You can enjoy live outdoor music virtually every night of the week this summer. 

Friday Night Live Music Series, Lyman Orchards Golf Club, May – September, 6-9pm at 1741 Pub and Grille, Middlefield

Shanties & Sails are back! Connecticut River Museum, Essex, Each Tuesday in June enjoy an evening of Sea Shanties. Hear talented shanty and sea-song musicians for a FREE one-hour live performance, 6/3, 6/10, 6/17, 6/24, 5:30-6:30pm, Free

Connecticut Sea Music Festival, This traditional maritime folk festival starts with their famous Symposium on the Music of the Sea on Friday. The festival continues with Evening Concerts and music throughout the town. The daytime events are free, tickets to evening concerts are $15 – $30.  Essex, 6/6 – 6/9, Prices Vary

Connecticut Early Music Festival, An annual festival featuring a repertoire European music written before 1800. Old Lyme, 6/7 – 6/22, $20

Old Saybrook Summer Concert Series, Old Saybrook Town Green, Wednesdays at 6:30 and at Harvey’s Beach, Fridays at 7:00pm. Old Saybrook, 6/11 – 8/22, Free

Make Music Day,  Ring in the summer with a worldwide day free outdoor music celebrations at numerous locations across Southeastern CT. 6/21, Free

Watch Hill Sunset Concerts, Tuesday evening concerts on the Green on Bay Street in Watch Hill. Every other Tuesday, 6/24 – 8/19.  Free, but donations appreciated.

Esker Point Beach Concert Series, Get ready to groove with a community favorite beach concert series, Summer Sound Waves. Groton, Thursdays 6-8pm, Groton, 6/26 – 8/14, Free

Branford Jazz on the Green, Celebrating Jazz since 2009, check out their line-up. Thursdays at 6:30pm, Branford, 6/26-8/21, Free

Grassy Strip Music Series, The Wharf at Madison Beach Hotel, starting 6/26, Free

Stonington Vineyards: Live Music on the Deck, A seasonal tradition of music, food, and wine. Food trucks will be serving up delectable bites. Picnic dinners are welcome. Fridays, 6/27 – 8/29, 6pm-9pm.

Summer Concerts in Essex and Ivoryton Town Parks, Hosted on alternating Tuesdays at The Ivoryton Green and Wednesdays at The Essex Main Street Park at 6:30. 7/2-8/13, Free

Music at the Mansion, Food trucks and music on the Mansion’s back lawn on Wednesdays in July, Middletown, 7/2-7/30, Free

Madison Cultural Arts 2025 4th of July Concert on the Green, Great American Melodies on the Green in Madison, 7/5, 6pm, Free

Tunes on the Dunes, Enjoy Monday Night Jams and Wednesday Blues on the Beach, 6pm-8pm at Westerly Old Town Beach, 7/7 – 8/13, Free

Mystic River Jam, A Music Festival at Mystic Shipyard, showcasing music from rock to reggae, while supporting two charities. Mystic, 7/11-7/12, Various times, $30 – $80

Concerts in the Garden, Eclectic international and local singer songwriter artists from cool jazz to blue grass. Saturdays, 7pm-9pm, Leif Nilsson Gallery. Chester, 7/12-8/23, $20

Summer Concerts on the Green in Madison, Sundays, 7/13 – 8/31, 6pm-8pm, Free

Music on the River at the Goodspeed, Food and drink available at Gelston House or bring a picnic 6:30pm-8:30pm. East Haddam, Mondays, 7/14 – 8/18, Free

Midsummer Festival, The beloved annual concert along the banks of the Lieutenant River kicks off Old Lyme’s Midsummer Festival weekend at the Flo Gris, Old Lyme featuring The Mighty Soul Drivers, 7/25, 7pm-9pm, Free

Chestnut Hill Concert Series, Celebrating their 55^th season, tickets on sale at the Kate’s Box Office on June 13. Fridays, 8/1-8/22 at 7:30pm at the Kate, Old Saybrook,

Rhythm & Roots Festival, Ninigret Park, Charlestown, RI, 8/29 – 8/31, $102 – $269

Maugle Sierra Vineyards, Ledyard, Live music Saturday and Sunday afternoons from 3-6pm. Check socials for lineup.

Surf Ridge Brewery, Essex, Live Music Thursdays at 6pm

Saltwater Farm Vineyards, Stonington: Music Series, Live Music and Food Trucks: Sunday Funday afternoons this Spring and Summer; as well as other special musical events. Free

The Juke, Deep River’s newest destination for original live music, Live Music Fridays and Saturdays 8-11pm

The Side Door Jazz Club, World Class Jazz every Friday and Saturday at 8pm throughout the summer at the Old Lyme Inn. Old Lyme, $22.68 +

The Tap Room at the Gris, Various live music events all summer long at The Griswold Inn, Essex, Fridays, 8:00 – 11pm, Free

Water’s Edge, Westbrook, Various live music events all summer long.

Cedar Lake Concert Series, Pelletier Park, Chester. Sundays 5-7pm. 

Marker 37, Riverside live music all summer long in Chester on Wednesday & Thursday Nights.

Thursdays on the Docks in Essex, Bring a chair or blanket, listen to a free concert, and watch the sun go down over the river.