Squires 30th Annual Pepperoni Open

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It's as simple as it sounds — you hit it, you get it! The practice green will be littered with prizes scattered all across the green. Grab your putter, aim for a prize, and if your ball hits it, it's yours to take home. No holes required — just a steady stroke and a little aim!

How to play

1. Pay the fee at the registration area
2. Step up to the practice green and      eye your prize
3. Putt your ball from the      designated starting position
4. Hit a prize with your ball — and      it's yours to keep!
5. The more prizes on the green, the      more chances to win

Open to golfers and guests alike — everyone gets a chance to walk away a winner! 

Everyone deserves a second chance — especially on the golf course! Our 2nd Chances for Charity is a reimagined twist on the classic Mulligan. Hit a shot that didn't go quite the way you planned? No problem. Play it again, this time with confidence — and know that every do-over directly benefits cancer patients and families supported by the Baltimore Rock and Ride Foundation.

Purchase your 2nd chances before or at the start of your round and keep them in your back pocket for when you need them most. Whether it's a wayward tee shot, a chunk out of the rough, or a putt that lipped out — a 2nd chance lets you erase it and try again.

How does it work:

· A 2nd Chance is a purchased do-over — the golf world knows it as a Mulligan. Use one to replay any shot during your round without counting the original stroke against your score. It's the ultimate save for when things go sideways!

· Hit a shot you want to take back? Simply declare your 2nd Chance, surrender one of your purchased passes, and replay the shot. The original stroke is wiped away — only your second attempt counts 

· Each 2nd Chance is $20 per pass, maximum of 1 per golfer. 

Snag one before your round — once play begins, your 2nd chance ends. 

A golf classic with a twist— and a true test of drive!  One shot, one chance — whoever sticks it on the green earns a coveted spot in the 50/50 drawing

The rules

• Played on a designated Par-3 hole
• Tee shot must land and stay on the green to qualify
• Each player receives one tee shot   
• Chances purchased at registration
• $20 4 chances, 1 on each designated par 3. Each shot that makes it on the green wins one entry into the 50/50.
• $60 4 chances, 1 on each designated par 3. Each shot that makes it on the green wins an arms length of entries into the 50/50.
• 50/50 drawing held at the end of      the tournament at Squire's Italian Restaurant, must be present to win.

Think you've got the short game to match? Here's your chance to prove it! The Chipping Challenge invites golfers to step up and chip their ball into a giant pool float — yes, a giant pool float (A slice of Pizza to be exact) set up just off the green. Land it in and walk away with bragging rights and a prize to match!

It sounds simple, but don't let the float fool you — precision and touch are everything. Each participant gets their shot from a designated chipping area. Loft it too far, come up short, or catch the lip and you're watching someone else celebrate. Chip it clean into the float and the glory is all yours!

How it works

• Pay at the designated hole
• Step up to the designated chipping area and grab your wedge
• The giant pool float is your target — chip your ball and land it inside
• Each participant receives a set      number of attempts
• Successfully chip it in and you win a prize on the spot!

Open to all golfers and guests — a fun and crowd-pleasing stop for everyone on the course. 

No clubs, no swing, no handicap needed — just your name on a ball and a little luck! The Bucket of Balls Dump is one of the most exciting moments of the entire tournament, and absolutely everyone can play. Purchase a golf ball, have it marked with your name, and join hundreds of other balls in the bucket for the big moment.

When the time comes, every single ball is dumped all at once down a ramp toward the pin on the green. The ball that comes to rest closest to the pin wins a cash prize — and the best part? You don't even have to be there to win! Balls are marked with each purchaser's name, so no matter where you are, if your ball is the closest, the cash is yours.

How does it work?

· Balls are available for purchase at the event or online in advance — no registration or golf skills required. 

· Buy as many as you'd like to increase your chances! Each ball is individually marked with your name before it goes into the bucket.

· At the designated time, all balls are loaded and released simultaneously down the ramp toward the pin. The chaos, the suspense, the cheering — it's a crowd favorite every time. Watch the green fill with rolling balls and hold your breath as they come to a stop!

· The ball resting closest to the pin wins the cash prize. The winner is identified by the name on the ball — so you never have to be present to win. If you purchased online and your ball takes it, we'll make sure the prize finds its way to you!

Open to everyone — golfers, guests, and online supporters near and far. The more balls in the bucket, the bigger the fun!