Squires 30th Annual Pepperoni Open

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Hole 15 — Drop in

Hole 15 just got a whole lot friendlier! Give your entire foursome a leg up on one of the course's most challenging holes by purchasing the 200 Yard Advantage at registration. For just $40 per team, your group drops in just 200 yards from the green and plays it in from

This is a foursome purchase — all four players in your group move up together, making it a shared advantage and a guaranteed highlight of the round. Pick it up at registration before you tee off and arrive at hole 15 ready to make some noise. A small donation to the Foundation that could make a big difference on the scorecard!

How it works

• Purchase the advantage for your foursome at registration
• $40 per team — all four players receive the advantage
• When your group reaches hole 15, skip ahead and drop 200 yards from the green
• All four players in the group play in from the drop position
• Play continues normally from the drop — standard rules apply from there

Why buy in

• A genuine scoring advantage for your entire group
• Turns a tough hole into a short game opportunity
• A fun team moment your foursome will be talking about all day
• Every dollar directly benefits cancer patients and families in our community

Everyone deserves a second chance — especially on the golf course! Our 2nd Chance 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 chance at the registration table 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, record the hole on the pass, 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 shotgun — once play begins, your 2nd chance ends. 

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. Open prior to shot gun start. Closes when play begins.
3. Step up to the practice green and      eye your prize
4. Putt your ball from the      designated starting position
5. Hit a prize with your ball — and      it's yours to keep!
6. 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! 

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. Holes 4,7,11 & 14

The rules

• Played on 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
• $40 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 pepperoni and the glory is all yours!

How it works

• Pay at registration
• Step up to the designated chipping area between hole 9 & 10 and grab your wedge
• The giant pool float is your target — chip your ball and land it inside a pepperoni
• 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.