Game of Chance 2025

Game of Chance is back this year! There are only 30 tickets per item listed below unless stated otherwise. Price varies by item.

Take a Grand Prize raffle ticket for a chance to win a trip and $$! (Not limited to 30 tickets).

LIC ORG 000531

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Game of Chance Tickets

AMAZON $250You can find it all right here. Have items shipped directly to you - The possibilities are endless-clothing, household, movies, books….

$30.00 Quantity

SLEEP LIKE A QUEENDonated by Bedzzz to Go. Sleep great in this queen size mattress set (mattress & box spring). Your choice of Restonic Marvelous Middle - firm or eurotop.

$50.00 Quantity

YETI PACKAGEDonated by Ace Hardware. The Yeti fan will love this package which includes a white Tundra 35 hard cooler and 5 Yeti Rambler slim can insulators.

$30.00 Quantity

CLEAN CARDonated by Timmy's Car Wash. Keep your car clean with this $300 gift card to Timmy's Car Wash to be used for any service.

$20.00 Quantity

BEST OF BUFFALO!Taste them all with your very own bottle of each: Buffalo Trace Kentucky Straight Bourbon Whiskey, Sazerac Rye Straight Rye Whiskey, Colonel E.H. Taylor, Jr. 1st and Only Small Batch, and Eagle Rare! *Must be 21 years of age or older to claim this item.

$40.00 Quantity

CHEF DINNERDonated by Bristol Catering. Enjoy this chef prepared dinner for four guests with wine pairings in your own home. Valid Tuesday - Thursday, expires March 14, 2026, excludes holidays and special events. May add additional persons for an additional charge.

$40.00 Quantity

VIP GRADUATION PACKAGEWatch your student graduate on May 16, 2025 from the comfort of reserved seats for you and 9 family members. The package includes reserved parking.

$20.00 Quantity

DINE AROUND TOWNDonated by HC 1985 Alumni. Date night or just need to feed the family on the run? This package includes a variety of gift cards totaling over $700. Cask Southern Kitchen, Martin's BBQ, Crumble Cookie, Agave & Rye, Volare, Le Moo, Village Anchor, Grassa Gramma, Subway, and Drakes.

$40.00 Quantity

STOCK THE BAR!Donated by Holy Cross High School Board of Directors. Be ready to treat guests (or yourself) to the finest spirits around! Featured bottles include: Woodford Reserve Double Oaked, Basil Hayden TOAST, Four Roses Small Batch, Russell Reserve 10 Year, Yellowstone, Old Forester 1897, Evan Williams 1783 Small Batch, Richters and more. *Must be 21 years of age or older to claim this item.

$60.00 Quantity

LUCKY IN KENTUCKYDonated by HC 2004. Try your luck with this assortment of lottery tickets. Variety of price points, totaling $300

$30.00 Quantity

WINE CLASSTreat your friends and fellow wine lovers to a private wine class for up to 20 people from Total Wine. You choose from 8 different classes. Taste a variety of premium, hand-selected wines and discover hidden treasures from the wine region of your choosing. A wine expert will present and discuss each delicious wine during the two hour class, which can be arranged as a seated class-style or more casual walk-around event.

$20.00 Quantity

KROGERThis $200 gift card helps you to pay for food on the table, gas in the car, prescriptions home goods and more.

$25.00 Quantity

OLD FORESTER BIRTHDAY BOURBON Product Image

OLD FORESTER BIRTHDAY BOURBONOld Forester Birthday Bourbon Ltd. Bottling 2021, Barreled in 2009: A rare, limited-edition release with notes of fruit, caramel, oak, and spices. A must-have for collectors. *Must be 21 years of age or older to claim this item.* (50 Tickets Offered)

$50.00 Quantity

CHURCHILL DOWNS EXPERIENCE Product Image

CHURCHILL DOWNS EXPERIENCEDonated by Churchill Downs Inc. Get your hats ready for a fun day at the track with this Trifecta package which includes one table for 8 on Millionaire's Row, chef's lunch/dinner, reserved seating, racing programs and 8 passes to the Derby Museum.

$30.00 Quantity

BOURBON & BEYONDNeed we say more? Enjoy the ultimate blend of bourbon, music, and great vibes with two 4-day weekend general admission passes to the world-renowned Bourbon & Beyond festival. Don't miss this chance to immerse yourself in top-notch performances, craft spirits, and amazing food. Let the good times roll! (50 Tickets Offered)

$40.00 Quantity

LOUDER THAN LIFEExperience the thrill of two 4-day weekend general admission passes to one of the biggest rock festivals in the world! With electrifying performances and unbeatable energy, this is a weekend you won’t want to miss. Grab your passes and let the music take over! (50 tickets offered)

$40.00 Quantity

"BETTER WITH BOURBON" Art Collection Product Image

"BETTER WITH BOURBON" Art CollectionCelebrate Kentucky's rich bourbon heritage with this stunning collection of artwork by local artist Kim Perry. Each piece is meticulously crafted using a palette knife technique, bringing to life the artistry, craftsmanship, and legacy of Kentucky's finest bourbons. This collection includes four 8x10 heavyweight archival matte prints, signed by local artist, Kim Perry.

$20.00 Quantity

DINNER, BROADWAY SHOW AND AN OVERNIGHT STAY Product Image

DINNER, BROADWAY SHOW AND AN OVERNIGHT STAYEnjoy dinner at Swizzle ($100 gift certificate), then premier seating at the PNC Broadway Series of The Wiz on July 30th at 7 p.m. and end your evening with an overnight stay at The Galt House.

$30.00 Quantity

ALL THINGS COUGARSYou are set with the best of Holy Cross gear including blanket, pullover fleece, quarter zip, toboggan, t-shirts, speaker, summer camp voucher and more!

$20.00 Quantity

Grand Prize Raffle TicketWin a week stay in either Orlando or Las Vegas in a two-bedroom Hilton Grand Vacation Property Condominium which sleeps 6 plus $2000 spending cash, second prize is $1000, third prize is $500. (Tickets not limited to 30 tickets)

$10.00 Quantity

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