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5 Star Hotels in Historic Route 66

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Featured 5 Star Historic Route 66 Hotels

Four Seasons Hotel Chicago
5 out of 5
Fully refundableReserve now, pay when you stay
  • 1 hour drive from Route 66 Raceway
The price is $464 per night from Feb 1 to Feb 2
$464
includes taxes & fees
Feb 1 - Feb 2
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 $374 per night from Jan 27 to Jan 28
$374
includes taxes & fees
Jan 27 - Jan 28
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
The Langham, Chicago
5 out of 5
Fully refundableReserve now, pay when you stay
  • 1 hour drive from Route 66 Raceway
The price is $411 per night from Feb 2 to Feb 3
$411
includes taxes & fees
Feb 2 - Feb 3
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
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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 $470 per night from Jan 26 to Jan 27
$470
includes taxes & fees
Jan 26 - Jan 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 $558 per night from Jan 19 to Jan 20
$558
includes taxes & fees
Jan 19 - Jan 20
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
Park Hyatt Chicago
5 out of 5
Fully refundableReserve now, pay when you stay
  • 1 hour drive from Route 66 Raceway
The price is $424 per night from Jan 23 to Jan 24
$424
includes taxes & fees
Jan 23 - Jan 24
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 $382 per night from Feb 2 to Feb 3
$382
includes taxes & fees
Feb 2 - Feb 3
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
Four Seasons Hotel St Louis
5 out of 5
Fully refundableReserve now, pay when you stay
  • 7 hours drive from Route 66 Raceway
The price is $438 per night from Jan 31 to Feb 1
$438
includes taxes & fees
Jan 31 - Feb 1
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 $374 per night from Jan 26 to Jan 27
$374
includes taxes & fees
Jan 26 - Jan 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
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 $471 per night from Feb 3 to Feb 4
$471
includes taxes & fees
Feb 3 - Feb 4
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
The Ritz-Carlton, St. Louis
5 out of 5
Fully refundableReserve now, pay when you stay
  • 7 hours drive from Route 66 Raceway
The price is $616 per night from Feb 1 to Feb 2
$616
includes taxes & fees
Feb 1 - Feb 2
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
Bishop's Lodge Auberge Resorts Collection
5 out of 5
Fully refundableReserve now, pay when you stay
  • 32 hours drive from Route 66 Raceway
The price is $844 per night from Jan 19 to Jan 20
$844
includes taxes & fees
Jan 19 - Jan 20
Stay at this 5-star luxury resort in Santa Fe. Enjoy free WiFi, free valet parking, and a full-service spa. Popular attractions Santa Fe Plaza and Shidoni Foundry ...
Bishop's Lodge Auberge Resorts Collection
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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 $374.

  • 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.