Your No-BS, Hyper-Local Guide to Long Island Weekend Events (June 7–8, 2025)

Smart plans, sharp tips, & stuff your cousin from Queens will pretend they found first.

You know that moment when it’s Friday night, and someone says, “So, what are we doing this weekend?”—and suddenly everyone gets quiet? Yeah. We’re here to end that awkward silence.

Instead of doom-scrolling, yelling at Waze, or pretending Costco counts as an outing, check out this expert-curated list of real events happening right here on Long Island this weekend.


🎨 Wet Paint Festival

Date & Time: Saturday & Sunday, June 7–8, 2025
Location: Various locations across Long Island
🎨 What it is: Live plein air painting all over LI by professional and emerging artists. Think of it as an artsy scavenger hunt.
💡 Expert Tip: If you're heading to North Shore spots like Cold Spring Harbor or Oyster Bay, pack a picnic and scope out the artists around mid-morning for prime light (and before the crowds hit).
🍓 Lenny Bruno Farms' Annual Strawberry Festival

Date & Time: Saturday & Sunday, June 7–8 · 10 AM – 5 PM
Location: Lenny Bruno Farms, Manorville
🍓 What it is: Strawberry picking meets live music, farm-fresh food, and hayrides. Perfect for families and “accidental influencers.”
💡 Expert Tip: Go early Saturday for the freshest berries—and bring a cooler for your haul. Sunday is usually better for entertainment and fewer kid meltdowns.

🏳️‍🌈 Long Island Pride Parade & Festival

Date & Time: Sunday, June 8 · Parade at 12 PM
Location: Huntington Village
🏳️‍🌈 What it is: A high-energy, family-friendly celebration of love, diversity, and expression.
💡 Expert Tip: Take the LIRR or get there by 11 AM to avoid parking chaos. Main Street fills up fast. Bring water, sunscreen, and an open mind.

⚔️ Farmingdale Medieval History Day

Date & Time: Saturday, June 7 · 10 AM – 4 PM
Location: Farmingdale Village Green
🛡️ What it is: Step back in time with reenactments, armor, crafts, and... turkey legs.
💡 Expert Tip: Great for kids AND history buffs. Wear sneakers—you’ll be on your feet. Oh, and yes: bring cash, the falafel guy doesn’t take Venmo.

🐶 North Fork Dog Dock Diving

Date & Time: Saturday & Sunday, June 7–8
Location: Polo Grounds, Greenport
🐾 What it is: Dogs leaping into water. You didn’t know you needed this. But you do.
💡 Expert Tip: Arrive with your pup early if competing. If spectating, bring folding chairs and shade—this one’s a tail-wagger.

🎭 Bay Shore Arts Festival

Date & Time: Sunday, June 8 · 11 AM – 6 PM
Location: Bay Shore
🎨 What it is: Local arts, crafts, performances, and food trucks galore.
💡 Expert Tip: Check vendor maps online beforehand and look out for student art booths—many are fundraiser-supported and surprisingly good.

🧘 Sunset Yoga at Caumsett State Park

Date & Time: Sunday, June 8 · 6 PM – 7 PM
Location: Caumsett State Park, Lloyd Harbor
🧘‍♀️ What it is: A tranquil guided yoga session under golden-hour skies.
💡 Expert Tip: BYO mat, bug spray, and water. Arrive 20 minutes early—parking is first-come.
 

🍽️ Famous Food Festival: “Taste the World”

Date & Time: Saturday & Sunday, June 7–8 · 11 AM – 8 PM
Location: Tanger Outlets, Deer Park
🌎 What it is: International eats from 60+ vendors, live music, games.
💡 Expert Tip: Lines get long around 1–2 PM. Come hungry, come early. And bring Tupperware.

💜 Lavender Festival & French Market

Date & Time: Saturday & Sunday, June 7–8 · 9 AM – 6 PM
Location: Waterdrinker Family Farm, Manorville
💐 What it is: Blooming lavender fields, croissants, flower crowns. Très chic.
💡 Expert Tip: Mornings = best lighting for photos, least bees. And yes, there’s wine.
 

🧠 ScienceStock 2025

Date & Time: Sunday, June 8 · 1 PM – 9 PM
Location: Science Museum of Long Island, Manhasset
🔬 What it is: Interactive science demos, STEM booths, activities for curious kids.
💡 Expert Tip: Great for ages 5–12. It’s a full-day thing, so snacks are essential.
📈 Educational Impact: Local STEM events help bridge school learning gaps during summer months—especially for underserved districts.


🧾 Final Word from the Island Frontlines

You could sit home and binge reruns—or you could:

  • Pet a diving dog,

  • Pick strawberries like a boss,

  • Stretch into your zen state,

  • Or down a bao bun while watching someone juggle torches.

Long Island’s not just something to do. This weekend, it’s the main character.


📣 CALL TO ACTION:

Tell Siri to set an alarm. Call your friends. Make plans. Don’t wait for Sunday night to say, “We should’ve done something.”
📸 Tag us while you’re out there → #WeekendWarriorLI #LongIslandLife #DoItForTheBagelRun

Want this in an itinerary or newsletter template? I’ve got you covered.