The ultimate American road trip
14 nights from £2,690 per person based on 2 sharing
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Start your adventure in the Windy City, where deep-dish pizza and live blues set the tone for the journey ahead. Take in skyline views from the 360 Chicago Observation Deck, then stroll the Magnificent Mile or stop by Millennium Park for a photo under Cloud Gate (the famous Bean). Chicago blends bold food, legendary music, and genuine midwestern energy; it’s the perfect launchpad before you hit the open highway west.
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Further along the road, Santa Fe offers a complete change of pace. The drive in is worth slowing down for with red rock landscapes, desert skies, and an atmosphere that feels a world away from the bustle of the Midwest. The city blends rich history with creativity, from art galleries and local markets to family-run spots serving green chilli enchiladas and smoky barbecue.
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Reaching California feels like a reward in itself. After passing through the desert towns and classic roadside stops, the Pacific appears on the horizon, and suddenly you’re rolling into Santa Monica, the endpoint of Route 66. There’s time to explore Rodeo Drive and Beverly Hills on a private walking tour, enjoy some of the best shopping and dining in LA, and finish with a stroll along the Santa Monica Pier.
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Along the way, your stays are just as memorable as the miles. From the relaxed La Quinta Inn & Suites in Springfield, Illinois, to the stylish Pennywell St. Louis Downtown, the retro charm of The Big Texan Motel in Amarillo, and the warm welcome at the DoubleTree by Hilton Santa Fe, each stop reflects the local character of the region.
Chicago | Springfield | St. Louis | Springfield | Tulsa | Oklahoma City | Amarillo | Santa Fe | Gallup | Winslow | Needles | Santa Monica
What’s included:
• 14 nights on the Route 66 tour
• 2 nights at Hotel Felix River North, Chicago; room-only basis
• 2 nights at Hotel Felix River North, Chicago; room-only basis
• 1 night at La Quinta Inn & Suites by Wyndham, Springfield; room-only basis
• 1 night at The Pennywell St. Louis Downtown, a Hilton Hotel, St. Louis; room-only basis
• 1 night at Best Western Route 66 Rail Haven, Springfield; room-only basis
• 1 night at Microtel Inn & Suites by Wyndham, Tulsa; room-only basis
• 1 night at Sheraton Oklahoma City Downtown Hotel, Oklahoma City; room-only basis
• 1 night at The Big Texan Motel, Amarillo; room-only basis
• 1 night at DoubleTree by Hilton Hotel, Santa Fe; room-only basis
• 1 night at Historic El Rancho, Gallup; room-only basis
• 1 night at Best Western Plus Winslow Inn, Winslow; room-only basis
• 1 night at Rio Del Sol Inn, Needles; room-only basis
• 2 nights at Viceroy, Santa Monica; room-only basis
• Car hire included for 12 days, collected from Chicago Midway Airport
• Tickets to 360 Chicago Observation Deck included
• Private Beverly Hills and Rodeo Drive Walking Tour included
• Flights from London Heathrow on 22/02/2026; with private transfers
Terms and Conditions
Subject to availability. Please give me a call for further details. Price based on two adults sharing. Prices correct at time of posting. Offers are subject to change. I can advise on travel insurance at the time of booking.
14 nights from £2,690 per person based on 2 sharing
The Small Print
These offers are brought to you by Travel Counsellors Ltd and all are ATOL protected by the Civil Aviation Authority. Where we have created the package ourselves, the holiday offer will be covered under our own ATOL. Our ATOL number is 6751. Where the offer has been sourced through another tour operator, it will be protected under that tour operator's ATOL. Full details on the individual ATOL protection that applies to each holiday offer will be given at time of booking. Prices and information contained in this page are correct at the time of distribution, are subject to availability and can be withdrawn or amended at any time without notice to you. Prices shown may be subject to departure tax, ticket on departure or a passenger APC charge. Please ask your Travel Counsellor at the time of booking.
