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

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Save instantly and earn perks with One Key
    Learn about One Key

  • Be picky

    Search almost a million properties worldwide

Check availability on Historic Route 66 5 Star Hotels

This weekend
5 Jun - 7 Jun
Next weekend
12 Jun - 14 Jun

Our top choices for Historic Route 66 5-star hotels

Suite, 2 Bedrooms, Terrace (Lakeshore) | Lake view

Four Seasons Hotel Chicago

Four Seasons Hotel Chicago
5.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (1,002 reviews)
"Loved our suite- gorgeous views! Great service and excellent location "
United States
lora
The price is £508
includes taxes & fees
14 Jun - 15 Jun
Four Seasons Hotel Chicago
Lobby

The Langham, Chicago

The Langham, Chicago
5.0 star property
Downtown Chicago
9.8 out of 10, Exceptional, (1,002 reviews)
"Fantastic hotel and amazing spa! Beautiful room with fantastic staff"
United Kingdom
Simon
The price is £442
includes taxes & fees
28 Jun - 29 Jun
The Langham, Chicago
Terrace/patio

Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago
5.0 star property
Downtown Chicago
9.6 out of 10, Exceptional, (1,893 reviews)
"We had an amazing time, we absolutely loved our stay"
United States
Baraa
The price is £414
includes taxes & fees
28 Jun - 29 Jun
Trump International Hotel & Tower Chicago
Front of property – evening/night

The Peninsula Chicago

The Peninsula Chicago
5.0 star property
Downtown Chicago
9.8 out of 10, Exceptional, (1,003 reviews)
"Great stay!"
United States
Dennis
The price is £575
includes taxes & fees
1 Jul - 2 Jul
The Peninsula Chicago
Front of property

Waldorf Astoria Chicago

Waldorf Astoria Chicago
5.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (1,002 reviews)
"Our third time at this hotel and still enjoying it."
United States
Jorge
The price is £489
includes taxes & fees
1 Jul - 2 Jul
Waldorf Astoria Chicago
Café

The Ritz-Carlton, Chicago

The Ritz-Carlton, Chicago
5.0 star property
Downtown Chicago
9.2 out of 10, Wonderful, (1,002 reviews)
"I have stayed at this hotel a few times and each time it is better than the last. Great service, great location. Can’t wait to come back again."
United States
Caryn
The price is £394
includes taxes & fees
28 Jun - 29 Jun
The Ritz-Carlton, Chicago
Breakfast, lunch, dinner and brunch served

Park Hyatt Chicago

Park Hyatt Chicago
5.0 star property
Downtown Chicago
9.6 out of 10, Exceptional, (1,001 reviews)
"Great property "
United States
Kerry
The price is £467
includes taxes & fees
1 Jul - 2 Jul
Park Hyatt Chicago
Exterior

Rosewood Inn of the Anasazi

Rosewood Inn of the Anasazi
5.0 star property
Downtown Santa Fe
9.6 out of 10, Exceptional, (901 reviews)
"great location and very convenient valet parking - restaurant was excellent for dinners and staff were very helpful. rooms are excellent !!! would definately recommend !"
Canada
Franco
The price is £605
includes taxes & fees
28 Jun - 29 Jun
Rosewood Inn of the Anasazi
Indoor pool, open 6:00 AM to 9:00 PM, pool loungers

Nobu Hotel Chicago

Nobu Hotel Chicago
5.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (860 reviews)
"The service was fantastic"
United States
Sandra
The price is £283
includes taxes & fees
29 Jun - 30 Jun
Nobu Hotel Chicago
Property amenity

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, (1,004 reviews)
"Wonderful location and beautiful."
United States
Daniel
The price is £237
includes taxes & fees
21 Jun - 22 Jun
La Posada de Santa Fe, A Tribute Portfolio Resort & Spa by Marriott
Terrace/patio

Four Seasons Hotel St Louis

Four Seasons Hotel St Louis
5.0 star property
Downtown St. Louis
9.4 out of 10, Exceptional, (1,002 reviews)
"Food was excellent! Room was clean and wonderful!"
United States
Maria
The price is £308
includes taxes & fees
16 Jun - 17 Jun
Four Seasons Hotel St Louis
Meeting facility

The Ritz-Carlton, St. Louis

The Ritz-Carlton, St. Louis
5.0 star property
Clayton
9.2 out of 10, Wonderful, (569 reviews)
"Excellent hotel with various restaurants and expansive lobby area.. staff very attentive."
United States
Diane M
The price is £433
includes taxes & fees
7 Jun - 8 Jun
The Ritz-Carlton, St. Louis
Exterior

Bishop's Lodge, Auberge Collection

Bishop's Lodge, Auberge Collection
5.0 star property
Tesuque
9.4 out of 10, Exceptional, (110 reviews)
"It was a wonderful and peaceful property. Our room was incredibly spacious and beautifully decorated. The views were amazing! The staff was exceptionally nice and accommodating. The service was top-notch. It had a small spa and beautiful pool. The restaurant was wonderful and it was easy to access hiking trails from the property. I would highly recommend!"
United States
Bridget
The price is £718
includes taxes & fees
4 Jun - 5 Jun
Bishop's Lodge, Auberge Collection
2 restaurants; breakfast, lunch, dinner and brunch served

The St. Regis Chicago

The St. Regis Chicago
5.0 star property
Downtown Chicago
9.2 out of 10, Wonderful, (117 reviews)
"The absolute top tier of any hotel stay."
United States
Paul
The price is £569
includes taxes & fees
28 Jun - 29 Jun
The St. Regis Chicago
Terrace/patio

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, (278 reviews)
"This place is amazing! Great food and coffee and nice staff. The property is so pleasant and relaxing. Super dog friendly! Highly recommend!!!! "
United States
Michael
The price is £706
includes taxes & fees
29 Jun - 30 Jun
Four Seasons Resort Rancho Encantado Santa Fe
Exterior

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, (17 reviews)
"The room was spectacular and the staff is so attentive and welcoming. "
United States
claudia
The price is £867
includes taxes & fees
3 Jun - 4 Jun
The Inn of The Five Graces
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

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.
Hilton Chicago O'Hare Airport

Hilton Chicago O'Hare Airport

O'Hare International Airport Chicago IL
The price is £222 per night from 3 Jul to 4 Jul
£222
3 Jul - 4 Jul
includes taxes & fees
8.4/10 Very Good! (2,308 reviews)
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.
PoolSpaHot tubBreakfast includedWaterpark
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.

See all hotels in Historic Route 66

Top Historic Route 66 Hotel Reviews

Find out more about Historic Route 66

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 £188

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.

Explore a world of travel with Expedia