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4 Star Hotels in Historic Route 66

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Featured 4 Star Historic Route 66 Hotels

Pendry Chicago
4.5 out of 5
Fully refundableReserve now, pay when you stay
  • 1 hour drive from Route 66 Raceway
The price is $235 per night from Feb 2 to Feb 3
$235
includes taxes & fees
Feb 2 - Feb 3
Stay at this 4.5-star luxury hotel in Chicago. Enjoy free WiFi, a rooftop terrace, and breakfast (surcharge). Our guests praise the bar and the helpful staff ...
Pendry Chicago
L7 Chicago by LOTTE
4.5 out of 5
Fully refundableReserve now, pay when you stay
  • 1 hour drive from Route 66 Raceway
The price is $163 per night from Jan 20 to Jan 21
$163
includes taxes & fees
Jan 20 - Jan 21
Book a stay at this boutique hotel in Chicago. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the helpful staff and ...
L7 Chicago by LOTTE
Hilton Chicago O'Hare Airport
4 out of 5
Fully refundableReserve now, pay when you stay
  • 1 hour drive from Route 66 Raceway
The price is $281 per night from Jan 24 to Jan 25
$281
includes taxes & fees
Jan 24 - Jan 25
Stay at this 4-star business-friendly hotel in Chicago. Enjoy 2 restaurants, breakfast (surcharge), and a free airport shuttle. Our guests praise the helpful ...
Hilton Chicago O'Hare Airport
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Hyatt Regency Chicago
4 out of 5
Fully refundableReserve now, pay when you stay
  • 1 hour drive from Route 66 Raceway
The price is $198 per night from Jan 31 to Feb 1
$198
includes taxes & fees
Jan 31 - Feb 1
Book a stay at this eco-certified hotel in Chicago. Enjoy free WiFi, 4 restaurants, and 2 bars/lounges. Our guests praise the bar and the helpful staff in our ...
Hyatt Regency Chicago
Hilton Chicago
4 out of 5
Fully refundableReserve now, pay when you stay
  • 1 hour drive from Route 66 Raceway
The price is $173 per night from Jan 24 to Jan 25
$173
includes taxes & fees
Jan 24 - Jan 25
Stay at this 4-star historic hotel in Chicago. Enjoy 2 restaurants, breakfast (surcharge), and a health club. Our guests praise the helpful staff and the clean ...
Hilton Chicago
Eurostars Magnificent Mile
4 out of 5
Fully refundableReserve now, pay when you stay
  • 1 hour drive from Route 66 Raceway
The price is $110 per night from Feb 16 to Feb 17
$110
includes taxes & fees
Feb 16 - Feb 17
Stay at this 4-star spa hotel in Chicago. Enjoy free WiFi, a full-service spa, and a fitness center. Our guests praise the helpful staff and the clean rooms ...
Eurostars Magnificent Mile
Hyatt Regency St. Louis at The Arch
4 out of 5
Fully refundableReserve now, pay when you stay
  • 7 hours drive from Route 66 Raceway
The price is $129 per night from Jan 22 to Jan 23
$129
includes taxes & fees
Jan 22 - Jan 23
Stay at this 4-star business-friendly hotel in St. Louis. Enjoy free WiFi, 3 restaurants, and 2 bars/lounges. Our guests praise the helpful staff and the clean ...
Hyatt Regency St. Louis at The Arch
citizenM Chicago Downtown
4 out of 5
Fully refundableReserve now, pay when you stay
  • 1 hour drive from Route 66 Raceway
The price is $116 per night from Feb 5 to Feb 6
$116
includes taxes & fees
Feb 5 - Feb 6
Stay at this 4-star business-friendly hotel in Chicago. Enjoy free WiFi, breakfast (surcharge), and a fitness center. Our guests praise the breakfast and the ...
citizenM Chicago Downtown
Warwick Allerton - Chicago
4 out of 5
Fully refundableReserve now, pay when you stay
  • 1 hour drive from Route 66 Raceway
The price is $113 per night from Feb 1 to Feb 2
$113
includes taxes & fees
Feb 1 - Feb 2
Stay at this 4-star family-friendly hotel in Chicago. Enjoy a 24-hour fitness center, valet parking (surcharge), and in-room massages. Our guests praise the ...
Warwick Allerton - Chicago
Fairmont Chicago at Millennium Park
4.5 out of 5
Fully refundableReserve now, pay when you stay
  • 1 hour drive from Route 66 Raceway
The price is $229 per night from Jan 19 to Jan 20
$229
includes taxes & fees
Jan 19 - Jan 20
Book a stay at this spa hotel in Chicago. Enjoy a full-service spa, 2 bars/lounges, and breakfast (surcharge). Our guests praise the helpful staff and the clean ...
Fairmont Chicago at Millennium Park
InterContinental Chicago Magnificent Mile, an IHG Hotel
4.5 out of 5
Fully refundable
  • 1 hour drive from Route 66 Raceway
The price is $210 per night from Jan 20 to Jan 21
$210
includes taxes & fees
Jan 20 - Jan 21
Stay at this 4.5-star luxury hotel in Chicago. Enjoy free WiFi, 2 restaurants, and breakfast (surcharge). Our guests praise the pool and the helpful staff in ...
InterContinental Chicago Magnificent Mile, an IHG Hotel
Loews Chicago O'Hare Hotel
4.5 out of 5
Fully refundableReserve now, pay when you stay
  • 1 hour drive from Route 66 Raceway
The price is $158 per night from Jan 24 to Jan 25
$158
includes taxes & fees
Jan 24 - Jan 25
Stay at this 4.5-star luxury hotel in Rosemont. Enjoy free WiFi, breakfast (surcharge), and a free airport shuttle. Our guests praise the restaurant and the ...
Loews Chicago O'Hare Hotel
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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.

4-star hotels in Historic Route 66

When you want to live it up, but not bust your bank account, then there’s nothing better than a 4-star hotel in Historic Route 66 for your next trip. You’ll get all the amenities you can think of (and then some) at a rate within your means.

No fault in our stars

So what’s with the star rating anyway? Good question. The star rating has little to do with the price, and more to do with the amenities. 4-Star hotels in Historic Route 66 as well as everywhere else, usually have all those thoughtful touches that make you go “Ooh,” “Ahh,” and ”YES!” Think amenities like luxury bedding, high-end electronics, concierge service, and restaurants that make eating in a gourmet experience.

Stars that shine

You know there are as many underground spots, inviting lounges, memory-making music venues as there are stars in the sky. But you’ll need the funds to check them all off. That’s why we give you the chance to take us up on the Hotwire Hot Rate. You can snag Historic Route 66 4-star hotels and still have plenty of leftover cash to paint the town whatever color you want. Filter hotels by:

  • Hotwire Hot Rate: We’ll snag you a crazy deal on a room by finding your hotel name after you book.
  • Price: You know that paying full price is for suckers? You can get a cheap 4-star hotel in Historic Route 66 starting at $110 per night.
  • Amenities: What makes you flip for your trip? Full-service spa? Heated pool? 24-hour room service? Get a hotel that’ll send you over the moon.

Do you deserve a swanky hotel with a ton of amenities? Yes, yes you do. And you also deserve a sweet deal on it. Book with Hotwire today and get that star-studded Historic Route 66 4-star hotel and have plenty of cash left over to spend at that secret super star joint in the city.