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5 Star Hotels in Historic Route 66

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Tonight Apr 26 - Apr 27Next weekend May 2 - May 4

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Featured 5 Star Historic Route 66 Hotels

The Langham, Chicago
5 out of 5
Fully refundableReserve now, pay when you stay
  • 1 hour drive from Route 66 Raceway
The price is $567 per night from May 26 to May 27
$567
includes taxes & fees
May 26 - May 27
Stay at this 5-star luxury hotel in Chicago. Enjoy free WiFi, a full-service spa, and breakfast (surcharge). Our guests praise the helpful staff and the clean ...
The Langham, Chicago
Four Seasons Hotel Chicago
5 out of 5
  • 1 hour drive from Route 66 Raceway
The price is $522 per night from May 26 to May 27
$522
includes taxes & fees
May 26 - May 27
Stay at this 5-star luxury hotel in Chicago. Enjoy free WiFi, a full-service spa, and breakfast (surcharge). Our guests praise the helpful staff and the property ...
Four Seasons Hotel Chicago
Trump International Hotel & Tower Chicago
5 out of 5
Fully refundableReserve now, pay when you stay
  • 1 hour drive from Route 66 Raceway
The price is $524 per night from May 11 to May 12
$524
includes taxes & fees
May 11 - May 12
Stay at this 5-star luxury hotel in Chicago. Enjoy free WiFi, a full-service spa, and breakfast (surcharge). Our guests praise the helpful staff and the clean ...
Trump International Hotel & Tower Chicago
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Waldorf Astoria Chicago
5 out of 5
Fully refundableReserve now, pay when you stay
  • 1 hour drive from Route 66 Raceway
The price is $545 per night from May 26 to May 27
$545
includes taxes & fees
May 26 - May 27
Stay at this 5-star luxury hotel in Chicago. Enjoy free WiFi, a full-service spa, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. ...
Waldorf Astoria Chicago
The Peninsula Chicago
5 out of 5
Fully refundableReserve now, pay when you stay
  • 1 hour drive from Route 66 Raceway
The price is $616 per night from Apr 27 to Apr 28
$616
includes taxes & fees
Apr 27 - Apr 28
Stay at this 5-star luxury hotel in Chicago. Enjoy free WiFi, a full-service spa, and 2 restaurants. Our guests praise the helpful staff and the property condition ...
The Peninsula Chicago
Rosewood Inn of the Anasazi
5 out of 5
Fully refundableReserve now, pay when you stay
  • 33 hours drive from Route 66 Raceway
The price is $695 per night from Apr 27 to Apr 28
$695
includes taxes & fees
Apr 27 - Apr 28
Stay at this 5-star luxury hotel in Santa Fe. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the helpful staff and the property ...
Rosewood Inn of the Anasazi
Park Hyatt Chicago
5 out of 5
Fully refundableReserve now, pay when you stay
  • 1 hour drive from Route 66 Raceway
The price is $642 per night from May 26 to May 27
$642
includes taxes & fees
May 26 - May 27
Stay at this 5-star luxury hotel in Chicago. Enjoy free WiFi, a full-service spa, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. ...
Park Hyatt Chicago
Nobu Hotel Chicago
5 out of 5
Fully refundableReserve now, pay when you stay
  • 1 hour drive from Route 66 Raceway
The price is $487 per night from Apr 27 to Apr 28
$487
includes taxes & fees
Apr 27 - Apr 28
Stay at this 5-star luxury hotel in Chicago. Enjoy free WiFi, 2 restaurants, and breakfast (surcharge). Our guests praise the helpful staff and the property ...
Nobu Hotel Chicago
The St. Regis Chicago
5 out of 5
Fully refundableReserve now, pay when you stay
  • 1 hour drive from Route 66 Raceway
The price is $682 per night from May 26 to May 27
$682
includes taxes & fees
May 26 - May 27
Stay at this 5-star luxury hotel in Chicago. Enjoy a full-service spa, 2 restaurants, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. ...
The St. Regis Chicago
Four Seasons Hotel St Louis
5 out of 5
Fully refundable
  • 7 hours drive from Route 66 Raceway
The price is $492 per night from Apr 29 to Apr 30
$492
includes taxes & fees
Apr 29 - Apr 30
Stay at this 5-star luxury hotel in St. Louis. Enjoy free WiFi, a full-service spa, and a rooftop terrace. Our guests praise the helpful staff in our reviews. ...
Four Seasons Hotel St Louis
The Ritz-Carlton, Chicago
5 out of 5
Fully refundableReserve now, pay when you stay
  • 1 hour drive from Route 66 Raceway
The price is $531 per night from May 26 to May 27
$531
includes taxes & fees
May 26 - May 27
Book a stay at this spa hotel in Chicago. Enjoy a full-service spa, breakfast (surcharge), and room service. Our guests praise the helpful staff in our reviews. ...
The Ritz-Carlton, Chicago
The Ritz-Carlton, St. Louis
5 out of 5
  • 7 hours drive from Route 66 Raceway
The price is $674 per night from Apr 27 to Apr 28
$674
includes taxes & fees
Apr 27 - Apr 28
Stay at this 5-star luxury hotel in St. Louis. Enjoy breakfast (surcharge), room service, and a fitness center. Our guests praise the helpful staff and the room ...
The Ritz-Carlton, St. Louis
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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

5-Star Hotel in Historic Route 66

It’s time. No more meh motels and so-so stays. This vacation it’s all about living it up, and that starts with a great hotel. You want first-class service and award-winning restaurants. Well, let us introduce you to a 5-star hotel in Historic Route 66.

So nice you’ll blink twice

What makes a hotel worthy of supreme star-age? For starters, the service has to be top-notch and personalized. These hotels often have 24-hour room service, a welcome gift upon your arrival, and help you with your bags—even if you travel light.

Are they nicer? Heck yeah, they are! Most 5-star hotels have jaw-dropping aesthetics that give an authentic feel of class. And we’re not talking about that faux-gold soap dish your Aunt Tilda puts out for the guests—it’s the real deal.

Stars in your eyes

Are 5-stars hotels worth it? If you like the finer things in life, then yes, they sure are. But we also know you’re the type that likes to get your caviar on a fish stick budget. We’re right there with you, and that is why we make it easy to find the best 5-star hotel in Historic Route 66 for you. Sort by:

  • Price: Want to live large, but keep that budget balanced? We got you. We have 5-star hotels starting at $487.

  • Amenities: Historic Route 66 skyline view? Maybe a heated indoor pool? Looking for a Michelin-star restaurant? Search for the hotels that have the amenities you desire.

  • Hotwire Hot Rate: We’ll tell you the name of the hotel after you book, and you might just save a ton.

When you’re looking for the top 5-star hotels in Historic Route 66—but don’t want to pay top dollar—let us help you out. You can get that posh palace of your dreams, and have money left to take on Historic Route 66 your way.