THURSDAY
Dinner for Two | Maroni Southold, 54195 Main Road, Southold, 631-765-4500
Enjoy a takeout dinner for two to benefit the Southold Historical Museum from 2-6 p.m., featuring Maroni’s meatballs served over penne pomodoro. Tickets are $60 and are sold in advance on the museum’s website only; click here to book.
McCall Burger Nights | The Boathouse at Silver Sands Motel, 1400 Silvermere Road, Greenport, 631-997-1957
Burger Night comes to the Boathouse every Thursday and Friday from 4-10 p.m. all winter long, featuring McCall’s grass-fed burgers for $20. No reservations needed; for more information, look here.
FRIDAY
Greenport Holiday Stroll/Harbor Front Night Market | Downtown Greenport
From 5-8 p.m., pick up a map at the Harbor Front Inn at 209 Front St. with a list of the 45+ participating businesses and a holiday bingo card; with shopping at three night market locations, live music, snacks and cocktails, crafts and free carousel rides for kids under 12. Free; for full list of activities, check here.
SATURDAY
The Realm | CAST, 53930 Main Road, Southold, 631-477-1717
This holiday concert for all ages starts at 6 p.m. in CAST’s Treiber Hall; admission is free and registration is required. For more details and to register, click here.
The Most Wonderful Crime of the Year | Ram’s Head Inn, 108 S. Ram Island Drive, Shelter Island, 631-749-0811
Enjoy a cocktail reception and a murder mystery comedy with a special two-course dinner. Dress in your festive holiday best, solve a crime and have a holly-jolly time doing it. $95 per person + tax and gratuity, with special rate for an overnight stay for attendees. To reserve, call 631-749-0811 or book here.
SUNDAY
Spanish & Italian Songs | Borghese Vineyard, 17150 Middle Road, Cutchogue, 631-734-5111
Part of the Rites of Spring music festival, this operatic performance begins at 5 p.m. and features curated bites designed to complement the music. Tickets are $90, Friends of Rites of Spring members $50; to book yours click here.
Carols & Cookies | Jamesport Meeting House, 1590 Main Road, Jamesport, 631-722-5170
At 4 p.m., join the Meeting House Chorus for holiday songs and a sing-along, followed by a cookie reception. Free; donations accepted; for more information, look here.
Winter Solstice Celebration | The Giving Room, 56215 Main Road, Southold, 631-765-6670
Mandala creation, chanting and gong meditation mark this celebration, happening from 3-5 p.m.; tickets are $40 and may be obtained here.
