Then & Now: OHS Class of 2005 Reunion

Schedule

Sat Oct 18 2025 at 06:30 pm to 10:00 pm

UTC-04:00

Location

The Woodruff on Lake Lucerne | Orlando, FL

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Then & Now: Kegs to martinis. Lockers to LinkedIn. Flip phones to FaceTime. Still us—just a little more tired. Still a vibe, just with joint
About this Event

OHS Class of 2005, it's been two decades since flip phones, frosted tips, and Friday night lights. And somehow, we’ve survived (shoutout to caffeine and joint support supplements).


Welcome to Then & Now: The 20-Year Reunion Glow-Up, a high school-meets-adulthood mashup where 2005 nostalgia crashes headfirst into 2025 energy.


Put up your AIM away message one last time and get ready for a night that hits harder than a MySpace Top 8 shake-up.

Here’s what to expect:

  • Backyard party vibes meet downtown digs
  • Finger food meets elevated grazing tables
  • Pop-up videos meet curated Spotify playlists
  • Keg stands meet craft cocktails (cash bar, we’re grown now)

Because some things change, and some things just get better with time (unlike tanning beds and over-plucked brows).


After Party: The Wellborn (walkable, vibey, and still open past 10 PM)


What to Wear: Dress cocktail casual… or channel your high school self. Come as you are, or as you were. Bonus points for puka shells, rhinestone belts, popped collars, or anything Abercrombie (OG, not rebranded).


Tickets: Tickets are non-refundable (but hey, just like your algebra notes, they’re totally transferable).

Your Ticket Includes:

  • Entry
  • Light bites + charcuterie
  • Nostalgia-fueled good vibes
  • A solid playlist
  • Kegs (yep, still got it)
  • Memories made & remade(Cash bar also available for cocktails with fewer calories and more regrets.)

Want to Level Up the Fun?

  • Submit your favorite throwback song
  • Upload old photos or videos for the slideshow
  • Ask us about sponsorships (because some of us run businesses now, not just from our bedrooms)

Where to Stay: Coming in from out of town? Or just want to be closer to the action (and not worry about an Uber)? We’ve got you covered with two great, walkable hotel options near the reunion venue:


🏨 The Wellborn Hotel – Downtown Orlando (Sonder) - A charming boutique stay literally steps away from the party — and the afterparty.

🏨 Aloft Orlando Downtown - Trendy vibes, comfy rooms, and a 3-minute walk to The Woodruff.

Pro tip: The Wellborn (also our afterparty spot) turns into a brunch-lover’s dream starting at 11AM the next day. You may want to extend your stay... 🥂


Final Bell:We may not recognize everyone without their Hollister jeans and Sun-In streaks, but we’ll remember exactly how it felt to be part of the OHS Class of 2005.


See you there, Lions. Let’s glow up and throw back, Then & Now.#ThenAndNowOHS2005

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Where is it happening?

The Woodruff on Lake Lucerne, 236 South Lucerne Circle East, Orlando, United States

Event Location & Nearby Stays:

Tickets

USD 58.79 to USD 286.07

The Woodruff

Host or Publisher The Woodruff

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