Live music in Old Saybrook

85 upcoming shows at 14 venues in Old Saybrook from Tue, Nov 3, 2026 to Tue, Dec 29, 2026.

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In Old Saybrook: Live music tonight · This weekend · This month

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

Upcoming shows

— GCS ft. Eric Gales, Dennis Chambers & Billy Sheehan at The Kate — Katharine Hepburn Cultural Arts Center
7:30 PM · Touring fusion supergroup · Tickets / event listing ↗
— The Fabulous Thunderbirds at The Kate — Katharine Hepburn Cultural Arts Center
7:30 PM · Blues-rock veterans · Tickets / event listing ↗
— Wayne and Chris Duo at Bill's Seafood Restaurant
— An Evening with Jimmy Webb at The Kate — Katharine Hepburn Cultural Arts Center
— Bill's Seafood All-Star Jazz Band at Bill's Seafood Restaurant
— BOATCAKE @ CONSTANTINES ON THE BAY at Constantines on the Bay
— Out The Boxx at Highliner III at Highliner III
— Joe Alterman Trio at The Side Door Jazz Club
— John Sebastian & Jimmy Vivino at The Kate — Katharine Hepburn Cultural Arts Center
— Saltwater Sons at Bill's Seafood Restaurant
— Cecil Alexander at The Side Door Jazz Club
— John Cafferty & Beaver Brown Band at The Kate — Katharine Hepburn Cultural Arts Center
— Jen & Tonic at Bill's Seafood Restaurant
— 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
— Playhouse Holiday Jamboree at Ivoryton Playhouse at Ivoryton Playhouse
— Jesse Cook at The Kate — Katharine Hepburn Cultural Arts Center
— Creedence Revived at The Kate — Katharine Hepburn Cultural Arts Center
7:30 PM · CCR tribute · Tickets / event listing ↗
— Tinsley Ellis at The Kate — Katharine Hepburn Cultural Arts Center
— The Modeans at Bill's Seafood Restaurant
— Mike LeDonne at The Side Door Jazz Club
8:00 PM · Night 1 of 2 · Tickets / event listing ↗
— Frontiers at The Kate — Katharine Hepburn Cultural Arts Center
8:00 PM · Journey tribute · Tickets / event listing ↗
— Kathy Thompson Band at Bill's Seafood Restaurant
— World Premiere: An Evening with Ben Cosgrove at Connecticut River Museum
6:00 PM · Artist-in-residence premiere concert · Tickets / event listing ↗
— Scotch Plains Tavern's Return of Nightshift! at Scotch Plains Tavern
— Mike LeDonne at The Side Door Jazz Club
8:00 PM · Night 2 of 2 · Tickets / event listing ↗
— Yellow Brick Road at The Kate — Katharine Hepburn Cultural Arts Center
2:00 PM · Elton John tribute, matinee · Tickets / event listing ↗
— Yellow Brick Road at The Kate — Katharine Hepburn Cultural Arts Center
7:00 PM · Elton John tribute, evening · Tickets / event listing ↗
— Cosmo & Bobo at Bill's Seafood Restaurant
— Béla Fleck — My Bluegrass Heart at The Kate — Katharine Hepburn Cultural Arts Center
2:00 PM · Matinee of two shows · Tickets / event listing ↗
— Béla Fleck — My Bluegrass Heart at The Kate — Katharine Hepburn Cultural Arts Center
— John Splithoff at The Kate — Katharine Hepburn Cultural Arts Center
— Marshall Crenshaw with special guest Sarah Borges at The Kate — Katharine Hepburn Cultural Arts Center
— Sean Nelson Jazz Orchestra with Steven Feifke at The Side Door Jazz Club
7:30 PM · Big-band night · Tickets / event listing ↗
— Hollywood Nights at The Kate — Katharine Hepburn Cultural Arts Center
7:30 PM · Bob Seger tribute · Tickets / event listing ↗
— Bill's Allstar Jazz Band at Bill's Seafood Restaurant
— Pickin' Party Showcase: Rick Young & Don Snyder at Nightingale's Acoustic Cafe
7:00 PM · The cafe's December showcase, held Nov 20; $10 · Tickets / event listing ↗
— Javon Jackson at The Side Door Jazz Club
8:00 PM · Night 1 of 2 · Tickets / event listing ↗
— Hollywood Nights at The Kate — Katharine Hepburn Cultural Arts Center
8:00 PM · Bob Seger tribute, night 2 · Tickets / event listing ↗
— Leonne & Cooper at Bill's Seafood Restaurant
7:00 PM · Billed 'Leonne & Cooper' on the venue calendar · Tickets / event listing ↗
— Javon Jackson at The Side Door Jazz Club
8:00 PM · Night 2 of 2 · Tickets / event listing ↗
— Return to Paradise at The Kate — Katharine Hepburn Cultural Arts Center
8:00 PM · Styx tribute · Tickets / event listing ↗
— CMS Faculty in Concert at The Kate — Katharine Hepburn Cultural Arts Center
1:30 PM · Community Music School faculty concert · Tickets / event listing ↗
— Griffin House at The Kate — Katharine Hepburn Cultural Arts Center
7:00 PM · Singer-songwriter · Tickets / event listing ↗
— Steve Davis at The Side Door Jazz Club
— Celtic Winter Solstice Celebration — John Doyle, Cathie Ryan & Mick McAuley at The Kate — Katharine Hepburn Cultural Arts Center
— Luis Perdomo Trio at The Side Door Jazz Club
— Christine Ohlman & Rebel Montez at The Kate — Katharine Hepburn Cultural Arts Center
