Compare and book 5 Star hotels in Historic Route 66, United States of America

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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, (1003)
"Amazing place! Our family of 6 had a fantastic time here for a night. "
United States
Brooke
The price is 11.059.020 ₫
12.982.183 ₫ total
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, (1003)
"Langham is always a superior stay"
United States
THADDEUS LAMONT
The price is 10.652.206 ₫
12.504.624 ₫ total
includes taxes & fees
11 Jan - 12 Jan 2026
The Langham, Chicago

The Peninsula Chicago

The Peninsula Chicago
5.0 star property
Downtown Chicago
9.8 out of 10, Exceptional, (1008)
"Rooms were cozy and comfortable!!!! The staff was very welcoming, we visited in the month of December the Christmas decor was 100% amazing "
United States
christie
The price is 11.621.465 ₫
13.642.439 ₫ total
includes taxes & fees
16 Jan - 17 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, (1784)
"Amazing hotel, location, staff, and food!!"
United States
Wendy
The price is 7.833.472 ₫
9.195.712 ₫ total
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, (1002)
"Absolutely fantastic hotel great service, you couldn’t ask for more."
United States
J Michael
The price is 10.005.780 ₫
11.745.786 ₫ total
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)
"Stay was amazing!!! The staff was so friendly, kind, and thoughtful! The rooms were soooo beyond perfect and lovely! And the food at the restaurant was amazing.. especially breakfast! You won’t regret staying here!!! "
United States
Larissa
The price is 9.735.887 ₫
11.428.958 ₫ total
includes taxes & fees
2 Jan - 3 Jan 2026
Park Hyatt Chicago

Nobu Hotel Chicago

Nobu Hotel Chicago
5.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (760)
"Great location, amenities and staff. "
United States
Nicholas
The price is 8.393.006 ₫
9.852.550 ₫ total
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, (1002)
"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 10.927.365 ₫
12.777.259 ₫ total
includes taxes & fees
1 Jan - 2 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, (1001)
"Festive, staff, food and bar all a perfect 10!"
United States
Angela
The price is 9.755.636 ₫
11.452.141 ₫ total
includes taxes & fees
2 Jan - 3 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, (85)
"Nice place "
United States
John
The price is 11.743.626 ₫
13.785.844 ₫ total
includes taxes & fees
1 Jan - 2 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, (553)
"Service is exceptional!!!"
United States
Jorge
The price is 13.139.169 ₫
15.338.334 ₫ total
includes taxes & fees
21 Dec - 22 Dec
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, (862)
"Wonderful staff and very clean accommodations "
United States
Virginia
The price is 12.638.880 ₫
15.982.919 ₫ total
includes taxes & fees
4 Jan - 5 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, (89)
"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 4.004.945 ₫
5.666.436 ₫ total
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 13.432.890 ₫
16.717.165 ₫ total
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, (11)
"My favorite place to stay in Santa Fe. "
United States
Jenn
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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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.

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

Frequently asked questions

How much does it cost to stay in a 5-star hotel in Historic Route 66?
The amount you pay for a 5-star hotel in Historic Route 66 can vary depending on the time of year you travel and how long you plan to stay, among other factors. Take advantage of our price per night filter and other search tools to score the best rate on a luxurious stay.

  • Search for the lowest price per night from 3.041.539 ₫

What makes a hotel 5 stars in Historic Route 66?
In Historic Route 66, a hotel must offer a specific number of upscale amenities to earn 5 stars. These can include on-site gyms, gourmet restaurants, saunas and spas, complimentary luxury toiletries, premium bedding and more. What also sets 5-star hotels apart is their superior service. You can expect things like nightly turn-down services, in-room massages and concierge services. Some may even offer special touches such as welcome gifts.
Are there any 5-star all-inclusive resorts in Historic Route 66?
Use Expedia's filters to find a high-end retreat in Historic Route 66 where most of what you need is included in the price. From there, narrow down your results for accommodation that have a 5-star rating and are categorised as "All inclusive." The first thing on the agenda at these stays? Pure relaxation and indulgence.