WIN an Iconic Adventure down Route 66 for 2

Drive the Ultimate American Road Trip

Take on Route 66, the most legendary road trip in the world. This 16-day adventure spans 2,400 miles across 8 states, from Chicago to Los Angeles, taking you through historic towns, neon-lit diners, and breathtaking national parks.

With classic roadside stops, cultural landmarks, and vibrant cities, this once-in-a-lifetime journey lets you experience America’s past and present while cruising along the Mother Road.

WHAT DO I WIN?

This Route 66 experience for two includes:

• 15-night stay in handpicked hotels, including:
  • Hotel Versey Days Inn, Chicago – start your adventure in the Windy City
  • Luxor Hotel, Las Vegas – enjoy the glitz of the Strip
  • Hotel Carmel, Santa Monica – relax by the Pacific Ocean at the end of your journey
• Round-trip flights from the UK to the USA
• 16-day car rental (automatic) with unlimited mileage
• All car hire drop-off fees included
• Discovery Guide Program Documentation

WHO CAN GO?

This prize is for two adults (25+), perfect for road trip lovers, adventure seekers, and those ready to experience classic Americana.

WHEN CAN I GO?

Flexible travel dates in 2026/27, subject to availability. Whether you want to drive under summer skies or enjoy cooler autumn landscapes, you can choose the best time for your adventure.

Our team at THG will work with you to organise flights and logistics to get you on your trip of a lifetime.

WHAT WILL I BE DOING?

Days 1 – 2: Chicago, Illinois

• Walk historic Route 66’s starting point at Michigan & Adams
• Visit Willis Tower, Navy Pier, and Millennium Park
• Try classic deep-dish pizza and an all-American hot dog

Day 3: Springfield, Illinois

• Explore Route 66 Memory Lane in Bloomington
• Visit Abraham Lincoln’s hometown

Day 4: St. Louis, Missouri

• See the Gateway Arch and explore this historic city

Day 5: Springfield, Missouri

• Stop at the Totem Pole Trading Post
• Visit the birthplace of Route 66

Days 6 – 7: Tulsa & Oklahoma City, Oklahoma

• Visit vintage diners, classic petrol stations, and cowboy culture hotspots

Day 8: Amarillo, Texas

• Snap photos at the Cadillac Ranch
• Explore old Western charm and Route 66 nostalgia

Days 9 – 10: Albuquerque & Santa Fe, New Mexico

• Drive through the stunning landscapes of New Mexico
• Visit Santa Fe’s historic Plaza & Route 66 attractions

Day 11: Holbrook, Arizona

• See ancient Native American lands and the Petrified Forest

Day 12: Flagstaff & Grand Canyon, Arizona

• Visit one of the Seven Natural Wonders of the World

Days 13 – 14: Las Vegas, Nevada

• Experience the lights, shows, and casinos of the Strip

Days 15 – 16: Santa Monica & Los Angeles, California

• Finish Route 66 at Santa Monica Pier
• Relax on the beach or explore Hollywood before flying home

COMPETITION INFO

• Name: Route 66 for 2

• Cost: £5.00 for 1 Entry, £10 for 3 Entries (£3.33 each), £20 for 7 Entries (£2.85 each)

• Instant Draw Available: This prize can be drawn either when all tickets sell out, or once a minimum threshold has been reached. The draw does not require a full sell-out to take place.

• See prize details in the description above. Question must be answered correctly when you enter. See terms for postal entry method. Maximum tickets per person varies per prize.