Harpoon Oktoberfest in Boston - September 29-30, 2023 at Harpoon Brewery in Boston, MA! Click here for more info & tickets

Massachusetts Statewide Fairs & Festivals Calendar

Massachusetts folks celebrate their history and heritage all year round. Make a cozy inn your lodging headquarters and head out for fun, inspiration, and adventure. You’ll find fairs and festivals with competitions, animal encounters, reenactments, fireworks and parades, barbecue dinners and pancake breakfasts. There are religious and ethnic events, hot air balloon rides, great music and dance; on the Fourth of July join the Boston Pops to celebrate Independence Day. Then keep on celebrating through the cranberry harvest and the winter holidays.

To find more events, visit the MA Events Calendar.

The Big E in West Springfield MA
Santa! - Southwick's Zoo - Mendon, MA
Southwick’s Zoo

2 Southwick Street Mendon, MA, 01756 Phone: 800-258-9182

Zoo lights up with magic when it comes to celebrating special holidays, events

The holiday season offers a unique experience at Southwick’s Zoo as guests can experience the illumination spectacular of Winter Wonderland! Take an enchanted journey through the zoo to see over a million spectacular holiday lights and handcrafted displays. There are live shows and entertainment, meet-and-greets with Santa, and gift shops galore, including the Christmas Cupboard with decorations, ornaments, and custom pieces. Warm up by the fire pits with a cup of cocoa or a hot toddy and enjoy freshly baked gingerbread cookies at the Kringle Café. You can also experience some of that exciting holiday magic in the summer during the zoo’s Christmas in July! Check our website for other special weekends including the Sounds of Africa, Harvest Fest, and more!
Harpoon Oktoberfest Crowd - Boston, MA
Harpoon Octoberfest in Boston 2023

Harpoon Brewery - 306 Northern Avenue Boston, MA, 02210 Phone:

Lift your beer-filled stein to all things Oktoberfest at Harpoon Brewery

Get your oompah on at Harpoon’s 33rd annual Octoberfest Sept. 29 and 30. In addition to live oompah music (check the website for a list of bands), you can try your hand in the stein-hoisting competition, pretzel-eating contest and chicken dancing. Raise your stein (filled with Harpoon, Clown Shoes or UFO Beer, hard cider or hard seltzer) under open-air tents alongside thousands of fellow beer-lovers. The space is bigger this year, with a tented area with limited seating. This is a 21+ event. Held rain or shine. Food vendors on site. The MBTA’s Silver Line serves the neighborhood.
Dates & Times: September 29-30, 2023 - Friday: 6-11pm ; Saturday: Noon-7pm. Advance ticket purchase recommended, but there will be tickets at the door. Click the ticket icon below to reserve.

Want to celebrate with your furry friend? Check out Harpoon Dogtoberfest presented by MetLife Pet Insurance, taking place on Sunday, Oct. 1st. Dogs more than welcome!
Douglas Oktoberfest - East Douglas, MA
Douglas Oktoberfest 2023

Main Street Douglas, MA, 01516 Phone:

October 7, 2023

Vendors offer crafts, food, games, and unique displays. Entertainment throughout the day includes singers, bands, choral groups, dance routines, cheerleaders, and more. Rides and games on the church lawn are great for small children, along with the Huge Slide, moonwalk, train, and obstacle course.
Time: 9am - 4pm.
King Richard's Faire - Carver, MA
King Richard’s Faire 2023

235 Main Street Carver, MA, 02330 Phone: 508-866-5391

September 2 - October 22, 2023

At this large Renaissance fair you can enjoy acrobats, aerialists, and jugglers, minstrels, dancers and puppeteers, fire eaters, and exotic tigers. Knights will battle on horseback; frolicking faeries dance in the distance. Gorge on turkey legs, fries, chowder or stew. Shop for pottery, jewelry, period clothing, leather, armor, and moccasins. Crafts demos include glass blowing and portrait painting.
Hours: Weekends thru October 22, plus Labor Day & Indigenous Peoples Day; 10:30am - 6pm.
The Big E 2023 - West Springfield, MA
The Big E 2023 – Eastern States Exposition

