Live music in Old Saybrook this weekend

Fri Nov 6, 2026 – Sun Nov 8, 2026 — 11 shows listed in Old Saybrook.

In Old Saybrook: All upcoming shows · Tonight · This month

Open the live Gigista guide →

Live music in Old Saybrook, Connecticut — The Kate on Main Street, with jazz at the Side Door and tap-room music up the river in Essex

This Weekend in Old Saybrook

— Bill's Seafood All-Star Jazz Band at Bill's Seafood Restaurant
6:00 PM · Tickets / event listing ↗
— BOATCAKE @ CONSTANTINES ON THE BAY at Constantines on the Bay
6:00 PM · Tickets / event listing ↗
— Out The Boxx at Highliner III at Highliner III
7:00 PM · Tickets / event listing ↗
— Joe Alterman Trio at The Side Door Jazz Club
8:00 PM · Tickets / event listing ↗
— John Sebastian & Jimmy Vivino at The Kate — Katharine Hepburn Cultural Arts Center
8:00 PM · Tickets / event listing ↗
— Saltwater Sons at Bill's Seafood Restaurant
7:00 PM · Tickets / event listing ↗
— Cecil Alexander at The Side Door Jazz Club
8:00 PM · Tickets / event listing ↗
— John Cafferty & Beaver Brown Band at The Kate — Katharine Hepburn Cultural Arts Center
8:00 PM · Tickets / event listing ↗
— Jen & Tonic at Bill's Seafood Restaurant
3:30 PM · Tickets / event listing ↗
— Total Mass Retain at The Kate — Katharine Hepburn Cultural Arts Center
7:00 PM · Yes tribute · Tickets / event listing ↗
— Essex Winter Series: Timeless Bonds & Renewed Horizons at Valley Regional High School
3:00 PM · Tickets / event listing ↗

Weekly series this weekend

Thursday, Friday — Cocktail Piano with Ray at The Griswold Inn (Tap Room)
4:00 PM · Thu & Fri 4–7 PM in the Tap Room, as billed on the Inn's calendar.
Tuesday, Wednesday, Saturday — Cocktail Piano with Francine at The Griswold Inn (Tap Room)
4:00 PM · Tue, Wed & Sat 4–7 PM in the Tap Room.
Sunday — Mike Clifford at The Griswold Inn (Tap Room)
4:00 PM · Sunday afternoons 4–7 PM in the Tap Room (listed through Dec 27, 2026).