Experience a Once-in-a-Century Luxury Journey Along Route 66 — Grand Suites, Curated Tours, Culinary Experiences, Vintage Cars, and More, Each Valued at $30,000

In celebration of 100 years of America’s most legendary highway, U.S. Route 66, which stretches from the Navy Pier in Chicago to Santa Monica Pier in California, three distinguished Fairmont properties—a world-leading luxury brand with a portfolio of 90+ iconic landmark hotels, including Fairmont Chicago, Millennium Park, Fairmont Scottsdale Princess, and Fairmont Miramar Hotel & Bungalows, proudly introduce an extraordinary, collaborative, limited-edition Route 66 package designed to exceed the dreams of luxury travelers.

To honor this iconic highway, which has served not only as a key interstate but also as one of America’s most popular road trip routes, the three participating Fairmont properties are going big. From Chicago to California, this once-in-a-century offering invites travelers to experience the spirit of the open road through immersive luxury, cultural discovery, and unforgettable moments curated by each destination. While designed as a collective tribute, each property offers a unique, standalone experience, allowing guests the flexibility to book their preferred destinations individually.

Chicago’s Ultimate Route 66 Centennial Experience:

Fairmont Chicago, Millennium Park offers a unique way to experience the vibrant city, making it the perfect first stop for travelers honoring Route 66, located just minutes from the starting point at Navy Pier, before continuing west along the Mother Road.

The four-night experience includes a stay in one of the hotel’s Grand Suites with sweeping views of Millennium Park, Maggie Daley Park, Grant Park, the skyline, and Lake Michigan. Guests also enjoy exclusive access to the Fairmont Gold Lounge, featuring daily breakfast, evening refreshments, and a full honor bar.

The exclusive experience includes:

• 4-night stay in one of the hotel’s luxurious grand suites with exclusive Fairmont Gold Lounge access
• Private Architectural Yacht Tour along the Chicago River with an expert guide.
• Private Curator-Led Tour of the Art Institute of Chicago.
• Chauffeured Vintage Car Experience exploring the “First One Hundred Miles” from Navy Pier to Joliet.
• The 1914 Club Experience at Wrigley Field with two exclusive tickets to a Chicago Cubs game and transportation included.
• Private Route 66 Tasting Experience at Toro Chicago by Chef Richard Sandoval

Fairmont Scottsdale Princess

Arizona’s largest and longest running AAA Five Diamond resort is celebrating Route 66’s anniversary with a highly curated luxury package that includes accommodations in the ultra-luxury Privado Villas, curated meals and cultural experiences available only in Arizona. Five nights will be split between Scottsdale and Sedona, AZ, with every detail thought of, including luxury car rental, spa treatments, meals and activities.

The exclusive experience includes:

• A 3 night stay in the Privado Villas, which recently earned their own 5 Diamond designation
• Two night’s luxury accommodations in Sedona, AZ
• Guided tour of the Grand Canyon’s South Rim
• Luxury rental car
• Signature Scottsdale experiences each day – hot air balloon, Pink Jeep tour, horseback riding
• 2 Sisley Paris spa treatments per day, including the Twilight Tranquility experience
• Curated meals in La Hacienda, Michael Mina’s Bourbon Steak and Toro Scottsdale by Chef Richard Sandoval
• Airport transfers to and from Sky Harbor or Scottsdale Municipal

Santa Monica: The Grand Finale at the Pacific

Set on five expansive oceanfront acres where the road meets the Pacific Ocean in Santa Monica, Fairmont Miramar Hotel & Bungalows offers a spectacular coastal finale to the legendary Route 66 journey. Blending classic Southern California glamour with relaxed seaside living, this two-night experience features a stay in an exclusive one-of-a-kind, three-bedroom Bungalow, offering elevated privacy and residential-style luxury just moments from the coastline. Guests may enjoy the hotel’s signature amenities, including beach cruisers, The Miramar Pool, an indoor-outdoor fitness center, and exceptional on-site dining at FIG Santa Monica, Soko Sushi, the Lobby Lounge, and Dogtown Coffee, complemented by thoughtfully curated finale experiences designed to celebrate the final miles of the journey.

This exclusive experience includes:

• Two-night stay in luxury Bungalow One accommodations, offering privacy and elevated coastal elegance.
• Final Miles by Air — a private helicopter flight over Los Angeles, delivering sweeping aerial views of the city and coastline as guests celebrate the final stretch of Route 66.
• Private Soko Dinner on a Luxury Yacht with Chef Masa Shimakawa of Soko — an intimate, ocean-bound culinary experience blending precision, artistry, and refined Japanese flavors.
• Private Chauffeur Vintage Car Experience or a Private Guided L.A. Landmarks Tour, allowing guests to explore the iconic cultural sites of Los Angeles in timeless style.

This final chapter captures the glamour, freedom, and celebratory spirit of Route 66’s westward conclusion — where the open road meets the Pacific.

Guests may reserve individual property packages or inquire about a fully customized three-city journey connecting Chicago, Scottsdale, and Santa Monica for the ultimate centennial celebration.

From skyline to desert to sea, Fairmont’s Route 66 Centennial Package reimagines the great American road trip through a lens of rare access, cultural immersion, and elevated luxury.

To learn more about this once-in-a-century celebration, visit fairmont.com/chicago,  scottsdaleprincess.com, and www.fairmont.com/santamonica