FreeportUSA hosts some of the most well known Freeport events, filled with fun, seasonal cheer, and entertainment for all ages.

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The Freeport Fall Festival – October 6th – 8th, 2017 11:00 pm – 4:00 pm

The Freeport Fall Festival, now in its 18th year, 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. We’ve added a delicious selection of Maine food producers to the Festival and Freeport Community Services will be on site hosting their annual Chowdah Challenge to raise funds for camp scholarships! Hosted on the L.L.Bean campus and Freeport Village Station courtyard in Freeport, the two-day event is free and includes children’s art activities and music for the whole family. Plan to spend the day in Freeport, visit the artists, listen to music, and visit hundreds of great stores, outlets, and boutiques located within a couple of blocks from the Festival! Visit the Freeport Fall Festival Website for more information!

Black Friday in Freeport – 12:01 am on Black Friday

Freeport is a beautiful coastal village known all over for world-class shopping. From premium international brands to unique local finds, Freeport has it all. Dozens of outlet shops like J. Crew Factory, The North Face, Tommy Hilfiger, and more will open their doors at midnight filled with great merchandise and special holiday deals – but remember, L.L.Bean is always open! Stroll through Freeport’s brick sidewalks and shop dozens of famous brand outlets lining the charming and historic streetscape. All of town will open again at 6 am the day of Black Friday as well!

Sparkle Celebration – December 1 – 3, 2017

FreeportUSA presents one of Maine’s most popular holiday celebrations. The weekend kicks off Friday night with a Parade of Lights down Main Street, and the fun continues all weekend with many great events! Visits with Santa, a talking Christmas Tree, and train ride on the Sparkle Express are just some of the holiday delights this celebration has to offer! Visit for more information! Sign up for our newsletter to be the first to know details about this event!

Flavors of Freeport – February 16-18, 2018
Throughout the weekend you will find a variety of food events from chocolate factory tours and cocktail competitions, to a wine dinner and lobster brunch! Free tastings and demonstrations are hosted all over town. Visit us during Flavors of Freeport for an authentic, and local culinary adventure in Freeport, Maine. FreeportUSA’s Flavors of Freeport features two nights of premier events!

Chef’s Signature Series and Flavors of Freeport Ice Bar
The Hilton Garden Inn
Friday, February 16, 2018
Chef’s Signature Series: 5 p.m. – 8 p.m.
Flavors of Freeport Ice Bar: 5 p.m. – 9 p.m.
FreeportUSA’s signature event showcasing chefs and food producers in the Freeport area. Enjoy delicious samples from some of Maine’s best chefs, sample local brews and beverages, and learn about what’s new in Freeport’s culinary world. Best of all, the great variety will leave you delighted and coming back to Freeport for more! The Flavors Ice Bar features frosty beverages, beautiful ice sculptures, fun photo opps, snow machines, roaring fires, and a DJ to get you moving!

Follow our Flavors of Freeport Facebook page for frequent updates and lodging packages for this great culinary event! Flavors of Freeport Facebook Page

Flavors of Freeport Ice Bar with music by Motor Booty Affair!
The Hilton Garden Inn
Saturday, February 17, 2018
5 p.m. to 9 p.m.
The weekend kicks off with the Flavors of Freeport Ice Bar at 5 p.m., head over to the Hilton Garden Inn’s courtyard to enjoy the Flavors of Freeport Ice Bar! Featuring frosty beverages, beautiful ice sculptures, twinkling lights, fun photo opps, snow machines and roaring fires to cozy up to with friends and loved ones! At 6 p.m. the adjacent ballroom opens to present the funkalicious sounds of Motor Booty Affair! Maine’s ultimate disco party band will have you shakin’ your groove thang in no time! Funky costumes are encouraged and prizes will be awarded to the best!

Girlfriend’s Getaway – June 2-4, 2017

Girlfriend’s Getaway is back in Freeport, Maine! Plan your weekend away to shop, dine, play and stay. Many hotels and B&B’s will have special packages and most are within walking distance to town. Stores will be teeming with sales, style tips, custom fittings and more. Keep an eye out for tastings, giveaways, and special events all over town.


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