Memorial Day weekend always changes the rhythm around SE Connecticut and SW Rhode Island. Patios fill up. Waterfront bars stay crowded a little longer. Outdoor stages come back to life. Across the region this weekend, local and regional musicians are kicking off the unofficial start of summer with live sets at breweries, casinos, wineries, restaurants, theaters, and shoreline venues from Mystic to Westerly and beyond. Whether you’re looking for acoustic sets by the water, late-night cover bands, jam sessions, country, rock, jazz, or outdoor festival energy, this roundup focuses on the artists and venues that keep the local music scene moving long after the holiday tourists head home.
Thursday, May 21
1 pm – Alex Cohen @ The Windjammer (Westerly, RI)
321 Atlantic Ave, Westerly, RI 02891, USA
5:30 pm – Clayton Allen @ Shunock River Brewery
2 Wyassup Rd, North Stonington, CT 06359, USA
5:30 pm – James Harris @ Deans Mill Farm
1189 Pequot Trail, Stonington, CT 06378, USA
5:30 pm – Glenn Roth @ Rocks 21
3 Williams Ave, Mystic, CT 06355, USA
6:00 pm – Phil Smith @ Lansdowne Pub Mohegan Sun
1 Mohegan Sun Blvd Space 116a, Uncasville, CT 06382, USA
6:00 pm – Dan Watson @ Sneekers Cafe
568 Poquonnock Rd, Groton, CT 06340, USA
6:00 pm – Dave Schena @ Rubino’s
598 Voluntown Rd, Griswold, CT 06351, USA
6:00 pm – Four Mile River @ Little Neck at Great Neck Country Club
28 Lamphere Rd, Waterford, CT 06385, USA
6:30 pm – Just Garcia band @ Strange Brew
86 Water St, Norwich, CT 06360, USA
7:00 pm – Sal Basile @ The Stumble Inne
90 Halls Rd, Old Lyme, CT 06371, USA
8:00 pm – Backstage Pass @ Wolf Den Mohegan Sun
1 Mohegan Sun Blvd, Uncasville, CT 06382, USA
8:30 pm – Dave Lefkin @ Milestone Mystic
12 Water St, Mystic, CT 06355, USA
9:00 pm – Bent Light / Ruby Of Thanks / Dan & Liz @ 33
33 Golden St, New London, CT 06320, USA
9:30 pm – Jazz Improv @ Daniel Packer Inne
32 Water Street, Mystic, CT, United States
Friday, May 22
1:00 pm – Lincoln’s Stoner Beach Band @ The Windjammer (Westerly, RI)
4:00 pm – Brad Bensko @ Rocks 21
3 Williams Ave, Mystic, CT 06355, USA
5:00 pm – Ben Freiert @ Saltwater Farm Vineyard
349 Elm St, Stonington, CT 06378, USA
5:00 pm – Ernie Lewis @ Kingdom of the Hawk Vineyard
113 Pendleton Hill Rd, North Stonington, CT 06359, USA
5:30 pm – Dan Drohan @ Novelle Mohegan Sun
Novelle, Casino of the Sky, First Floor, 1 Mohegan Sun Blvd, Montville, CT 06382, USA
5:30pm – Azalea Drive @ Blue Gene’s Pub
305 Great Neck Rd, Waterford, CT 06385, USA
6:00 pm – CANCELLED Souls On Fire @ Filomena’s
262 Boston Post Rd #1, Waterford, CT 06385, USA
6:00 pm – Bards of Gungywamp @ Inishmor Pub
20 Main St, Colchester, CT 06415, USA
6:00 pm – Leigh Hunter @ Lighthouse Inn
6 W Guthrie Pl, New London, CT 06320, USA
6:00 pm – Madison Blues @ Angie’s Pizza
25 Roosevelt Ave, Mystic, CT 06355, USA
