Must Do Fairs + Festivals
upcoming annual events
Across Greater Portland we are bringing the fun with fairs, festivals, and exciting events all year long and for all ages. You’ll find events fitting every season from kite festivals in the Spring to plenty of harvest festivals in the Fall. And of course that means plenty of seasonal bites and brews to go along with it.
Due to COVID-19, this page will be updated to address new developments. So, stay tuned!
Bug Light Kite Festival
Annually in May
DATES TO BE ANNOUNCED 2021
On the third weekend of May the sky above Bug Light Park is lit-up with kites of all shapes and colors. Bring your own or buy a kite while there and take advantage of their BBQ lunch fundraiser. Hosted by South Portland Historical Society and Nor’Easters Kite Club and Kites Over New England. Learn More
Portland Wine Week
Annually in June
JUNE 14–20, 2021
Portland’s week long wine festival and celebration includes pairing and performance events, incredible wine dinners, tastings, educational classes and seminars, special menus, a passport tour of dozens of local restaurants and their wine lists. Learn More.
Photo Courtesy of Wine Wise Events
Yarmouth Clam Festival
Annually in July
JULY 16-18 2021
Always the third Friday in July, the Yarmouth Clam Festival attracts visitors from all over Maine and beyond, as well as locals who line up their beach chairs on the side of the main drag a few days before the parade for the best possible seat. Learn More.
Photo Credit: Wikimedia Commons, NewTestLeper79
MAINE OUTDOOR FILM FESTIVAL
Annually in Summer
JULY 29 THROUGH AUGUST 8, 2021
This annual film festival is all about celebrating Maine’s active outdoor community and inspiring expression. By attending a screening, thousands get the chance to see specially-curated outdoor adventure and conservation filmmaking made by talented locals. Learn More.
Photo Courtesy of Maine Outdoor Film Festival
Portland Chamber Music Festival
Annually in August
DATES TO BE ANNOUNCED 2021
The Portland Chamber Music Festival aims to enhance the cultural life of Southern Maine. It brings artists from around the globe to the Greater Portland region to perform a wide range of innovative classical and contemporary chamber music. Learn More.
Photo Courtesy of Portland Chamber Music Festival
Bach Virtuosi Festival
Annually in August
AUGUST 1-7 2021
Our world class, internationally renowned musicians will bring you the brilliance performances of Bach with both skill, passion and love. Watch last years concert on the Bach Virtuosi Festival YouTube channel. Learn More.
Photo Courtesy of Bach Virtuosi Festival
Cumberland Fair
Annually in September/October
SEPTEMBER 26-OCTOBER 2 2021
Get in touch with Maine’s agricultural roots at the Cumberland Fair. The epitome of tradition, this historic event started in the 1800s and today it has everything you would expect from a local fair: carnival rides, a petting zoo, and of course lots of indulgent fair foods. Learn More.
Photo Courtesy of Chris Riccardo
Freeport Fall Festival
Annually in October
OCTOBER 1-3, 2021
The Freeport Fall Festival attracts thousands of people to Freeport for a day of art, music, and fun. Over 100 artists exhibit works ranging from photography, oil, watercolor, mixed media, fine craft, and jewelry set to the tunes of live musical performances throughout the day. Learn More.
Photo Courtesy of Sharyn Peavey Photography via Visit Freeport
Harvest on the Harbor
Annually in October/November
NOVEMBER 4-7, 2021
Harvest on the Harbor™ is Portland, Maine’s annual food & spirits festival featuring a delicious, diverse and engaging line up of events. The event curates experiences and partnerships that hope to appeal to foodies of all kinds, offering a taste (and sip) for every appetite. Learn More.
Photo Courtesy of Tobey Schmidt via Visit USA Parks
sparkle Celebration in freeport, maine
Annually in December
DATES TO BE ANNOUNCED 2021
Visitors seeking a town-wide holiday celebration in a Maine seaside village will find it here. Each year, Freeport presents one of Maine’s most popular holiday celebrations with everything from a Parade of Lights down Main Street to their famous Talking Christmas Tree. Learn More.
Photo Courtesy of Visit Freeport
upcoming events
your #1 resource for everything happening in Greater Portland
The Greater Portland region hosts a number of festivals and events throughout the year. Find seasonal and annual fairs and festivals in Maine celebrating music, food, beer, history, dance, ethnic heritage, communities and more. View the Events Calendar.
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