Oak Bluffs’ Tivoli Day takes place Saturday, Sept. 16, offering a full day of fun with a street fair highlighting local business to celebrate the end of another summer season on Martha’s Vineyard.

Tivoli Day’s 44th iteration takes place up and down Circuit avenue and on the harbor, featuring music, food and booths full of merchandise from Oak Bluffs businesses.

The event is organized by the Oak Bluffs Association.

“Come hungry and come with cash in your pockets for some nice sales and things that you’ve maybe been eyeing all summer,” said Billie Jean Sullivan, executive director of the Oak Bluffs Association.

Circuit avenue will be closed, and festivities will begin at 10 a.m., with music starting at noon on a stage in front of Rockland Trust Bank and a new second stage outside of Linda Jean’s Restaurant.

Outside of the Summercamp hotel, the Martha’s Vineyard Brand of the NAACP’s 21st annual George V. Tankard Jr. 5K Road Race and Walk will start at 11 a.m.

The festival continues until 6 p.m. 

Later in the evening, Jena’s Ring Challenge kicks off at the Flying Horses at 7 p.m. Competitors in different divisions will compete to catch the most brass rings in five rotations of the carousel, with all proceeds from the $25 entry fee going to the Jena Pothier Flying Horses Scholarship Fund. This is the final of three Jena’s Ring Challenge events this summer, offering one more chance for a top winner to have their name put on a plaque at the carousel.

“It’s hard to put into words what it really means to me,”said Jaime Hiltz, the manager at the Flying Horses. “The Flying Horses is such an important part of people’s lives that I hope to make this event a tradition that will keep growing.”

Tivoli Day is meant to thank local businesses and celebrate a seasonal transition in Oak Bluffs, Ms. Sullivan said.

“Tivoli spelled backwards is ‘I love it,’” Ms. Sullivan said. “And that really sums up the entire thing — it’s just a big celebration.”