5 Star Hotel Deals in Historic Route 66

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Top Historic Route 66 5 Star hotels

Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

5 out of 5
401 N Wabash Ave, Chicago, IL
Free Cancellation
Reserve now, pay when you stay
$469 nightly
The price is $550 total per night
$550 total
Jul 27 - Jul 28
Total includes taxes and fees
A full-service spa, an indoor pool, and a restaurant are all featured at this luxury hotel. Families will appreciate the onsite laundry facilities, kid-friendly dining, and in-room childcare. Enjoy the gym and perks like free WiFi.
Pool
Spa
The Peninsula Chicago

The Peninsula Chicago

5 out of 5
108 East Superior Street, Chicago, IL
Free Cancellation
Reserve now, pay when you stay
$625 nightly
The price is $734 total per night
$734 total
Aug 10 - Aug 11
Total includes taxes and fees
A full-service spa, 2 restaurants, and an indoor pool are all featured at this luxury hotel. Families will appreciate the onsite laundry facilities and babysitting. Enjoy the gym and perks like free WiFi.
Pool
Spa
The Langham, Chicago

The Langham, Chicago

5 out of 5
330 North Wabash Avenue, Chicago, IL
Free Cancellation
Reserve now, pay when you stay
$522 nightly
The price is $613 total per night
$613 total
Aug 10 - Aug 11
Total includes taxes and fees
A full-service spa, an indoor pool, and a restaurant are all featured at this luxury hotel. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and valet parking. You'll appreciate the gym, bar/lounge, and laundry facilities.
Pool
Hot Tub
Four Seasons Hotel Chicago

Four Seasons Hotel Chicago

5 out of 5
120 East Delaware Place, Chicago, IL
Free Cancellation
Reserve now, pay when you stay
$540 nightly
The price is $634 total per night
$634 total
Aug 10 - Aug 11
Total includes taxes and fees
A full-service spa, an indoor pool, and a restaurant are all featured at this smoke-free hotel. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and valet parking. You'll appreciate the 24-hour gym, bar/lounge, and laundry facilities.
Pool
Spa
Nobu Hotel Chicago

Nobu Hotel Chicago

5 out of 5
155 N. Peoria Street, Chicago, IL
Free Cancellation
Reserve now, pay when you stay
$391 nightly
The price is $459 total per night
$459 total
Jul 27 - Jul 28
Total includes taxes and fees
This luxury hotel includes 2 restaurants, an indoor pool, and a gym. Enjoy the steam room and perks like free WiFi. There's a bar/lounge on site, and a 24-hour front desk and concierge services are also provided.
Pool
Pet friendly
Waldorf Astoria Chicago

Waldorf Astoria Chicago

5 out of 5
11 E. Walton Street, Chicago, IL
Free Cancellation
Reserve now, pay when you stay
$540 nightly
The price is $634 total per night
$634 total
Aug 17 - Aug 18
Total includes taxes and fees
A full-service spa, a gym, and a restaurant are all featured at this smoke-free hotel. Traveling on business? Take advantage of the business center, free WiFi in public areas, and valet parking. Enjoy the indoor pool and perks like a free area shuttle.
Pool
Spa
La Posada de Santa Fe, A Tribute Portfolio Resort & Spa

La Posada de Santa Fe, A Tribute Portfolio Resort & Spa

5 out of 5
330 E Palace Ave, Santa Fe, NM
Free Cancellation
Reserve now, pay when you stay
$280 nightly
The price is $323 total per night
$323 total
Aug 3 - Aug 4
Total includes taxes and fees
A full-service spa, 2 restaurants, and an outdoor pool are all featured at this smoke-free hotel. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and free valet parking. Make the most of the 24-hour gym and hot tub, and relax with drinks at one of the 2 bars/lounges.
Pool
Hot Tub
Four Seasons Hotel St Louis

