Things to Do on the North Fork This Week, September 19-25, 2025

Enjoy all the North Fork has to offer with great live shows, art exhibitions, outdoor adventures and more local fun this week, September 19-25, 2025.

NORTH FORK LIVE SHOWS

Larry Carlton
Saturday, September 19, 8 p.m.

Don’t miss this four-time Grammy Award-winning jazz and rock guitarist at The Suffolk! Carlton has worked with Steely Dan, Joni Mitchell, and The Crusaders. Tickets start at $39.
118 E. Main Street, Riverhead. 631-727-4343, thesuffolk.org

Who Are Those Guys
Saturday, September 20, 4 p.m.

Don’t miss this Americana, blues, country, folk, and rock band while checking out your favorite local ales and IPAs at the Greenport Harbor Brewery.
42155 Main Road, Peconic. 631-477-1100., greenportharborbrewing.com

Sitting Ducks
Sunday, September 21, 1 p.m.

Don’t miss smooth jazz from this local trio while sipping on your favorite reds and whites at Osprey’s Dominion.
44075 Main Road, Peconic. 631-765-5188, ospreysdominion.com

Concert in a Boxcar–Vincent Quatroche
Sunday, September 21, 2 p.m.

Enjoy an evening of music, poetry, and storytelling in a boxcar at The Railroad Museum of Long Island! The concert is free, but you’ll need to bring a lawn chair.
440 4th Street, Greenport. 631-477-0437, rmli.org

MudFlats String Band
Sunday, September 21, 5 p.m.

Hear the lively fiddle-and-banjo sounds of MudFlats String Band at the Unitarian Universalists of Southold! Adults are $35, kiddos ages 12 and under are $10, and little guests ages 5 and under are free.
51900 Main Road, Southold. 631-765-3494, uusouthold.org

NORTH FORK OUTDOOR ACTIVITIES

Autumn Planting–Tips for Success
Friday, September 19, 2 p.m.

Learn to plant perennials, bulbs, shrubs, and even veggies at The North Fork Flower Farm in Southold! Tickets are $25, and reservations are required.
48455 Route 48, Southold. 631-283-3195, peconiclandtrust.org

Greenport Farmer’s Market
Friday, September 19, 2 p.m.

Enjoy baked goods, seafood, dairy, pickles, cocoa, wine, and more every Friday at Mitchell Park in Greenport!
115 Front Street, Greenport. greenportvillage.com

Wine Cruise on Peconic Bay
Friday, September 19, 6 p.m.

Enjoy the beauty of the Peconic Bay with Bedell wines, a local raw bar, cheese, and charcuterie. Tickets are $120, and $100 for Wine Club members.
4404th Street, Greenport. 631-734-7537, bedellcellars.com

Tai Chi at Mitchell Park
Saturday, September 20, 9 a.m.

Bring your mat to Mitchell Park every Saturday at 9 a.m. through the end of October! You’ll build balance, flexibility, and strength while enjoying the beautiful view. No registration is required.
115 Front Street, Greenport. greenportvillage.com

Greenport Maritime Festival
Saturday and Sunday, September 20 and 21, 10 a.m.

Don’t miss this annual weekend-long tradition in Greenport featuring a “Merfolk” parade, street fair, local food, boat race, artisans, kids’ games, kayaks, sea shanties, and more!
Downtown Greenport. 631-477-2100, eastendseaport.org

Classic Wine Country Tour
Sunday, September 21, 10 a.m.

Enjoy privileged access to vineyards,  a stroll down Love Lane, olive oil and vinegar tastings, visits to local farm stands, seasonal fruit, and more with East End Bike Tours! Upgrade your experience with wine tastings and a catered lunch.
13200 Main Road, Mattituck. 631-871-1666, eastendbiketours.com

Treiber Farms Private Tour
Wednesday, September 24, 2 p.m.

Enjoy a tour of the lovely Treiber Farm in Peconic with the Cutchogue-New Suffolk Library and owner Peter Treiber.  You’ll learn about organically-grown fruit, flowers, jarred goods, and more. Registration and a $5 fee are required.
38328 County Road 48, Peconic. 631-734-6360, cutchogue.librarycalendar.com

Vino y Fuego
Thursday, September 25, 6 p.m.

Enjoy firepits, live music, signature drinks, and Happy Hour pricing at RGNY Vineyards in Riverhead.
6025 Sound Avenue, Riverhead. 631-298-0075, rgnywine.com

ENRICHING NORTH FORK PROGRAMS

Weekly Book Discussion: The Great Gatsby by F. Scott Fitzgerald
Wednesday, September 24, 1 p.m.

Celebrate the 100th anniversary of this iconic novel at the Mattituck-Laurel Library, where you’ll explore themes, characters, and the lasting impact. You can pick up a copy of the book at the circulation desk.
13900 Main Road, Mattituck. 631-298-4134, mattitucklaurellibrary.org

Old Time Jam
Thursday, September 25, 5:30 p.m.

Bring your fiddle, banjo, dulcimer, or guitar to Hallockville Museum Farm, where you can jam along or just listen! Spoons and washboards are also welcome.
6038 Sound Avenue, Riverhead. 631-298-5292, hallockville.org/events

NORTH FORK ART EXHIBITIONS

Adam Strauss: Here We Are in Paradise
On view through October 18

Enjoy paintings and drawings by Adam Strauss, including an homage to Bob Ross, at East End Arts in Riverhead! An artist’s reception will be held on Saturday, September 20, at 5 p.m.
133 East Main Street, Riverhead. 631-727-0900, eastendarts.org

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