1. ANNUAL FALL CONCERT
Enjoy the chamber music of Trio Azura at 2 p.m. Nov. 7 at the Cutchogue New Suffolk Free Library (27550 Main Road, Cutchogue, 631-734-6360). Winner of the 2025 Young Concert Artists Susan Wadsworth International Auditions, a reception with the musicians will follow in the art gallery. Registration is required; more details at cutchoguelibrary.org.
2. MARK THE DÍA DE LOS MUERTOS
Celebrate Día de los Muertos and the end of harvest season at 7 p.m. Nov. 7 at RGNY (6025 Sound Ave., Riverhead, 631-298-0075)with music, wine, a ceremonial fire and traditions honoring life, death and legacy. General admission is $163.13; buy tickets at rgnywine.com.
3. FISH & SIPS
From 7 to 10:30 p.m. Nov. 13, sample wine, beer and other beverages while spending an evening among the marine life at the Long Island Aquarium (431 E. Main St., Riverhead, 631-208-9200, ext. 426). More than 20 local wineries, breweries and other beverage producers will be on hand with tastings, light fare, live music and after-hours access to the aquarium. Admission is $95 per person. This event is for guests 21 and older; more details at longislandaquarium.com.
4. FEEL FALL VIBES
On Nov. 13 from 1-5 p.m., groove to the music by Jeff LeBlanc as he provides the accompaniment to great wines and seasonal snacks at Rooted North (13050 Oregon Road, Cutchogue, 631-734-1100). Get more info at rootednorthvineyards.com.
5. HIT THE TRACK FOR THE ISLIP 300
Zoom over to Riverhead Raceway Nov. 14 for the 10th annual Islip 300. Entry starts at 4 p.m. and opening ceremonies kick off at 5:30 p.m. at the Riverhead track (1797 Old Country Road, Riverhead, 631-842-7223). The event serves as one of the season’s major November racing attractions. Admission is $40 for adults, $20 for children 6-12, and free for kids under 5. Learn more at riverheadraceway.com.
6. BOATHOUSE BOUTIQUE
On Nov.14, get a jump on holiday shopping at The Boathouse at the Island Boatyard & Marina (65 Meanantic Road, Shelter Island) from 10 a.m. to 3 p.m. with the Handmade, Homegrown, Creekside Artisan Pop-Up market. Email Cat Brigham at [email protected] for more info.
7. SIP & SCRIPT
Try your hand at modern calligraphy Nov. 21 from 1-2:30 p.m. during a Sip & Script workshop at Bedell Cellars (36225 Main Road, Cutchogue, 631-734-7537). The 90-minute workshop focuses on modern calligraphy and place-card lettering in a North Fork vineyard setting. Tickets are $65 and can be reserved at bedellcellars.com.
8. HOLIDAY SHOPPING AT HALLOCKVILLE
On Nov. 27 and 28, from 9 a.m. to 3 p.m., head to Hallockville Museum Farm’s Country Parlor Folk Art and Gift Show (6038 Sound Ave., Riverhead, 631-298-5292). The Thanksgiving weekend event brings artisans and craftspeople to the historic Naugles Barn, with handmade folk art, gifts and holiday items. Learn more at hallockville.org.
9. SAVOR SHELTER ISLAND’S WINTERFEST
Celebrate the holiday season Nov. 28 at Winterfest, a festive day of family-friendly activities and seasonal fun. From 2 to 8 p.m. at the Ram’s Head Inn (108 South Ram Island Drive, Shelter Island, 631-749-0811), enjoy ornament making, cookie decorating, hot chocolate, letters to Santa, festive drinks, food and the annual tree lighting. Admission is free; details at theramsheadinn.com.
10. POP IN FOR PET PHOTOS
On Nov. 29, get your furry friend photographed for the holidays by Judy McCleery of The Puparazzi Pet Photography at the Cutchogue New Suffolk Free Library (27550 Main Road, Cutchogue, 631-734-6360) from 1:30 to 3 p.m. Pets will be photographed in front of a winter scene with Santa; each participant will receive both a printed and digital copy of the photo. Registration is required along with a $10 fee; sign up at cutchoguelibrary.org.
