Old Saybrook Live Music Events

Rosanne Cash in Old Saybrook

The Kate 24 Mar 2026

Rosanne Cash in Old Saybrook

The Kate 23 Mar 2026

Leo Kottke in Old Saybrook

The Kate 17 Apr 2026

Lúnasa in Old Saybrook

The Kate 20 Feb 2026

Bobby Rush - Blues Legend

The Kate - Katharine Hepburn Cultural Arts Center 7 Feb 2026

Madeleine Peyroux, Jon Herington in Old Saybrook

The Kate 27 Apr 2026

Roomful of Blues - Jump Blues & Swing

The Kate - Katharine Hepburn Cultural Arts Center 14 Feb 2026

Judy Collins at The Katharine Hepburn Cultural Arts Center

The Katharine Hepburn Cultural Arts Center 24 Apr 2026

Tapestry / The Carol King Songbook

Katharine Hepburn Cultural Arts Center, 24 Jan 2026

An Evening with Jim Messina - Folk-Rock Icon

The Kate - Katharine Hepburn Cultural Arts Center 11 Mar 2026

Sister Sadie - All-Female American Bluegrass, Country, and Folk

The Kate - Katharine Hepburn Cultural Arts Center 26 Feb 2026

Melissa Manchester - Grammy Winning Singer-Songwriter

The Kate - Katharine Hepburn Cultural Arts Center 2 May 2026

Tapestry - The Carole King Songbook (Matinee)

The Kate - Katharine Hepburn Cultural Arts Center 24 Jan 2026

Best of the Eagles - 100% Live, No Tracks

The Kate - Katharine Hepburn Cultural Arts Center 21 Feb 2026

David Cook at The Katharine Hepburn Cultural Arts Center

The Katharine Hepburn Cultural Arts Center 14 Apr 2026

The Tannahill Weavers in Old Saybrook

The Kate 14 Mar 2026

The Young Dubliners at The Katharine Hepburn Cultural Arts Center

The Katharine Hepburn Cultural Arts Center 11 Feb 2026

Donna The Buffalo in Old Saybrook

The Kate 1 Apr 2026

Lee DeWyze - American Idol Winner

The Kate - Katharine Hepburn Cultural Arts Center 28 Jan 2026

Chrome Horse - The Bob Dylan Tribute

The Kate - Katharine Hepburn Cultural Arts Center 1 Feb 2026

Stephane Wrembel - Django New Orleans is a down-home party meets a high-end listening experience

The Kate - Katharine Hepburn Cultural Arts Center 12 Feb 2026

The Dave Matthews Tribute Band - Tomorrow We Die Tour

The Kate - Katharine Hepburn Cultural Arts Center 15 Feb 2026

Pablo Cruise in Old Saybrook

The Kate 27 May 2026

Destination Soultown with The Sensational Soul Cruisers at The Katharine Hepburn Cultural Arts Center

The Katharine Hepburn Cultural Arts Center 23 May 2026

Peter Wolf & The Midnight Travelers

300 Main St, Old Saybrook, CT, United States, Connecticut 06475 3 Apr 2026

Chuck Prophet & His Cumbia Shoes

The Kate - Katharine Hepburn Cultural Arts Center 29 Mar 2026

The Rush Experience - Celebrating the 40 year career of Rush

The Kate - Katharine Hepburn Cultural Arts Center 11 Apr 2026

Beau Bolero - Steely Dan Tribute

The Katharine Hepburn Cultural Arts Center 3 Apr 2026

Gary Torello & Chris Abbott @ Penny Lane Pub

Penny Lane Pub 23 Jan 2026

Live with JD Wise at Penny Lane Pub!

Penny Lane Pub 30 Jan 2026

Cherish the Ladies - Irish Music, Song, and Dance

The Kate - Katharine Hepburn Cultural Arts Center 10 Mar 2026

Glenn Miller Orchestra

The Katharine Hepburn Cultural Arts Center 3 May 2026

Henry Diltz - A journey of some of the most famous album covers

The Kate - Katharine Hepburn Cultural Arts Center 7 Mar 2026

Peter Wolf

Katharine Hepburn Cultural Arts Center 3 Apr 2026

Jungle Book The Panto Company USA

The Kate - Katharine Hepburn Cultural Arts Center 8 Mar 2026

Alice in Wonderland - A musical adaptation of the timeless classic

The Kate - Katharine Hepburn Cultural Arts Center 7 Mar 2026

Vincent Ingala - Smooth Jazz Saxophonist, Multi-instrumentalist, and Songwriter

The Kate - Katharine Hepburn Cultural Arts Center 27 Mar 2026

The Glenn Miller Orchestra - American Swing Band

The Kate - Katharine Hepburn Cultural Arts Center 4 May 2026

A-A-Ron Debuts at Penny Lane Pub - Old Saybrook

Penny Lane Pub 15 May 2026

Sue Foley at The Katharine Hepburn Cultural Arts Center

The Katharine Hepburn Cultural Arts Center 17 Mar 2026

Tommy Castro in Old Saybrook

The Kate 25 Apr 2026

Judy Collins

The Katharine Hepburn Cultural Arts Center 23 Apr 2026

Pablo Cruise at The Katharine Hepburn Cultural Arts Center

The Katharine Hepburn Cultural Arts Center 27 May 2026

Parking Pokey LaFarge

Katharine Hepburn Cultural Arts Center 6 Mar 2026

Judy Collins in Old Saybrook

The Kate 25 Apr 2026

Colin James, Matt Andersen, Terra Lightfoot in Old Saybrook

The Kate 7 May 2026

The Celtic Tenors at The Katharine Hepburn Cultural Arts Center

The Katharine Hepburn Cultural Arts Center 1 Mar 2026

Della Mae - Grammy-Nominated, All-Women Bluegrass

The Kate - Katharine Hepburn Cultural Arts Center 6 Mar 2026

Judy Collins - Iconic Folk Singer/Songwriter

The Kate - Katharine Hepburn Cultural Arts Center 25 Apr 2026