Get out in the Hamptons to enjoy exciting live shows, outdoor adventures, art exhibitions, workshops and more this week, September 26-October 1, 2026.

Enjoy live music from local talent all weekend long at venues like Kidd Squid Brewing Company, Sag Pizza, the Sag Harbor Express Alley Stage, and more! Acts include Jay Shepard, Inda Eaton, Jake Lear, and many others. Various locations in Sag Harbor. sagharbormusic.org

Enjoy funk and soul music by the Hoodoo Loungers, wines by the glass and bottle, food in takeout containers, and more as you watch the sunset at Wolffer Estate! The music will end at sunset. Bring your own blanket. 3312 Montauk Highway, Sagaponack. 631-537-5106, wolffer.com

Don’t miss your favorite rock, pop, and hip-hop hits of the ‘90s at The Stephen Talkhouse! Tickets are $15. 161 Main Street, Amagansett. 631-267-3117, stephentalkhouse.com

Join artist Carol Szymanski and art critic Barry Schwabsky as they bring together poetry, music, and art at Guild Hall! The performance features live music played on Szymanski’s sculptural horns, video projections, poetry readings, and more. 158 Main Street, East Hampton. 631-324-0608, guildhall.org

Don’t miss your favorite Grateful Dead hits as they are performed by this energetic tribute band at the Stephen Talkhouse! 161 Main Street, Amagansett. 631-267-3117, stephentalkhouse.com