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The (Grand) Mother Road Trip

Get Paid 20K to Hit the Open Road with Grandma (or Grandpa) This Summer

Cruise along Route 66 with your favorite passenger, capture every quirky stop, and get $20,000 in return!
See Complete Rules
Grab your grandma (or grandpa) and call “shotgun!”
One lucky grandparent and grandchild duo will hit Route 66, the legendary Mother Road, as Wyndham’s first-ever Open Road Ambassadors.

Cruise down Route 66, chase quirky roadside attractions like the Cadillac Ranch, and snap pics at classic diners all while staying at Hotels by Wyndham along the way. It’s the ultimate adventure—part family road trip and part bucket-list experience. Best part of the job? $20,000 (inclusive of a travel stipend). Read on to learn more and apply.

Your Mission

  • Drive along Route 66 for one epic week between July and October 2026
  • Capture every twist, turn, and neon-lit moment through photos, reels, stories, and videos for social media
  • Stay at Hotels by Wyndham along the way
  • Make the rest of America wish they were in your passenger seat

How to Apply

Ready for the road trip of a lifetime? Apply by May 1 on behalf of yourself and your grandparent—show us why your duo is the ultimate road trip team.

OPTION 1

Submit a Video

Tell us why you’re the perfect pair for the road trip. We’d love to see your grandparent in the video if possible—if not, just tell us all about them.

OPTION 2

Submit a Written Essay

Email a short written statement explaining why you’re the perfect pair for the road trip. Must include a photo of you and your travel partner—we want to see the faces behind our new Open Road Ambassadors.

FOR BOTH METHODS, DON’T FORGET TO INCLUDE:

  • Full names of both participants.
  • Where you both live (city and state).
  • Grandchild's phone number, email, and link to your public social media profiles.

 

Entries will be judged on creativity, authenticity, and your ability to bring Route 66 to life.

APPLY NOW
 
 
Email your video (or a publicly available link to your video from either a storage service or social media platform) or written submission, along with your full name, place of residency, phone number, and email address to roadtrip@wyndham.com by 11:59.59 PM Eastern Daylight Time on May 1, 2026. If you're selected, we'll notify you on or around June 2, 2026.

The Perks

  • $15,000 in cash for the selected grandchild
  • $5,000 travel stipend to cover airfare, meals, car rental, and activities for the pair
  • Seven nights at Hotels by Wyndham
  • Wyndham Rewards® DIAMOND level membership for both travelers
  • Open Road Ambassador swag
  • A legendary road trip with your grandparent riding shotgun

Who We're Looking For

• Grandparent and grandchild duos of all kinds, including step-grandparents and chosen family
• Both participants must be 18+ and legal residents of the United States (including the District of Columbia, Puerto Rico, and Guam)
• The primary driver must be 21+ with a valid license
• Social media savvy
• Skilled with a camera for content creation
An image of Days Inn by Wyndham Tulsa Central exterior
Days Inn by Wyndham Tulsa Central

Cruise the (Grand) Mother Road with Wyndham Hotels

From the neon signs of Chicago to Pacific sunsets in Santa Monica, the historic Route 66 embodies freedom, adventure, and the joy of the open road. For decades, Hotels by Wyndham—including Days Inn®, La Quinta®, Ramada®, and Super 8®—have welcomed generations of travelers along the way, providing a friendly and reliable home base for families and road-trippers alike. Now it’s your turn to hit the road for your own adventure.

Learn more about Wyndham Rewards here.