1305 Memorial Avenue West Springfield, MA, 01089 Phone:

September 15 - October 1, 2023

The Big E is a gigantic two-week-plus agriculture fair representing all six states of New England. Activities, entertainment, and exhibits cover the entire range of everything you will see at any great country fair.
  • Avenue of the States has permanent buildings where Connecticut, Maine, Massachusetts, New Hampshire, Rhode Island, and Vermont display information about their communities, products, and foods.
  • Entertainment throughout the fair includes a daily parade, a circus, car shows and live performances.
  • Storrowtown Village is a window into an earlier New England.
  • Agricultural exhibits, demos and competitions run the full gamut of the work that farm families do, from raising horses to canning berries.
  • Fair food is everywhere, and repeat visitors often pre-order the famous Big E cream puff.
Harvard Square Oktoberfest - Somerville & Cambridge, MA
Harvard Square Oktoberfest and HONK! Parade 2023

Davis Square and Harvard Square Somerville and Cambridge, MA, 02138 Phone:

October 8, 2023

Come for the beer gardens, food vendors, street performances and music. Stay for the huge HONK! parade, part of the Festival of Activist Street Bands. After the parade, the bands will play oompah music, Dixieland jazz and more in the Square
Topsfield Fair 2023

207 Boston Street, Route 1 Topsfield, MA Phone: 978-887-5000

September 29 - October 9, 2023

America's oldest county fair has the traditional event down to a T, and offers guests a broad menu of New England tastes, sights, sounds, and animal experiences. Animal events include a horse show, horse and oxen pulls, a petting zoo, and more.
Hours: Open daily at 10 a.m.
Admission: Tickets and prices.
Chatham Oktoberfest 2023

Kate Gould Park, Main Street Chatham, MA Phone: 508-945-5199

October 21, 2023

Crafts and games for kids, the Chatham Town Band, professional entertainers, food trucks, a beer trailer, and fun in the park.
Time:10:30 a.m.-4:30 p.m.
Newburyport Oktoberfest 2023
Oktoberfest in Newburyport 2023

Newburyport Brewing Co. - 4 New Pasture Road Newburyport, MA, 01950 Phone:

October 14, 2023

Join this night in Munich, enjoying authentic German music from the 12 piece Oberlandauer Hofbrau Band, along with traditional food and drink. Enjoy food truck grub, participate in a stein holding competition, and feast on brats, pretzels and other amazing food. There is no better place to spend an evening with old friends and new friends. See event website for details on time and admission
Oktoberfest 2023 at Wachusett

Wachusett Mountain Ski Area, 499 Mountain Road Princeton, MA Phone: 978-464-2300

September 30-October 1, 2023

Enjoy German food, music, traditional dancing, beer, craft vendors, a farmers' market, live shows, contests and more. Live music by the Hofbräu Spieler Band; stein hoisting contest, keg tossing contest, an inflatable obstacle course, and even a magic show!

Time: 11 a.m.-5 p.m.
Admission:$6-$9. Fee for Skyride is extra. See website
New Bedford Oktoberfest 2022
New Bedford Oktoberfest 2023

Pier 3, 106 Macarthur Drive, New Bedford, MA Phone:

October 7, 2023

Local, seasonal craft brews from several local breweries, plus cornhole and live music. This year will feature music from Alexa Cabral (Catching Arrows band), Off Kilter, Morrissey Boulevard, and Craig DeMelo, and 7 Day Weekend.
Time: 3 – 11:30pm.
Admission: $15 Pre-sale, $20 at the door. Drink tickets will be sold for beer and seltzer: 1 ticket for $7, 3 for $20.

You May Also Like...

Outdoor Adventures

Outdoor Adventures

Outdoor Adventures & Activities in Massachusetts

Find More
Pick Your Own

Pick Your Own

Find fresh fruit picking near you in Massachusetts

Find More
Family Activities

Family Activities

Find places and ways to have fun with the kids

Find More