8:00 PM · Thanksgiving-weekend roots rock · Tickets / event listing ↗
— Lights Out at The Kate — Katharine Hepburn Cultural Arts Center
2:00 PM · Frankie Valli holiday tribute, matinee · Tickets / event listing ↗
— Lights Out at The Kate — Katharine Hepburn Cultural Arts Center
7:00 PM · Frankie Valli holiday tribute, evening · Tickets / event listing ↗
— Carpenters Legacy at The Kate — Katharine Hepburn Cultural Arts Center
7:00 PM · A Christmas Portrait · Tickets / event listing ↗
— The Irish Tenors at The Kate — Katharine Hepburn Cultural Arts Center
7:30 PM · A Family Christmas · Tickets / event listing ↗
— The Irish Tenors at The Katharine Hepburn Cultural Arts Center at The Katharine Hepburn Cultural Arts Center
— The Irish Tenors at The Kate — Katharine Hepburn Cultural Arts Center
7:30 PM · A Family Christmas · Tickets / event listing ↗
— Great Balls of Fire at The Kate — Katharine Hepburn Cultural Arts Center
7:30 PM · Jerry Lee Lewis celebration · Tickets / event listing ↗
— Jon Regen at The Side Door Jazz Club
— Joan Osborne Sings the Songs of Bob Dylan at The Kate — Katharine Hepburn Cultural Arts Center
— Joe Block at The Side Door Jazz Club
— Classic Stones Live at The Kate — Katharine Hepburn Cultural Arts Center
8:00 PM · Rolling Stones tribute · Tickets / event listing ↗
— Tartan Terrors: Celtic Christmas Spectacular at The Kate — Katharine Hepburn Cultural Arts Center
— Steven Page Trio at The Kate — Katharine Hepburn Cultural Arts Center
7:30 PM · Holiday show · Tickets / event listing ↗
— The Empty Pockets at The Kate — Katharine Hepburn Cultural Arts Center
7:30 PM · Holiday tour · Tickets / event listing ↗
— Pure Prairie League at The Kate — Katharine Hepburn Cultural Arts Center
— Sean Mason at The Side Door Jazz Club
— Mary Fahl, formerly of October Project at The Kate — Katharine Hepburn Cultural Arts Center
8:00 PM · Wintersongs and Carols · Tickets / event listing ↗
— Jim Snidero at The Side Door Jazz Club
— CTGMC: Fruitcake at The Kate — Katharine Hepburn Cultural Arts Center
8:30 PM · CT Gay Men's Chorus holiday show · Tickets / event listing ↗
— CTGMC: Fruitcake at The Kate — Katharine Hepburn Cultural Arts Center
2:00 PM · CT Gay Men's Chorus holiday show · Tickets / event listing ↗
— CTGMC: Fruitcake at The Kate — Katharine Hepburn Cultural Arts Center
6:00 PM · CT Gay Men's Chorus holiday show · Tickets / event listing ↗
— Frisson at The Kate — Katharine Hepburn Cultural Arts Center
7:00 PM · Christmas By Candlelight Tour · Tickets / event listing ↗
— Fred Tackett & Scott Sharrard (from Little Feat) at The Kate — Katharine Hepburn Cultural Arts Center
7:30 PM · Acoustic evening · Tickets / event listing ↗
— Old Lyme Town Band at The Kate — Katharine Hepburn Cultural Arts Center
7:00 PM · Holiday concert · Tickets / event listing ↗
— Legends of the 60's at The Kate — Katharine Hepburn Cultural Arts Center
7:30 PM · With a Christmas Twist · Tickets / event listing ↗
— Broken Arrow at The Kate — Katharine Hepburn Cultural Arts Center
8:00 PM · Neil Young tribute · Tickets / event listing ↗
— 1964: The Tribute at The Kate — Katharine Hepburn Cultural Arts Center
2:00 PM · Beatles tribute, matinee · Tickets / event listing ↗
— 1964: The Tribute at The Kate — Katharine Hepburn Cultural Arts Center
7:00 PM · Beatles tribute, evening · Tickets / event listing ↗
— Jon McLaughlin at The Kate — Katharine Hepburn Cultural Arts Center
7:00 PM · Home For The Holidays · Tickets / event listing ↗
— Messiah Sing or Listen — Cappella Cantorum at The Kate — Katharine Hepburn Cultural Arts Center
2:00 PM · Community chorus sing-along · Tickets / event listing ↗
— Nick Fradiani w/ Nick Fradiani Sr. at The Kate — Katharine Hepburn Cultural Arts Center
7:30 PM · Holiday show — 4-show run · Tickets / event listing ↗
— Nick Fradiani w/ Nick Fradiani Sr. at The Kate — Katharine Hepburn Cultural Arts Center
2:30 PM · Holiday show, matinee · Tickets / event listing ↗
— Nick Fradiani w/ Nick Fradiani Sr. at The Kate — Katharine Hepburn Cultural Arts Center
7:30 PM · Holiday show · Tickets / event listing ↗
— Nick Fradiani w/ Nick Fradiani Sr. at The Kate — Katharine Hepburn Cultural Arts Center
7:30 PM · Holiday show, final of run · Tickets / event listing ↗
— Unforgettable Fire at The Kate — Katharine Hepburn Cultural Arts Center
7:00 PM · U2 tribute · Tickets / event listing ↗
— Fantastic Cat at The Kate — Katharine Hepburn Cultural Arts Center
7:00 PM · Americana supergroup · Tickets / event listing ↗
— The Side Cars Band at The Kate — Katharine Hepburn Cultural Arts Center
7:30 PM · Cars tribute · Tickets / event listing ↗

