Five Star Hotels in Historic Route 66

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Our top choices for Historic Route 66 5-star hotels

Four Seasons Hotel Chicago

Four Seasons Hotel Chicago
5.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (999)
"Excellent customer service and we loved the room and accommodations."
United States
Sean
The price is S$633
includes taxes & fees
11 Jan - 12 Jan, 2026
Four Seasons Hotel Chicago

The Langham, Chicago

The Langham, Chicago
5.0 star property
Downtown Chicago
9.8 out of 10, Exceptional, (1004)
"Amazing stay. Definitely our favorite hotel in Chicago! The staff was so kind and our room was absolutely spotless. 20/10 as our daughter would say!"
United States
Amela
The price is S$643
includes taxes & fees
25 Jan - 26 Jan, 2026
The Langham, Chicago

The Peninsula Chicago

The Peninsula Chicago
5.0 star property
Downtown Chicago
9.8 out of 10, Exceptional, (1017)
"Our stay "
United States
Tashauannea
The price is S$716
includes taxes & fees
4 Jan - 5 Jan, 2026
The Peninsula Chicago

Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago
5.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (1808)
"Amazing hotel, location, staff, and food!!"
United States
Wendy
The price is S$449
includes taxes & fees
4 Jan - 5 Jan, 2026
Trump International Hotel & Tower Chicago

Waldorf Astoria Chicago

Waldorf Astoria Chicago
5.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (1000)
"Super comfortable bed, and the deep bathtub alone is worth the stay! "
United States
Jacqueline
The price is S$597
includes taxes & fees
11 Jan - 12 Jan, 2026
Waldorf Astoria Chicago

Park Hyatt Chicago

Park Hyatt Chicago
5.0 star property
Downtown Chicago
9.6 out of 10, Exceptional, (1000)
"beautiful room and hotel great bar!"
United States
ravi
The price is S$583
includes taxes & fees
5 Jan - 6 Jan, 2026
Park Hyatt Chicago

Nobu Hotel Chicago

Nobu Hotel Chicago
5.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (769)
"Staff was amazing, room was spotless and the whole vibe of the hotel is relaxing. Celebrated our anniversary and it was intimate and perfect. "
United States
Filjelaine
The price is S$448
includes taxes & fees
4 Jan - 5 Jan, 2026
Nobu Hotel Chicago

Four Seasons Hotel St Louis

Four Seasons Hotel St Louis
5.0 star property
Downtown St. Louis
9.4 out of 10, Exceptional, (1000)
"Everything exceeded my expectations from the welcoming staff to the luxuriously appointed room, to the 4 feet deep bathtub in which to soak my cares away--it was a total dream come true. I would come back in a heartbeat at this home away from home. "
United States
Lynne
The price is S$623
includes taxes & fees
2 Jan - 3 Jan, 2026
Four Seasons Hotel St Louis

The Ritz-Carlton, Chicago

The Ritz-Carlton, Chicago
5.0 star property
Downtown Chicago
9.2 out of 10, Wonderful, (1002)
"great location"
United States
Curtis
The price is S$559
includes taxes & fees
3 Jan - 4 Jan, 2026
The Ritz-Carlton, Chicago

The St. Regis Chicago

The St. Regis Chicago
5.0 star property
Downtown Chicago
9.2 out of 10, Wonderful, (86)
"Nice place "
United States
John
The price is S$727
includes taxes & fees
13 Jan - 14 Jan, 2026
The St. Regis Chicago

The Ritz-Carlton, St. Louis

The Ritz-Carlton, St. Louis
5.0 star property
Clayton
9.2 out of 10, Wonderful, (554)
"The stay was ok even though nothing was explained to be. The hours of restaurant, where the gym is located about the bar in the room nothing. "
United States
Shemelle
The price is S$748
includes taxes & fees
1 Jan - 2 Jan, 2026
The Ritz-Carlton, St. Louis

Rosewood Inn of the Anasazi

Rosewood Inn of the Anasazi
5.0 star property
Downtown Santa Fe
9.4 out of 10, Exceptional, (867)
"Wonderful staff and very clean accommodations "
United States
Virginia
The price is S$780
includes taxes & fees
5 Jan - 6 Jan, 2026
Rosewood Inn of the Anasazi

Bishop's Lodge, Auberge Collection

Bishop's Lodge, Auberge Collection
5.0 star property
Tesuque
9.4 out of 10, Exceptional, (94)
"Great location, Resort, amenities, excellent service and great restaurant chef!!!!!"
United States
James R
Bishop's Lodge, Auberge Collection

