THURSDAY
Mattituck-Cutchogue Turkey Trot 5K | Mattituck Jr.-Sr. High School, 15125 Main Road, Mattituck, 631-298-8471
This 5K run/walk kicks off at 9 a.m. rain or shine, with proceeds going to scholarships and local families in need. Cost is $30 in advance, $20 for students; price increases after Nov. 26. Day of race registration opens at 7:30 a.m.; to sign up, click here.
FRIDAY
Country Parlor Folk Art and Gift Show | Hallockville Museum Farm, 6038 Sound Ave., Riverhead, 631-298-5292
On Nov. 28 from 9 a.m.-3 p.m. and Nov. 29-30 from 10 a.m.-3 p.m., visit this festive display of handcrafted items like pottery, baskets, ornaments, and more in the historic Naugles barn. Free admission; for more details, look here.
Candlelight Tour and Tree Lighting | Southold Historical Museum, 55200 Main Road, Southold, 631-765-5500
From 3-6 p.m., view the historic buildings decorated for the holidays, visit with Santa in the barn, and catch the tree lighting at 5 p.m., with live music, games, and a classic railroad display. Free; for more info and to RSVP, click here.
Karaoke Night | The Barn at Pete’s Taverna, 3225 Sound Ave., Riverhead, 631-318-9600
From 8-11 p.m., meet up at this event space behind Pete’s Taverna for a fun evening with snacks and drink specials all night. Free admission; for more details, look here.
SATURDAY
Santa Breakfast | Greenport Fire Department, 236 3rd St., Greenport, 631-445-1518
Boy Scout Troop 51 hosts this full breakfast from 8 a.m.-noon with holiday activities for the kids and a visit from Santa. Cost is $18 for adults and $6 for kids; for more information, look here.
Havens Holiday Market | Shelter Island History Museum, 16 South Ferry Road, Shelter Island, 631-749-0025
Check off some items from your holiday gift list at this annual event, which happens from 10 a.m.-2 p.m. with vendors, a hot cocoa bar, live music, the SISH Class of 2028 bake sale and coffee. Free admission; for details, click here.
Open House and Tree Lighting | Mattituck-Laurel Historical Society, 18300 Main Road, Mattituck, 631-298-5248
Stop by the historic Tuthill House from 1-7 p.m. for tours; meet Santa from 3-5 p.m. and tree lighting at dusk, with caroling and hot cocoa. Free; for details, check here.
There’s No Place Like Home Celebration | North Fork Arts Center, 211 Front St., Greenport, 631-477-8600
From 3-6 p.m., stop by the NFAC’s art exhibition curated by local gallery partners and inspired by the Wicked: For Good project. Complementary wine and cheese and showings of Wicked: For Good at 12:30, 5 and 8:10 p.m. and The Wizard of Oz at 1 p.m. For more info and to purchase movie tickets, click here.
SUNDAY
Beach Plum Shop | Oysterponds Historical Society’s Old Point Schoolhouse, 1555 Village Lane, Orient, 631-323-2480
Stop by this cozy shop for holiday decorations, art, traditional crafts and one-of-a-kind gifts from noon-4 p.m.; proceeds support OHS. For additional dates of operation and more information, look here.
Holiday Pet Photos with Santa | Cutchogue-New Suffolk Library, 27550 Main Road, Cutchogue, 631-734-6360
Have a holiday photo of your pet taken by photographer Judy McCleery from 1:30-3:30 p.m. Cost is $10 and includes a printed and digital copy of your photo. Registration required; click here to sign up.
