The Vineyard Montessori School will hold its largest annual fundraiser on Saturday, May 7, starting at 7 pm, at Lola’s Restaurant in Oak Bluffs. The event is sponsored by the Vineyard Montessori Parent Teacher Organization to fund enrichment programs and scholarship opportunities for its students. The “Big Night Out” at Lola’s will include music by the Somerville Symphony Orkestra, drinks and small plates, and silent and live auctions. Festive attire is encouraged. Tickets are $30 and available through Montessori School parents, at the Vineyard Montessori School, or at the door. For more information, call 508-693-4090 or visit vineyardmontessori.com.