6:00 pm – Tony Marshall @ These Guys Brewing
78 Franklin St, Norwich, CT 06360, USA
6:00 pm – FrankenPhil @ The Spice Club
239 Main St, Niantic, CT 06357, USA
6:00 pm – Jim Paradis @ By The Bay
215 Main St, Niantic, CT 06357, USA
6:00 pm – Pocket Vinyl / Susan Jensen & the Coydogs @ The Golden Owl
19 Golden Street, New London, CT, United States, 06320
6:30 pm – Roger Ceresi & Gary Gramolini @ Rocks 21
3 Williams Ave, Mystic, CT 06355, USA
7:00 pm – Phil Smith @ A&J’s (formerly Turnpike Cafe)
1048 Norwich-New London Turnpike, Uncasville, CT 06382, USA
7:00 pm – Rockland Solo @ The Stumble Inne
90 Halls Rd, Old Lyme, CT 06371, USA
7:00 pm – The Hoolios @ Steak Loft
27 Coogan Blvd #24, Stonington, CT 06355, USA
7:00 pm – Dr Westchesterson piano bar @ Surf Cantina (Westerly, RI)
15 Canal St, Westerly, RI 02891
7:30 pm -Melaena Band @ Tuskers
470 Bank St, New London, CT 06320, USA
8:00 pm – Christone Kingfish Ingram & Samantha Fish @ Foxwoods Great Cedar
7 CT-2, Preston, CT 06365
8:00 pm – DDXS (Duran Duran / INXS tribute) @ Wolf Den Mohegan Sun
1 Mohegan Sun Blvd, Uncasville, CT 06382
8:00 pm – Jay Dempsey Band @ Sneekers
568 Poquonnock Rd, Groton, CT 06340, USA
8:00 pm – Reggie Watkins Quintet @ Side Door Jazz Club
85 Lyme St, Old Lyme, CT 06371, USA
8:00 pm – Will Evans @ United Theater (Westerly, RI)
5 Canal St, Westerly, RI 02891, USA
9:00 pm – The Subliminals @ Novelle Mohegan Sun
Novelle, Casino of the Sky, First Floor, 1 Mohegan Sun Blvd, Montville, CT 06382, USA
900 pm – Bulletproof @ The Windjammer (Westerly, RI)
321 Atlantic Ave, Westerly, RI 02891, USA
9:00 pm – Jazz @ Port Of Call
15 Water St, Mystic, CT 06355, USA
9:00 pm – JC Revival @ Game Time
577 CT-12, Groton, CT 06340, USA
9:30 pm – Dr K’s Uke (Kevin Salley) @ Daniel Packer Inne
32 Water St, Mystic, CT 06355, USA
Saturday, May 23
1:00 pm – Daniel Reed Trio @ The Windjammer (Westerly, RI)
321 Atlantic Ave, Westerly, RI 02891, USA
1:30 pm – Dave Schena @ Stonington Vineyards
523 Taugwonk Rd, Stonington, CT 06378, USA
2:00 pm – Branded @ The Pavilion
85 Swan Ave, Old Lyme, CT 06371, USA
2:00 pm – The Second Chance @ Priam Vineyards
11 Shailor Hill Rd, Colchester, CT 06415, USA
5:30 pm – Dan Decristofaro @ Novelle Mohegan Sun
Novelle, Casino of the Sky, First Floor, 1 Mohegan Sun Blvd, Montville, CT 06382, USA
6:00 pm – American Honey @ These Guys Brewing
78 Franklin St, Norwich, CT 06360, USA
6:00 pm – Rabbi Jack @ Epicure Brewing
40 Franklin St, Norwich, CT 06360, USA
6:00 pm – The Whimbrels / Drifting North / The Benji’s @ Studio 39A (Westerly, RI)
39A Beach St Unit 1, Westerly, RI 02891
6:30 pm – Beale Street East Band @ Rocks 21
3 Williams Ave, Mystic, CT 06355, USA
7:00 pm – Frank Yantorno @ The Stumble Inne
90 Halls Rd, Old Lyme, CT 06371, USA
7:00 pm – Paul Loether @ Nightingale’s Acoustic Cafe
68 Lyme St, Old Lyme, CT 06371, USA
