Exciting Opportunity to Win BIG & Support NWPP!
Buy raffle tickets for a chance to win amazing prizes! The drawing will take place during the Housing Seniors Hootenanny on May 3, 2026—and you do not need to be present to win.
Attending the event? You’ll receive your raffle tickets at check-in and can choose which raffle items to enter them into. Not able to join us? No problem! Your tickets will automatically be entered into the CRUISE raffle drawing.
Raffle Tickets: $10 for one ticket or buy three for $25. The more you buy, the better your chances to win!
Holland America Cruise for Two to the Sunny Caribbean or Mexico
Set sail on an unforgettable adventure with this incredible raffle prize! Enjoy a luxurious Holland America cruise for two to the sunny Caribbean or Mexico (you choose), with up to 7 days of relaxation and exploration. This all-inclusive getaway promises stunning views, world-class amenities, and endless opportunities to unwind.
Fair Market Value: $1600.00
Multnomah Whisk{e}y Library Hall Pass for eight guests + Gift Card
Enjoy a one-time reservation for you and up to eight guests at MWL. Hall Passes are available for guests 21+ and include a $300 gift card for the group.
Fair Market Value: $500.00
Portland Trailblazers tickets
Enjoy club-level seating from the Pacific Office Automation Suite for a game in the 2026-2027 season
Fair Market Value: $350.00
Portland Timbers tickets
Enjoy club-level seating from the Pacific Office Automation Suite for a game in the 2026 season
Fair Market Value: $350.00
Distillery Tour and Tasting at Westward Whiskey
See where the highest-rated American Single Malt is made and enjoy tasting a special selection of expressions from the Westward Whiskey Library.
Fair Market Value: $280.00
Pendelton Basket - Includes Pendelton Gift Card
Enjoy a $200 Pendleton gift card along with curated gifts from one of our region’s most iconic woolen mills.
Fair Market Value: $240.00
REI Basket - Includes REI Gift Card
Get outside with a $150 REI gift card, perfect for your next adventure.
Fair Market Value: $150.00
Jazz Lovers Basket - Includes a PDX Jazz Membership + Music Millennium Gift Card
Celebrate Portland’s music scene with a PDX Jazz membership and a Music Millennium gift card.
Fair Market Value: $150.00
Green Thumb Basket - Includes a Backyard Bird Shop Gift Card
Delight in a $100 Backyard Bird Shop gift basket filled with goodies for bird lovers.
Fair Market Value: $150.00
Wonderwood Springs Basket - Mini-Golf for Four + Café Gift Card
This unique experience includes a round of mini-golf for four at the whimsical Wonderwood course, designed to immerse you in a fun, humorous, and delightful adventure. Perfect for family, friends, or anyone looking for a bit of enchantment in their day!
Fair Market Value: $125.00
Tender Loving Empire - Gift Card
Support local makers with a $100 gift card to Portland’s Tender Loving Empire.
Fair Market Value: $100.00
Lanphere Cellars: Wine Tasting for Two and Two Bottles of Wine
Lanphere Cellars welcomes you and a guest to taste wine in their beautifully restored red barn in Aurora, Oregon.
Fair Market Value: $100.00
Personal Stylist Appointment at Garnish Apparel
Indulge in a 1 -2 hour personal stylist appointment including a $100 shopping credit! Garnish designer will help you evolve your style to reflect the person you want to be. Pieces are made right here in PDX (designs are offered in sizes 0-20).
Fair Market Value: $100.00
Book Lovers Basket - Includes Powell's Bookstore Gift Card
Shop big at Portland’s very own largest bookstore with a $60 Powell’s gift card and gift basket.
Fair Market Value: $80.00
Cinema Lovers Basket - Includes Regal Cinema Movie Passes
Enjoy four movie tickets to Regal Cinemas for a night at the movies.
Fair Market Value: $75.00
Bullwinkle's - Arcade Passes + Large Pizza
Family Center offering indoor/outdoor activities like go-karts, miniature golf, laser tag, and bowling. It features a themed restaurant, arcade games, and rides suitable for all ages.
Fair Market Value: $66.00
Raffle tickets sales online will end at 9:00am on 5/3/2026.
Tickets will still be available at the Hootenanny event at Oaks Park up until the drawing takes place!
*Employees and board members of Northwest Pilot Project are not eligible to participate in prize or raffle drawings.