Four Seasons Hotel St Louis

5 out of 5
999 North Second Street, St. Louis, MO
Free Cancellation
Reserve now, pay when you stay
$495 nightly
The price is $579 total per night
$579 total
Jul 20 - Jul 21
Total includes taxes and fees
A full-service spa, an outdoor pool, and a restaurant are all featured at this luxury hotel. Families will appreciate kid-friendly dining and in-room childcare. Traveling on business? Take advantage of the 24-hour business center, express check-out, and valet parking.
Pool
Hot Tub
Park Hyatt Chicago

Park Hyatt Chicago

5 out of 5
800 N Michigan Ave, Chicago, IL
Free Cancellation
Reserve now, pay when you stay
$545 nightly
The price is $639 total per night
$639 total
Aug 3 - Aug 4
Total includes taxes and fees
A full-service spa, a 24-hour gym, and a restaurant are all featured at this luxury hotel. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and valet parking. You'll appreciate the indoor pool, bar/lounge, and laundry facilities.
Pool
Hot Tub
The Ritz-Carlton, Chicago

The Ritz-Carlton, Chicago

5 out of 5
160 E Pearson Street, Chicago, IL
Free Cancellation
Reserve now, pay when you stay
$476 nightly
The price is $559 total per night
$559 total
Aug 17 - Aug 18
Total includes taxes and fees
A full-service spa, an indoor pool, and a restaurant are all featured at this smoke-free hotel. Traveling on business? Take advantage of the business center, express check-in, and valet parking. You'll appreciate the gym, bar/lounge, and coffee shop.
Pool
Spa
The St. Regis Chicago

The St. Regis Chicago

5 out of 5
401 East Upper Wacker Drive, Chicago, IL
Free Cancellation
Reserve now, pay when you stay
$599 nightly
The price is $703 total per night
$703 total
Aug 10 - Aug 11
Total includes taxes and fees
A full-service spa, 2 restaurants, and an indoor pool are all featured at this luxury hotel. Traveling on business? Take advantage of the free WiFi in public areas, laundry service, and valet parking. You'll appreciate the 24-hour gym, bar/lounge, and coffee shop.
Pool
Spa
Rosewood Inn of the Anasazi

Rosewood Inn of the Anasazi

5 out of 5
113 Washington Avenue, Santa Fe, NM
Free Cancellation
Reserve now, pay when you stay
$495 nightly
The price is $571 total per night
$571 total
Aug 11 - Aug 12
Total includes taxes and fees
This hotel features a restaurant, a gym, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and airport shuttle. Valet parking, a coffee shop, and a garden are also offered.
Spa
Pet friendly
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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.

Historic Route 66 Resorts & 5 Star Hotels

Looking for your own little slice of heaven during your next trip? Check out all the best 5-star hotels in Historic Route 66 to make sure your trip is as extravagantly comfortable as you expect.

Whether you plan on staying in your room the whole time or getting out and enjoying the city, you’ll be living the life while staying at your luxury accommodation. With so many amenities at your beck and call, you might try to turn your stay into a staycation!

Many of the 5-star hotels have award-winning restaurants you can dine at, as well as plush bedding and a concierge service to take care of your every need. Most also offer pools and modern fitness centers, not to mention high-speed Wi-Fi.

For your next trip, book a hotel that can be your own little hideaway, whether you’re in town for business or leisure. Historic Route 66 5-star hotels provide you with all the comforts and amenities you expect from a sophisticated hotel, with a staff that’s happy to ensure you have everything you need to feel at home.

Whether you’re a first-time guest, or you’ve stayed in 5-star hotels in Historic Route 66 before, you’ll have no shortage of options to choose from on your next trip when you book with Travelocity. Browse our vast selection and find great deals on luxury lodging.

Recent Historic Route 66 hotel reviews by fellow wanderers

The Whitehall Hotel, BW Premier Collection

The Whitehall Hotel, BW Premier Collection

5 out of 5
Posted 23 hours ago
Travelocity Verified Review
"Nice place! Very helpful and friendly front desk staff! Two thumbs up for them! Clean hotel, no noise, close to some attractions and some good restaurants. They don’t replace towels or clean the rooms every day. That was disappointing and they need to improve the breakfast options."
A verified traveler stayed at The Whitehall Hotel, BW Premier Collection
The Whitehall Hotel, BW Premier Collection

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