September 3rd & 17th
Time: 5:30 PM – 8:00 PM
Location: Creekside Landing
✨ Put your knowledge to the test at Trivia Night! Gather your friends, enjoy food and drinks, and see who really knows their stuff. With fun questions, laughs, and a lively atmosphere, it’s the perfect night out for brains and banter alike.
Admission:
Free & open to the public
Labor Day Classic
September 5th
Time: 8:30 AM - 12:00 PM
Location: Cypress Creek Golfers' Club
⛳ Kick off Labor Day weekend with a little friendly competition at Cypress Creek Golfers' Club! Grab a partner for our Labor Day Blitz on Saturday, September 5, featuring a 9:00 AM shotgun start, a fun 2-player Captain's Choice format, and a great day of golf, food, and patriotic fun.
Admission:
Members - $40
Non-members - $55
September 8th & 22nd
Time: 5:30 PM – 8:00 PM
Location: Creekside Landing
🎶 Get ready to shout “Bingo!” and sing along at Music Bingo! Test your music knowledge as you mark off songs instead of numbers, hits from every era keep the fun rolling, with food, drinks, prizes, and plenty of laughs along the way. Whether you’re a shower singer or a chart-topper, this is the perfect night for fun with friends.
Admission:
Free & open to the public
September 12th
Time: 3:00 PM – 8:00 PM
Location: Isle of Wight County Fair
🦐🎉 Get ready to feast! The Isle of Wight Seafood Fest is serving up an all-you-can-eat seafood dinner packed with fried fish, shrimp, fried chicken, hush puppies, coleslaw, baked beans, and all your favorites. Enjoy live music, grab a beer or wine, and make it a fun afternoon with family and friends during the Isle of Wight County Fair. Come hungry, you won't leave that way!
Admission:
Adults: $40
Kids: $20
(Price increases at the gate)
Story Trail
September 12-27th
Time: 8:30 - 2:00 PM
Location: Cypress Creek Golfers' Club
📚🍂 Enjoy the crisp autumn air with a stroll down Hayden's Lane as you follow the pages of "Where are you From?" This free Story Trail from the Smithfield Library lets families read together while enjoying the outdoors. Open daily from sunrise to sunset... perfect for a relaxing fall outing!
Admission:
Free & open to the public
September 8th & 22nd
Time: 9:00 AM – 5:00 PM
Location: Downtown Smithfield
⚔ Step back to the 1600s at Born from Conflict, a free living history event at St. Luke's Historic Church & Museum! Experience colonial Virginia through hands-on demonstrations, period crafts, open-hearth cooking, live music, and costumed interpreters who bring history to life. It's an immersive weekend of history, storytelling, and family-friendly fun you won't want to miss!
Admission:
Free & open to the public
September 26th
Time: 10:00 AM - 4:00 PM
Location: Downtown Smithfield
🍂 Step back in time at the Autumn Vintage Market! Discover antiques, vintage treasures, farmhouse décor, handcrafted goods, and one-of-a-kind finds as historic Main Street transforms into a shopper's paradise. Enjoy live music, delicious local eats, and explore the charm of downtown Smithfield with free shuttle service offered!
Admission:
Free & open to the public
September 26th
Time: 6:00 PM - 9:00 PM
Location: Creekside Landing
🎶 Happening every last Saturday of the month! Enjoy live music, with monthly food and drink specials, no cover charge, and everyone welcome 🤍, it’s the perfect evening to gather, relax, and celebrate by the water. Join us each month for great vibes and even better company!
Admission:
Free & open to the public
September 26-27th
Time: 7:00 AM - 1:00 PM
Location: Cypess Creek Golfers' Club
⛳ Think you have what it takes? The Cypress Creek Golfers' Club Championship is your chance to compete for club bragging rights! Test your game against the course and fellow golfers in one of the club's premier tournaments. Whether you're chasing the title or cheering on the competition, it's a weekend of great golf you won't want to miss.
Admission:
Contact course for more details.
or another way