Tickets for the 2025 Dream Trip Raffle will be available from March 1 – April 15, 2025. The Dream Trip Raffle winner will choose one of the following trips. Note: airfare is not included in the trips. 

  • Tickets are only $30 each

  • Only 1000 sold

  • Tickets sold online March 1 to April 15, 2025

  • Raffle drawing at 11 a.m., April 17, 2025, at 210 SE Urania Lane, Bend, OR

  • 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.

Dream Trip Raffle Trips 2025

ST. LUCIA PRIVATE VILLA FOR 4

  • 4-night stay for 4 guests in a private Cap Estate villa overlooking the ocean

  • Gaze out over turquoise waters from your private pool

  • Enjoy open-air living with multiple levels of outdoor lounging

  • Dine alfresco with outdoor grill and includes daily cook service for 4 guests

  • Relax with housekeeping and laundry services included

  • Bedroom 1: King size bed · En-suite bathroom · AC · Ocean view · Terrace

  • Bedroom 2: King size bed · En-suite bathroom · AC · Ocean view · Terrace

  • Amenities: Hair-dryer, TV, Wireless internet, Pool, BBQ area, Patio or Balcony, Fully Equipped Kitchen

  • Includes Airport fast track + Airport transfers

  • Benefit from dedicated concierge service and end-to-end travel planning

Estimated value:  $4,550

SAN JUAN ISLANDS FAMILY WHALE WATCHING ADVENTURE FOR 4

  • 3-night stay at the Andra M Gallery Hotel in  Downtown Seattle for 2 adults and 2 children

  • Chartered boat ride for 2 adults and 2 children that gets close enough to appreciate the majestic melodies of whales in the San Juan Islands (approximately 90 miles from downtown Seattle; will require a car)

  • Hotel Andra is within walking distance of such iconic destinations as Pike Place Market, the Seattle
    waterfront, and downtown Seattle’s thriving retail core

  • $1,500 Gift Card

Estimated value:  $4,595

LA DOLCE VILLA IN CORTONA, ITALY FOR 6

  • 7-night stay at Villa Mino, a beautifully curated villa situated in the foothills above Cortona

  • 3 bedrooms, 3 bathrooms

  • Stunning infinity pool overlooking the Val Di Chiana

  • Multi-course authentic Tuscan cooking class

  • Historical walking tour of Cortona with an expert local guide

  • Tuscan wine tasting accompanied by delicious antipasti bites at a family-run wine cellar in central Cortona

  • Expert guest services are provided to organize every stay

  • Assistance with planning additional tours and experiences

Estimated Value: $4,700

DISNEYLAND AND UNIVERSAL STUDIOS  FAMILY ADVENTURE FOR 4

  • 4-night at the Kimpton Everly Hotel
    for 2 Adults and 2 Children in one room

  • One day pass to Disneyland for 2 Adults and 2
    Children

  • One day pass to Universal Studios Hollywood for
    2 Adults and 2 Children

Estimated value: $4,595

Help Clothe a Child in Need

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.