Historic Route 66 5 Stars Hotels

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Check availability on Historic Route 66 5 Star Hotels

Tonight
Aug 7 - Aug 8
Tomorrow
Aug 8 - Aug 9
This weekend
Aug 8 - Aug 10
Next weekend
Aug 15 - Aug 17

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

Trump International Hotel & Tower Chicago
Enjoy breathtaking views of the city skyline from the expansive window.

Trump International Hotel & Tower Chicago

5.0 star property
9.4 out of 10, Exceptional, (1677)
"Great hotel "
The price is NT$13,820
NT$16,223 total
includes taxes & fees
Sep 7 - Sep 8
Trump International Hotel & Tower Chicago
Four Seasons Hotel Chicago
Experience the grandeur of our lobby, featuring a grand staircase and elegant floral arrangements.

Four Seasons Hotel Chicago

5.0 star property
9.4 out of 10, Exceptional, (999)
"Great location and amenities!"
The price is NT$16,929
NT$19,872 total
includes taxes & fees
Sep 7 - Sep 8
Four Seasons Hotel Chicago
The Langham, Chicago
Relax in our spacious lobby with a central seating area, reception desk, and stunning city views.

The Langham, Chicago

5.0 star property
9.8 out of 10, Exceptional, (1004)
"Very nice location super friendly staff very modern and clear hotel "
The price is NT$16,271
NT$19,101 total
includes taxes & fees
Sep 2 - Sep 3
The Langham, Chicago
The Peninsula Chicago
Stylish hotel building with a unique architectural design, set amidst a vibrant urban landscape.

The Peninsula Chicago

5.0 star property
9.8 out of 10, Exceptional, (1004)
"Excellent very clean Quiet great location"
The price is NT$18,703
NT$21,955 total
includes taxes & fees
Aug 24 - Aug 25
The Peninsula Chicago
Waldorf Astoria Chicago
Exterior

Waldorf Astoria Chicago

5.0 star property
9.4 out of 10, Exceptional, (1000)
"Great location "
The price is NT$17,369
NT$20,389 total
includes taxes & fees
Sep 1 - Sep 2
Waldorf Astoria Chicago
Nobu Hotel Chicago
Relax by the pool with steps leading into the water and comfortable seating.

Nobu Hotel Chicago

5.0 star property
9.4 out of 10, Exceptional, (707)
"Beautiful, staffed with great people."
The price is NT$14,218
NT$16,691 total
includes taxes & fees
Aug 10 - Aug 11
Nobu Hotel Chicago
The Ritz-Carlton, St. Louis
Dine al fresco with a view of the surrounding cityscape from this outdoor dining area.

The Ritz-Carlton, St. Louis

5.0 star property
9.2 out of 10, Wonderful, (540)
"Wish they still had a pool"
The price is NT$17,348
NT$20,208 total
includes taxes & fees
Aug 10 - Aug 11
The Ritz-Carlton, St. Louis
Park Hyatt Chicago
Enjoy dining on the rooftop with a city view.

Park Hyatt Chicago

5.0 star property
9.6 out of 10, Exceptional, (1001)
"It's a beautiful and comfortable hotel."
The price is NT$16,329
NT$19,169 total
includes taxes & fees
Aug 10 - Aug 11
Park Hyatt Chicago
The Ritz-Carlton, Chicago
Relax in the contemporary lobby with a central bar area, featuring a geometric patterned floor and comfortable seating.

The Ritz-Carlton, Chicago

5.0 star property
9.2 out of 10, Wonderful, (1001)
"Beautiful place "
The price is NT$14,741
NT$17,305 total
includes taxes & fees
Sep 7 - Sep 8
The Ritz-Carlton, Chicago
Four Seasons Hotel St Louis
Relax by the fire pit in our rooftop lounge, surrounded by comfortable seating and a bar area.

Four Seasons Hotel St Louis

5.0 star property
9.4 out of 10, Exceptional, (1000)
"We’ve stayed at this hotel several times and keep coming back. Great hotel staff and property. "
The price is NT$12,718
NT$14,871 total
includes taxes & fees
Aug 19 - Aug 20
Four Seasons Hotel St Louis
Rosewood Inn of the Anasazi
Welcome to the Inn of the Anasazi, a traditional hotel with a charming entrance.

Rosewood Inn of the Anasazi

5.0 star property
9.4 out of 10, Exceptional, (836)
"Loved this hotel! Gorgeous rooms."
The price is NT$14,382
NT$18,187 total
includes taxes & fees
Aug 11 - Aug 12
Rosewood Inn of the Anasazi
The St. Regis Chicago
Enjoy a sophisticated dining experience with unobstructed views of the city.

The St. Regis Chicago

5.0 star property
9.0 out of 10, Wonderful, (72)
"Amazing hotel"
The price is NT$17,655
NT$20,725 total
includes taxes & fees
Sep 2 - Sep 3
The St. Regis Chicago
Bishop's Lodge Auberge Resorts Collection
Guests can enjoy a peaceful evening in this serene outdoor space surrounded by trees and lush vegetation.

Bishop's Lodge Auberge Resorts Collection

5.0 star property
9.4 out of 10, Exceptional, (77)
"Close to downtown but everything you would want in a high end resort from stargazing to horseback riding to quality restaurant and pool with attentive and friendly staff"
Bishop's Lodge Auberge Resorts Collection
La Posada de Santa Fe, A Tribute Portfolio Resort & Spa
Stroll through the serene garden, surrounded by a central water feature, well-manicured flower beds, and a variety of shrubs.

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

5.0 star property
8.2 out of 10, Very Good, (1003)
"Beautiful and relaxing."
The price is NT$7,793
NT$10,175 total
includes taxes & fees
Aug 24 - Aug 25
La Posada de Santa Fe, A Tribute Portfolio Resort & Spa
Four Seasons Resort Rancho Encantado Santa Fe
Relax in the outdoor seating area surrounded by a central fire feature and lanterns.

Four Seasons Resort Rancho Encantado Santa Fe

5.0 star property
9.4 out of 10, Exceptional, (261)
"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$20,374
NT$24,555 total
includes taxes & fees
Sep 7 - Sep 8
Four Seasons Resort Rancho Encantado Santa Fe
The Inn of The Five Graces
Stunning archways and intricate patterns line this elegant corridor, leading to a room with a unique view.

The Inn of The Five Graces

5.0 star property
10.0 out of 10, Exceptional, (2)
"Beautiful accommodations and a stellar staff made this stay so memorable. "
The price is NT$39,649
NT$45,671 total
includes taxes & fees
Aug 24 - Aug 25
The Inn of The Five Graces
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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.
Palmer House a Hilton Hotel

Palmer House a Hilton Hotel

17 E Monroe St, Chicago, IL
The price is NT$5,189 per night from Sep 4 to Sep 5
NT$5,189
NT$6,839 total
Sep 4 - Sep 5
includes taxes & fees
8.2/10 Very Good! (1,832 reviews)
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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.

See all hotels in Historic Route 66
Tulsa featuring a bridge, a city and a high rise building

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?
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$5,189

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.