7:30 pm – 20th Century Kids (Shiloh & Emily) @ Tuskers
470 Bank St, New London, CT 06320, USA
8:00 pm – Dirt Pile / Yawn Mower / The Kropotkins @ 33
33 Golden St, New London, CT 06320, USA
8:00 pm – Billy Childs Trio @ Side Door Jazz Club
85 Lyme St, Old Lyme, CT 06371, USA
8:00 pm – Pirates For Peace @ Sneekers
568 Poquonnock Rd, Groton, CT 06340, USA
8:00 pm – Zephyr @ A&J’s (formerly Turnpike Cafe)
1048 Norwich-New London Turnpike, Uncasville, CT 06382, USA
8:00 pm – Nick Bosse @ Wolf Den Mohegan Sun
1 Mohegan Sun Blvd, Uncasville, CT 06382, USA
9:00 pm – EMO prom @ Strange Brew
86 Water St, Norwich, CT 06360, USA
9:00 pm – Sean U @ Novelle Mohegan Sun
Novelle, Casino of the Sky, First Floor, 1 Mohegan Sun Blvd, Montville, CT 06382, USA
9:00 pm – The Experience @ JD’s Roadhouse
36 Main St, Baltic, CT 06330, USA
9:00 pm – Aquanett @ The Windjammer (Westerly, RI)
321 Atlantic Ave, Westerly, RI 02891, USA
9:00 pm – Fusion @ Milestone
12 Water St, Mystic, CT 06355, USA
9:30 pm – The Subliminals @ Daniel Packer Inne
32 Water St, Mystic, CT 06355, USA
10:00 – DJ Blade Mon @ Surf Cantina (Westerly, RI)
15 Canal St, Westerly, RI 02891, USA
Sunday, May 24
11:00 am – T. Ray Taylor @ Rocks 21
Rocks 21, 3 Williams Ave, Mystic, CT 06355, USA
1:00 pm – Brian Cabral @ The Windjammer (Westerly, RI)
321 Atlantic Ave, Westerly, RI 02891, USA
1:00 pm – Phil Smith @ By The Bay
215 Main St, Niantic, CT 06357, USA
1:30 pm – The T-Tones Band @ Stonington Vineyards
523 Taugwonk Rd, Stonington, CT 06378, USA
2:00 pm – Nugroove @ The Pavilion
85 Swan Ave, Old Lyme, CT 06371, USA
2:00 pm – Sofia Nunzia @ Priam Vineyards
11 Shailor Hill Rd, Colchester, CT 06415, USA
2:00 pm – Sunday Blues: click for lineup! @ CC O’Brien’s
8 Mechanic St, Pawcatuck, CT 06379, USA
2:30 pm – Luke & Mike @ Deans Mill Farm
Dragonfly Equestrian Center, 1189 Pequot Trail, Stonington, CT 06378, USA
3:00 pm – Izzy Malek @ Milestone
12 Water St, Mystic, CT 06355, USA
3:00 pm – James Harris @ Maugle Sierra Vineyard
825 Colonel Ledyard Hwy, Ledyard, CT 06339, USA
3:00 pm – Brad Bensko @ Kingdom of the Hawk Vineyard
113 Pendleton Hill Rd, North Stonington, CT 06359, USA
3:00 pm – Colin Hallahan @ Saltwater Farm Vineyard
349 Elm St, Stonington, CT 06378, USA
4:00 pm – Branded @ Filomena’s
262 Boston Post Rd #1, Waterford, CT 06385, USA
4:30 pm – Nick Anderson & Longtime Pickers @ Shunock River Brewery
2 Wyassup Rd, North Stonington, CT 06359
4:30 pm – Acoustic Sundays: TBA @ Comix Roadhouse Mohegan Sun
1 Mohegan Sun Blvd, Uncasville, CT 06382
5:00 pm – The Cartells @ Steak Loft
27 Coogan Blvd #24, Mystic, CT 06355, USA
6:00 pm – Jessi Rose @ Angie’s Pizza
25 Roosevelt Ave, Mystic, CT 06355, USA
7:00 pm – DJ Blade Mon Reggae @ Daniel Packer Inne
32 Water St, Mystic, CT 06355, USA
*Schedule credit: Wailing City
Last modified: May 20, 2026