Weekly series

Monday — The Jovial Crew — Sea Chantey Night at The Griswold Inn (Tap Room)
8:00 PM · Every Monday 8–11 PM in the Tap Room — the Gris's long-running sea chantey singalong.
Thursday — The Cherry Pie Band at The Griswold Inn (Tap Room)
8:00 PM · Thursdays 8–11 PM in the Tap Room.
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).
Tuesday — Pickin' Party with Ramblin' Dan Stevens at Nightingale's Acoustic Cafe
6:00 PM · Tuesdays 6–8 PM — drop-in guitar circle at the MusicNow Foundation's acoustic cafe; $5 door donation.

Venues in Old Saybrook

The Kate — Katharine Hepburn Cultural Arts Center
Old Saybrook · Theater · 55 upcoming shows
Penny Lane Pub
Old Saybrook · Venue · 0 upcoming shows
The Side Door Jazz Club
Old Lyme · Venue · 13 upcoming shows
Nightingale's Acoustic Cafe
Old Lyme · Venue · 1 upcoming show
Connecticut River Museum
Essex · Venue · 1 upcoming show
The Griswold Inn (Tap Room)
Essex · Restaurant · 0 upcoming shows
Bill's Seafood Restaurant
Westbrook · Restaurant · 9 upcoming shows
· Venue · 1 upcoming show
· Venue · 1 upcoming show
· Venue · 1 upcoming show
· Venue · 1 upcoming show
· Venue · 1 upcoming show
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· Venue · 1 upcoming show