Things to Do on the North Fork This Week, September 29–October 3, 2023

Enjoy all the North Fork has to offer with great live shows, an art exhibition, outdoor adventures and more local fun events this week, September 29–October 3, 2023.

NORTH FORK LIVE SHOWS

The Harvest Moon Dinner with Music by Perfect Strangers
Friday, September 29, 6:30 p.m.

Celebrate the harvest moon in elegant style with Sannino Vineyards, where you’ll enjoy a delightful four-course meal by Executive Chef Christopher Kar from The Dimon Estate. Each course will be paired with a lovely Sannino wine and you’ll enjoy live music and dancing.
15975 County Road 48, Cutchogue. 631-734-8282, sanninovineyard.com

Reggae Fest at the Greenport Harbor Brewing
Saturday, September 30, 2-7 p.m.

Enjoy live music from several of your favorite local reggae bands, including Greg Roy and Aqua Cherry, at the Greenport Harbor Brewing Co. Tickets are $25 in advance and $30 at the door.
42155 Main Road, Peconic. 631-477-1100, greenportharborbrewing.com

Oktoberfest in the Park with Reflextions Riverhead
Saturday, September 30, 3-9 p.m.

Don’t miss excellent food, beer from several local breweries and live music from the Bratwurst Boys at Grangebel Park. There will also be a light-up art exhibit and plenty of family fun. Bring your own lawn chair or blanket.
Peconic Avenue, Riverhead. 631-727-3200, reflextionsriverhead.com

CAST Comedy Night
Saturday, September 30, 7 p.m.

Enjoy a wine reception and live comedy show featuring Carmen Lynch, as seen on The Tonight Show With Jimmy Fallon and Jay McBride, a regular at New York City’s Comedy Cellar. Tickets are $75.
53930 Main Road, Southold. 631-477-1717, castnorthfork.org

NORTH FORK OUTDOOR ACTIVITIES

Autumn Antiques, Fine Arts and Crafts Fair
Saturday and Sunday, September 30 and October 1, 9 a.m.-4 p.m.

Don’t miss local vendors selling fine art, antiques, jewelry, pottery and photography in Southold. There will also be live music. Tickets are $5.00.
55200 Main Road, Southold. 631-765-5500, southoldhistorical.org

Classic Country Wine Tour
Saturday and Sunday, September 30 and October 1, 10 a.m.

Take in the beauty of the North Fork on two wheels with this guided tour beginning in Mattituck. You’ll stop at local farm stands, enjoy privileged access to vineyards and view bucolic harbors and homes. Tour upgrades include wine tastings and a catered lunch.
13200 Main Road, Mattituck. 631-871-1666, eastendbiketours.com

Run the Vineyards: Pindar Fall 5K and 8K
Sunday, October 1, 9 a.m.

Enjoy this scenic autumn race through the 300 acres of beautiful Pindar Vineyards. Register early to reserve your spot! The after-party includes live music, Pindar wine, a barbecue food truck and an awards ceremony.
37645 NY-25, Peconic. 631-734-6200, pindar.net

ENRICHING NORTH FORK PROGRAMS

Harvest Potluck Festival
Saturday, September 30, 6-9 p.m.

Don’t miss this fundraiser for the First Universalist Church of Southold that includes cocktails, raffles, music and a silent auction. Admission is $75.
768 Main Street, Greenport. 631-765-3494, firstuniversalistsouthold.org

Ukulele For Beginners
Tuesday, October 3, 5:30 p.m.

Learn popular chords, strumming patterns and even a few songs at the Mattituck-Laurel Library. You’ll need to register and bring your own ukulele.
13900 Main Road, Mattituck. 631-298-4134, mattitucklaurellibrary.org

NORTH FORK ART EXHIBITIONS

Sculpture in the Garden
Friday and Saturday, September 29 and 30, 10 a.m.-4 p.m.

View sculpture in dialogue with natural fauna at the Landcraft Garden Foundation. The artist, Virginia Overton, recontextualizes ordinary objects and reveals their intrinsic properties.
4342 Grand Avenue, Mattituck. 631-298-7216, landcraftgardenfoundation.org

North Fork Art & Artists Exhibition and Sale
Friday, September 29-Sunday, October 1

Don’t miss your chance to view and purchase the works of local artists at the Old Point Schoolhouse in Orient.
1555 Village Lane, Orient. 631-323-2480, oysterpondshistoricalsociety.org

Find more exciting Hamptons, North Fork and family events happening this weekend and beyond (or list your own event) at Events.DansPapers.com