1. Smithtown Craft Fair
When: Aug 22, 2026 through Aug 23, 2026 (daily)
Where: Smithtown Village Historical Society grounds, 211 East Main Street, Smithtown, NY
Join us at the Smithtown Craft Fair, held on the picturesque grounds of the Smithtown Historical Society at 211 East Main Street, Smithtown! Enjoy a wonderful selection of 80 local crafters, bakers, food trucks, and unique gift vendors, plus live music and farm animals. Best of all, admission and parking are completely free!
2. Fun & Relaxing Weekend Getaway
When: Aug 21, 2026 through Aug 23, 2026 (daily)
Where: Cormaria Retreat House, 77 Bay Street, Sag Harbor
This special weekend retreat is a relaxing, fun, and enlightening journey set in the serene beauty of a beachside retreat house in Sag Harbor. Together, we’ll explore the four seasons of life, reflecting on where we’ve been, embracing where we are, and welcoming renewal and personal growth. Enjoy meaningful moments of reflection, connection, and plenty of free time to explore Sag Harbor and its surrounding sights.
3. Ultimate 80's Party
When: Saturday, August 22nd
Where: Knights of Columbus, 78 Hempstead Ave, Lynbrook NY
Get ready to bring back the 80s at the ULTIMATE 80s PARTY! Join us on Saturday, August 22, 2026, from 7 PM–11 PM for a fun-filled night of dinner, drinks, music, dancing, and more—all while supporting a great cause! Tickets are $60 per person, with proceeds benefiting Last Chance Animal Rescue. Come dressed in your favorite 80s look and let’s party for a purpose!
4. The Fray - Summer of Light Tour with Dashboard Confessional
When: Saturday, August 22nd at 7 PM
Where: Northwell Health at Jones Beach Theater, 1000 Ocean Parkway, Wantagh, NY
Enjoy an unforgettable evening of live music at Jones Beach Theater featuring The Fray and Dashboard Confessional! Join us on August 22nd at 7 PM for a night filled with great music, summer vibes, and live performances by two incredible bands.
5. Sound to Bay 5K & 10K Run/Walk
When: Sunday, August 23rd at 9 AM
Where: Jamesport Town Beach, Town Beach Rd, Jamesport, NY
Join us for the Sound to Bay 5K & 10K Run/Walk at Jamesport Town Beach! Starting at 9 AM, rain or shine, participants can enjoy a beautiful day at South Jamesport Beach while supporting a great cause. Proceeds benefit the Jamesport Fire Department and its community outreach programs and activities. The first 300 registered participants will receive a T-shirt, plus there will be an exciting post-race raffle and award ceremony. Water stops will also be available every mile to keep participants refreshed along the way. Don't miss this fun community event for a great cause!
6. The Wedding Singer
When: Sunday, August 23rd
Where: John W. Engeman Theater, 250 Main Street, Northport, NY
Step back into the fabulous ’80s with The Wedding Singer, a feel-good musical based on the hit Adam Sandler movie. With big hair, bold style, romance, and an unforgettable new score, this hilarious and heartwarming show captures the magic of an era when anything seemed possible—and love could be found in the most unexpected places. Get ready to say yes to an unforgettable night of music, laughter, and romance!
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