and inspire, the Boston Book Festival presents year-round events culminating in an annual festival that promotes a culture of reading and ideas and enhances the vibrancy of our city. Find out more at…

Craft & Culinary

Greater Boston Oktoberfest Celebrations

  • 3 min read

It's almost Oktoberfest season in Boston! Each year, these can't-miss festivities celebrate the finer things in life: beer, bratwurst, and festive music. Over the next several weeks, the Greater Boston area will host several new…

Boston Fall Bucket List

  • 7 min read

Time to get out our fall checklist - breathtaking fall foliage, check; endless outdoor fun, check; a jam-packed lineup of fall festivals, check! Whether you're the leaf peeper, the stein-hoisting Oktoberfest goer, or the…