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Tickets are $30 each
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Only 1,000 tickets available
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Tickets sold online March 1 to April 15, 2026
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Raffle drawing at 11 a.m., April 17, 2026, at 210 SE Urania Lane, Bend, OR
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Raffle benefits children facing hardship in Deschutes County
Must be 18 to enter and in the state of Oregon at the time of ticket purchase. Winner is responsible for all taxes and fees due. Need not be present to win.
Enjoy Picturesque Views, Visits to Nearby Palaces, and Traditional Music in Lisbon, Portugal for 4
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5-night stay in a charming apartment in the heart of Lisbon
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2 bedroom, 2 bathrooms, fully equipped kitchen, cozy living area, wifi and AC
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Full day private tour of Sintra and Cascais with driver (book 3 months in advance)
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Live Fado show and dinner in a traditional restaurant in Lisbon
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Blackout dates December 20-January 7
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Travel must be completed within 12 months
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Estimated value: $
Oceanfront Escape at the Luxurious Stephanie Inn at
Cannon Beach, Oregon
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Relax, recharge, commune with loved ones & with nature
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Enjoy the beachfront reading room, connect over beach walks and forest hikes
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Celebrate at the award winning restaurant
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Indulge yourself at the spa
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$ in Stephanie Inn Gift Cards to be used for lodging, spa or dining
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Estimated Value: $
Under the Tuscan Sun for 8
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7-night stay at the breathtaking Casa Can Marco or Casa Mariana. Both the historic, beautifully curated, homes are a 5-10 minute walk from the center of Cortona, Italy
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4 bedrooms, 2 bathrooms
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Amenities include a full kitchen, wi-fi, washing machine, and heating
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Multi-course authentic Tuscan dinner prepared for you by a talented local chef in the comfort of your home with a selection of regional wines
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Tuscan wine tasting, accompanied by delicious antipasti bites at a family-run wine cellar in Cortona
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Expert guest services are provided to organize every stay
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Travel must be completed within 24 months
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Estimated Value: $
Luxury Oceanfront Villa in Costa Rica for 4
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4-night stay at Playa Flamingo on the edge of the Pacific Ocean
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2 master-style suites in designer oceanfront villa with sweeping views of the Pacific
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Gourmet kitchen and terrace that seem to float above the sea
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Enjoy lounging beside infinity pools and let your private concierge arrange world-class dining, ocean excursions, or spa treatments
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Travel between April 1- December 10. Blackout dates December 11-March 31
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Travel must be completed within 24 months
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Estimated value: $
Family Getaway at Disney’s Aulani Resort & Spa on O’ahu, Hawaii for 2 Adults and 2 Children
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4-night stay in a studio or hotel room
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3 magical oceanfront resort pools
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Waterslide, lazy river, high speed rapids, and splash deck
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Snorkel with exotic tropical fish in private saltwater lagoon
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Complimentary character pool parties and dining experiences
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Full service spa and fitness center
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Enchanting fireside entertainment and weekly luau dinner
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18-hole championship Ko Olina Golf Course
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Travel must be completed within 18 months, all bookings subject to hotel availability
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Estimated value: $
DREAM TRIP RAFFLE PAST WINNERS
- Our first Dream Trip Raffle was held in August of 2017. The winner, Jay Fain, selected a one week trip to Tuscany and had a fabulous time.
- In 2019, our winner was Martha Meeker who chose an Alaskan cruise as her dream trip.
- Amber Kerbow of Bend, Oregon held our lucky ticket drawn on May 7, 2020 and chose a trip to Ireland!
- In 2022, Muriel Benedetti won the Villa Life Dream Trip Package, Jessi Courtney won the Oregon Oceanfront Package and Barbara Crislip won the Staycation Package.
- The lucky winner in 2023 asked that the money for the trip stay with Assistance League of Bend to help local families facing hardship.
- The 2024 Dream Trip Raffle winner was Robert Lee of Redmond, Oregon.
- In 2025, Mike Stamler of Bend, Oregon held the winning ticket and chose Cortona, Italy for his dream trip.