New Haven: Free Music on the Green presented by Yale-New Haven Hospital, Saturdays, July 21 and 28 starting at 6 pm with headliner at 7:30pm. Jazz Festival in August at variety of venues
Madison: summer concerts on the Green and beach concerts on the Surf Deck.
Guilford: Shoreline Arts Alliance presents free concerts on the Guilford Green on summer Sundays.
Essex: CT River Museum, Music At The Dock every Thursday evening starting July 12. Cash bar and light snacks, 5:30 - 7:30pm. $5/Museum members free.
Harkness Memorial State Park, Waterford: Preservation Hall Jazz Band, Don McLean and the Count Basie Orchestra headline the August Nights at Harkness. Tickets: $24.
Groton: Rock and roll on Esker Point Beach, Thursday evenings in July and August
Watch Hill R.I.: Watch Hill Summer Concert Series on Tuesday evenings.