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

La Posada de Santa Fe, A Tribute Portfolio Resort & Spa by Marriott
5.0 star property
Historic Eastside
8.2 out of 10, Very good, (1003)
"The staff was super friendly and helpful and we really enjoyed the fireplace in the cold evenings!"
United States
Jeffrey Keith
The price is S$276
includes taxes & fees
4 Jan - 5 Jan, 2026
La Posada de Santa Fe, A Tribute Portfolio Resort & Spa by Marriott

Four Seasons Resort Rancho Encantado Santa Fe

Four Seasons Resort Rancho Encantado Santa Fe
5.0 star property
Santa Fe
9.4 out of 10, Exceptional, (265)
"Food options were good, but limited. The scenery was breathtaking as well as the nearby Santa Fe and the tours we took to the Indian reservation and Los Alamos"
United States
ILAN
The price is S$841
includes taxes & fees
18 Jan - 19 Jan, 2026
Four Seasons Resort Rancho Encantado Santa Fe

The Inn of The Five Graces

The Inn of The Five Graces
5.0 star property
Downtown Santa Fe
10.0 out of 10, Exceptional, (13)
"Everything was perfect! Staff were very helpful and courteous and room and grounds were beautiful!"
United States
Javier
The Inn of The Five Graces

Art Villa

Art Villa
5.0 star property
West Town
10.0 out of 10, Exceptional, (2)
Art Villa
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Learn more about Historic Route 66

Venture to sights like National Route 66 Museum and Skelly Field at H.A. Chapman Stadium as you discover Historic Route 66.

North Central Arizona which includes signage

Top Historic Route 66 Hotel Reviews

Find out more about Historic Route 66

Stay in Luxury: 5 Star Hotels in Historic Route 66

There's nothing wrong with enjoying the finer things in life. Indulge your every desire on your upcoming leisure time. Treat yourself with a stay in a 5-star hotel during your Historic Route 66 trip. You'll join the multitudes of holidaymakers who have made Historic Route 66 so fashionable recently. You can also expect excellent customer service from these hotels, so get ready to kick back and indulge. Don't wait any longer. Reserve one of our 5-star hotels in Historic Route 66 and indulge in the finer things in life for a while.

5-Star Hotels in Historic Route 66

You'll have a wonderful time at one of these 5-star hotels. Exceptional customer care, luxurious bedding, and deeply relaxing spa offerings are waiting for you. You're sure to find exactly the accommodation you need. You can also expect excellent customer service from these hotels, so get ready for a wonderful adventure. What kind of amenities will make your stay a wonderful one? 24-hour room service, so you can order that berry tart in the wee hours of the morning? A body scrub that will leave you feeling refreshed and alive? Butler services? Whatever it is your heart desires, you're bound to find it here. Don't want to take our word for it? Explore our listings and pick the perfect accommodation for your needs. 

But you aren't going to spend your entire holiday in your room, of course. You're in luck. From doing a bit of shopping to embracing the great outdoors, you'll never be bored on this retreat. No matter what's on your agenda, the 5-star hotels in Historic Route 66 are waiting for you to relax after an exciting day.

Make Your Escape

The results are in, and Historic Route 66 5-star hotels are the place to be when you book your next holiday. If you've been dreaming about a holiday set here, then go ahead and book it. It's time to plan your next great escape -- this is a great time to find 5-star hotel deals in Historic Route 66! Choose one of our Historic Route 66 5-star hotels today and soothe yourself in luxe surroundings at your convenience.


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Frequently asked questions

How much does it cost to stay in a 5-star hotel in Historic Route 66?
There are a range of pricing options for a 5-star hotel in Historic Route 66 on Expedia. The amount you pay will depend on when you travel, length of stay and other factors. Compare all of the available accommodation for your desired dates and make use of our pricing and other filters to lock in the ideal luxury stay.

  • Search for the lowest price per night from S$142

What makes a hotel 5 stars in Historic Route 66?
In Historic Route 66, a hotel is required to offer a specific number of high-end amenities to earn a 5-star rating. These can include on-site gyms, spas and saunas, gourmet restaurants, luxury bathroom products, premium bedding and more. What also sets 5-star hotels apart is their outstanding standard of service. You can look forward to things like in-room massages, nightly turn-down services and concierge services. Some may even offer additional touches like welcome gifts.
Are there any 5-star all-inclusive resorts in Historic Route 66?
Use our handy filters to find an upscale retreat in Historic Route 66 where everything you need is included in the price. After your initial search, refine your results for resorts that have a rating of 5 stars and are categorized as "All inclusive." The most important thing to look forward to at these stays? Pure indulgence and relaxation.

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