Win a Route 66 by Rail Vacation from Chicago to Los Angeles!

Celebrate America's 250th birthday with an unforgettable journey in the Amtrak Vacations and Railbookers Route 66 by Rail Giveaway. This exciting travel sweepstakes gives one lucky winner the opportunity to experience a legendary Route 66 vacation while traveling by rail through some of the most iconic landscapes and destinations in the United States. If you've always dreamed of exploring America in comfort and style, this is your chance to embark on the adventure of a lifetime.

The featured prize is the spectacular Route 66 by Rail Vacation, a memorable itinerary that takes travelers from Chicago to Los Angeles. Along the way, you'll discover the rich history of the famous Route 66 corridor while enjoying breathtaking scenery, cultural landmarks, and unforgettable experiences. This unique rail vacation giveaway combines classic American travel with modern comfort, making it perfect for adventure seekers, history enthusiasts, and travel lovers alike.

Your journey may include visits to world-renowned destinations such as the Grand Canyon, the majestic Rocky Mountains, and other iconic attractions that showcase the beauty and diversity of the American landscape. From vibrant cities and historic towns to stunning natural wonders, this cross-country train trip offers an immersive travel experience unlike any other.

Whether you're a fan of scenic train travel, bucket-list vacations, or classic American road trip destinations, the Route 66 by Rail Giveaway is an opportunity you won't want to miss. Enter today for your chance to win an extraordinary Chicago to Los Angeles rail vacation and discover why Route 66 remains one of the most celebrated travel experiences in the world.

Limit: It is open for the legal residents of United States, United Kingdom, Canada, New Zealand, and Australia who are at least 18 years of age at the time of entry. Entrant can get one entry during the promotion period.

How to Enter in Amtrak Vacations Route 66 by Rail Giveaway:

Online Entry: During the Giveaway Period, visit the giveaway page on the Amtrak Vacations and Railbookers website and complete the entry form by providing your full name, email address, country of residence, and travel agent status. You must also follow @amtrakvacations and @railbookers on both Facebook and Instagram to receive a valid entry.

Bonus Entry

Earn one additional entry by sharing the giveaway on social media and tagging both @amtrakvacations and @railbookers.

Amtrak Vacations Sweepstakes Winner Selection:

Winner will be selected randomly on or about July 6, 2026 from all eligible entries.

Amtrak Vacations Route 66 Giveaway Prizes:

One Grand Prize winner will win a Route 66 by Rail Vacation Package for Two (ARV: $5,800)

The Grand Prize includes:

• A 14-day "Route 66 by Rail" rail journey for two (2) people.
• Rail travel within the United States.
• Hotel accommodations for the duration of the trip.