This year, you can participate in three raffles: Mega Cash Raffle, Super Cash Raffle and General Raffle. There is also an amazing raffle at the Harvest Market, so be sure to attend Thursday evening and enter the raffle for prizes donated by vendors at the event. You can purchase tickets for the Country Fair raffles and the Harvest Market online through advance ticket sales. Country Fair raffle tickets can also be purchased at the raffle booth throughout the fair weekend. Raffle winners for the Mega Cash Raffle, Super Ca$h Raffle, and General Raffle will be drawn on Sunday, October 6th at 4 pm. Do not need to be present to win.

Mega Cash Raffle

Tickets: 1 ticket for $100 or 3 tickets for $250

Prize: $20,000

Super Ca$h Raffle

Tickets: $5 per entry

Prize: $1,000

General Raffle

Please note! This year's General Raffle will be structured differently.  You must drop tickets in the bin designated for each prize you would like to win. Each General Raffle prize will have its own bin to drop raffle ticket(s. You may put all your tickets in one bin or spread them out in any number of bins you would like.

Tickets: $3 for 1 ticket or $25 for 10 tickets.


  • Vacation Getaway

    One week stay at Hacienda Encantada in Cabo San Lucas, Mexico. Flights, food and drinks not included, must use before 2021, not valid at Thanksgiving, Christmas, New Years, or during Bisbee’s annual fishing event. Value: $2,350. Donated by the Scaramuzzo Family.

  • Photoshoot Sessions

    Family photo session with 8x10 print (2 subjects) and a pet photo session with 8x10 print (2 subjects). Value: $1,130. Donated By: Classic Kids Photography.

  • Treat yourself

    Nirvana gift card and goodie bag of products and a Benefit Brow Master Class (4-6 friends). Get the perfect look to match your lifestyle and personality with this gift card and goodie bag of products from Nirvana Salon by Lauré. Then head over to Benefit with 4 - 6 friends and enjoy some bubbles while learning how to shape your eyebrows at Brow Master Class!Value: $700. Donated by Benefit and Nirvana Salon.

  • Gym Junkie

    CORevolution class pack (10), Soul Cycle class pack (3), Hedgren travel bag, Mike’s Bikes and Title Nine gift cards, Hydroflask. Value: $630. Donated By: CORevolution, Soul Cycle, The Luggage Center, Mike’s Bikes, and Title Nine.

  • A Taste of Los Gatos

    Willow Street Los Gatos, Aldo’s Ristorante & Bar, We Olive and The Pastaria & Market gift cards, Pieropan Soave Classico 2017 (white) and Vigna Lenuzza Shioppettino 2015 (red), and a certificate for a dozen cookies and a tote bag from Icing On The Cake. Value $495. Donated by Willow Street Los Gatos, Aldo’s Ristorante & Bar, We Olive and The Pastaria & Market, and Icing on the Cake.

  • Get Fit, Stay Fit

    Fitbit Versa 2 (Smoke Woven/Mist Grey Aluminum) with 2 year protection plan and the Fitbit Aria 2 (Black). Value: $404.89. Donated By: The Cain Family.

  • Morning Essentials

    Lenny & Larry’s Chocolate Chip Cookies (12ct) and Pumpkin Cookies (12ct), Monin Syrups (Pumpkin Spice, Maple Spice, Vanilla) and pump, Torani syrup (Peppermint) and pump, Mokulele 100% Kona Dark Roast Coarse Grind, Mighty Leaf Organic Breakfast tea, Organic Coffee Co Hurricane Espresso, Lavazza Gran Filtro Dark Whole Bean, David Rio Elephant Vanilla Chai, BANG Protein Coffee Cookies & Cream Craze energy drink. Value: $265.00. Donated By: Creative Drinks, Inc.

  • Mens Accessories

    Jos. A. Bank Tie, doc kit, and 3 pairs of men’s printed socks. Value: $219.00. Donated By: Jos. A. Bank and J. McLaughlin in Los Gatos.

  • Glam and Crafts

    Tutu dress, flower bow, Petroglyph gift card, bath fizzle kit, lava lip gloss kit, glycerin soap kit, and a walk-in makeover at Razzberry Lips. Value: $179.85. Donated By: Tassels of Los Gatos, Petroglyph, Automobuild, Razzberry Lips.

  • Shopping Spree

    Kitsch Couture and Jackie ‘O giftcards. Value: $150.00. Donated By: Kitsch Couture and Jackie ‘O.

  • Women’s Clothing

    Scarf, Corkcicle Canteen and Kismet Boutique gift card. Value: $147.95. Donated By: Lever du Soleil and Kismet Boutique.

    Good luck! Thank you to all of our generous raffle prize donors.