Historic Route 66 5 Stars Hotels

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check availability on Historic Route 66 5 Star Hotels

This weekend
Next weekend

Compare Historic Route 66 5 Star Hotels with updated room rates, reviews, and availability. Most hotels are fully refundable.

Trump International Hotel & Tower Chicago

5.0 star property
9.4 out of 10, Exceptional, (1698)
"Location, staff and accommodations were excellent. "
The price is NT$14,093
NT$16,544 total
includes taxes & fees
Sep 7 - Sep 8
Trump International Hotel & Tower Chicago

Four Seasons Hotel Chicago

5.0 star property
9.4 out of 10, Exceptional, (1002)
"Great location "
The price is NT$17,416
NT$20,444 total
includes taxes & fees
Sep 21 - Sep 22
Four Seasons Hotel Chicago

The Langham, Chicago

5.0 star property
9.8 out of 10, Exceptional, (1004)
"Location can’t be beat. Hotel is excellent! "
The price is NT$17,810
NT$20,907 total
includes taxes & fees
Sep 21 - Sep 22
The Langham, Chicago

The Peninsula Chicago

5.0 star property
9.8 out of 10, Exceptional, (1006)
"Fantastic hotel "
The price is NT$19,096
NT$22,417 total
includes taxes & fees
Sep 1 - Sep 2
The Peninsula Chicago

Waldorf Astoria Chicago

5.0 star property
9.4 out of 10, Exceptional, (1003)
"Great location "
The price is NT$16,232
NT$19,055 total
includes taxes & fees
Sep 21 - Sep 22
Waldorf Astoria Chicago

The Ritz-Carlton, St. Louis

5.0 star property
9.2 out of 10, Wonderful, (545)
"Great place"
The price is NT$15,858
NT$18,472 total
includes taxes & fees
Sep 21 - Sep 22
The Ritz-Carlton, St. Louis

Park Hyatt Chicago

5.0 star property
9.6 out of 10, Exceptional, (1000)
"It's a beautiful and comfortable hotel."
The price is NT$18,791
NT$22,059 total
includes taxes & fees
Sep 1 - Sep 2
Park Hyatt Chicago

Nobu Hotel Chicago

5.0 star property
9.4 out of 10, Exceptional, (714)
"Great location, amenities and staff. "
The price is NT$10,358
NT$12,159 total
includes taxes & fees
Sep 21 - Sep 22
Nobu Hotel Chicago

The Ritz-Carlton, Chicago

5.0 star property
9.2 out of 10, Wonderful, (1003)
"Beautiful place "
The price is NT$15,766
NT$18,508 total
includes taxes & fees
Sep 28 - Sep 29
The Ritz-Carlton, Chicago

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

5.0 star property
8.2 out of 10, Very Good, (1004)
"Nice place"
The price is NT$7,947
NT$10,376 total
includes taxes & fees
Sep 1 - Sep 2
La Posada de Santa Fe, A Tribute Portfolio Resort & Spa

Four Seasons Hotel St Louis

5.0 star property
9.4 out of 10, Exceptional, (1004)
"We’ve stayed at this hotel several times and keep coming back. Great hotel staff and property. "
The price is NT$12,985
NT$15,184 total
includes taxes & fees
Sep 21 - Sep 22
Four Seasons Hotel St Louis

Rosewood Inn of the Anasazi

5.0 star property
9.4 out of 10, Exceptional, (839)
"Loved this hotel! Gorgeous rooms."
The price is NT$17,110
NT$21,362 total
includes taxes & fees
Sep 14 - Sep 15
Rosewood Inn of the Anasazi

The St. Regis Chicago

5.0 star property
9.0 out of 10, Wonderful, (73)
"Top tier "
The price is NT$19,402
NT$22,776 total
includes taxes & fees
Sep 28 - Sep 29
The St. Regis Chicago

Bishop's Lodge Auberge Resorts Collection

5.0 star property
9.4 out of 10, Exceptional, (79)
"Great place "
Bishop's Lodge Auberge Resorts Collection

Four Seasons Resort Rancho Encantado Santa Fe

5.0 star property
9.4 out of 10, Exceptional, (262)
"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"
The price is NT$20,777
NT$25,040 total
includes taxes & fees
Sep 28 - Sep 29
Four Seasons Resort Rancho Encantado Santa Fe

The Inn of The Five Graces

5.0 star property
10.0 out of 10, Exceptional, (7)
"My favorite place to stay in Santa Fe. "
The Inn of The Five Graces

Art Villa

5.0 star property
10.0 out of 10, Exceptional, (2)
" "
The price is NT$22,916
NT$37,900 total
includes taxes & fees
Sep 1 - Sep 2
Art Villa
Save an average of 15% on thousands of hotels when you're signed in

Explore similar 4-star hotels

Many 4-star hotels have the same amenities as 5-star hotels. See all 4-star hotels in Historic Route 66.
Still don't see what you're looking for?
See all properties in Historic Route 66.
You can also use these popular filters to refine your search.
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

Check out the local area in Historic Route 66—home to attractions like National Route 66 Museum and Skelly Field at H.A. Chapman Stadium.

Tulsa featuring a bridge, a city and a high rise building

Top Historic Route 66 Hotel Reviews

Explore a world of travel with Expedia

Explore a world of travel with Expedia

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 accommodations 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 NT$4,614

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.