Choose Your Package and Enter to Win!

Available for Purchase

Dream Trip Raffle tickets will be sold online from March 1 to April 15, 2022 for $25 each.

You can choose to buy raffle tickets for one or more of the following packages. See complete package details below.

  • The Villa Life Dream Trip Package where the winner chooses Mexico, the Caribbean or Costa Rica for their villa vacation (with a 1 in 1000 chance of winning).
  • The Oregon Oceanfront Package at ;the Stephanie Inn in Cannon Beach (with a 1 in 500 chance of winning).
  • The Family Staycation Package in Central Oregon (with a 1 in 500 chance of winning) includes everything listed in the description.

Raffle drawing will be held at 11:00am on April 22, 2022. Watch the drawing live on Assistance League of Bend's Facebook page. THREE winners will be selected; one for each package. Winners will be contacted at the conclusion of the drawing.


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. Dream Trip Raffle benefits children and adults facing hardship in Deschutes County.

Complete Package Details

Package #1 Villa Life Dream Trip Package - 

Paradise awaits in either Mexico, the Caribbean or Costa Rica. Winner chooses the destination for their luxury villa living experience. From the beautiful turquoise waters, to the tranquility of beachfront golf, to thrilling mountain adventures, to stunning tropical rainforests, this package has something for everyone. Each destination boasts luxurious accommodations and local experiences.

Winner to select destination within 2 weeks of drawing. Booking and concierge services included. Estimated value for each luxury villa getaway is $4,900.


Punta Mita Golf Villa

Relax in this beautiful open-air villa nestled near the 2nd Fairway of the Nicklaus Signature Pacifico Golf Course in the tranquil resort of Punta Mita. The villa features a golf course and partial ocean view with an expansive terrace with outdoor dining as well as a private plunge pool. The villa is in-between Four Seasons Resort and St. Regis, two of the finest spots to enjoy lunch or dinner. Guests are also just a 5-minute walk to the private Pacifico Beach Club.

Estimated Value: $4900

  • 5 days, 4 nights in Punta Mita, Mexico
  • 3 bedroom luxury villa accommodates 6 people
  • Golf course and ocean views
  • Premier membership with access to the Pacifico Beach Club
  • Preferred rates on golf
  • Cooking service for breakfast or lunch*
  • Daily housekeeping
  • $250 Visa gift card

24 months to travel. Subject to availability. Bookings can be made between May 16th and November 15th. Nights must be used during one stay. All taxes and cleaning fees are included. *Cost of groceries not included.

Barbados Beachfront Villa

Nestled in a private development, this beautiful villa is just steps away from the beach and offers stunning sea views. Barbados offers visitors a tropical getaway like no other thanks to its perfect climate, unique culture, and fine beaches that are among the best in the world. Here you are conveniently located near the area's top attractions and hot spots. The diverse restaurants and upscale shops of Holetown are just 10 minutes away. Meanwhile, avid golfers can head to the five-star Sandy Lane course that's just a 15-minute drive away.

Estimated Value: $4900

  • 5 nights on the Caribbean island of Barbados
  • Private beachfront villa, accommodates 4 people
  • 2 king bedrooms, 2 ensuite baths
  • Private cook/maid (2 meals per day)
  • Private plunge pool on terrace overlooking Reeds Bay
  • $1,500 Visa gift card

24 months to travel. Bookings may be made between April 15th and December 14th . All taxes and cleaning fees included. *Cost of groceries not included.

Costa Rica Villa

Experience the ultimate in indoor-outdoor living within walking distance of the beach, neatly nestled into the jungle near Santa Teresa. It has a fully equipped kitchen opening into the stylish outdoor living area with an outdoor covered dining area with gas grill/BBQ, pool and alfresco shower. The 2 minute walk to Playa Hermosa - Saint Teresa beach is an idyllic leisurely stroll.

Estimated Value: $4900

  • 6 days, 5 nights in a sleek Costa Rica villa
  • 3 bedrooms, 3.5 baths accommodate 6 guests
  • Private pool
  • 2 minute walk to the beach
  • Parking for 2 cars
  • Daily housekeeping
  • $250 Visa gift card

24 months to travel between May 1st and December 20th. Nights must be used during one stay. All taxes and cleaning fees are included.

Package #2 Oregon Oceanfront Luxury

Stephanie Inn invites you to retreat, relax, and indulge yourself in beautiful Cannon Beach, Oregon. With sand right outside your door, jaw-dropping views of Haystack Rock and the expanse of the Pacific, you'll have access to some of the most spectacular scenery and adventures anywhere. Cannon Beach, often called the Oregon Coast's most beautiful town, is a haven for artists and galleries, secret gardens and historic beach homes, boutique shopping, heritage exploration and more. With a full range of spa services, specialty experiences, classes, and the finest Pacific Northwest cuisine on the Oregon Coast, your time at the Stephanie Inn will be unforgettable. Come discover why this beautiful Cannon Beach hotel remains an enduring Northwest icon.

Estimated Value: $1350

  • Stephanie Inn on Cannon Beach
  • $1350 in Stephanie Inn gift cards
  • Gift Cards may be used for lodging, spa treatments, classes or dining

Package #3 Family Staycation

With an extraordinary setting featuring wide-open spaces and stunning vistas, Sunriver is the ideal place to explore and experience the beauty of Central Oregon. This staycation package includes 2 nights lodging at Sunriver Resort and gift cards to please everyone in the family. Whether it is a day on the golf course or at the beauty salon or an adventure to the High Desert Museum or the Mountain Air Trampoline Park, this package is full of fun and exciting experiences without extensive travel.

Estimated Value: $1271

  • 2 night stay at Sunriver Resort in the Lodge Village
  • 1 round of golf for 2 at Meadows or Woodlands Golf Course in Sunriver
  • $250 Sunriver gift card
  • 4 passes to the High Desert Museum
  • 4 passes to the Mountain Air Trampoline Park
  • $125 Phagan's "Day of Beauty" gift card including a deluxe pedicure, manicure, facial, eyebrow wax, shampoo, conditioner and style
  • $30 Pizza Hut gift card
  • $30 Starbucks gift cards


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Assistance League of Bend

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