Historic Route 66 5 Stars Hotels

Start date: Check-in selected.
End date: Check-out
    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
    Sign in
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check availability on Historic Route 66 5 Star Hotels

Top Historic Route 66 5 Stars Hotels

Trump International Hotel & Tower Chicago
Bar (on property)

Trump International Hotel & Tower Chicago

5.0 star property
9.4 out of 10, Exceptional, (1716)
"Best, very clean, best view, really enjoyed the stay!"
The price is HK$3,588
HK$4,212 total
includes taxes & fees
5 Oct - 6 Oct
Trump International Hotel & Tower Chicago
The Langham, Chicago
Lobby

The Langham, Chicago

5.0 star property
9.8 out of 10, Exceptional, (1003)
"Location can’t be beat. Hotel is excellent! "
The price is HK$4,737
HK$5,561 total
includes taxes & fees
13 Oct - 14 Oct
The Langham, Chicago
The Peninsula Chicago
Front of property – evening/night

The Peninsula Chicago

5.0 star property
9.8 out of 10, Exceptional, (1005)
"Amazing hotel will be back for sure!"
The price is HK$4,862
HK$5,708 total
includes taxes & fees
21 Sept - 22 Sept
The Peninsula Chicago
Four Seasons Hotel Chicago
Reception

Four Seasons Hotel Chicago

5.0 star property
9.4 out of 10, Exceptional, (1002)
"Great location "
The price is HK$4,279
HK$5,023 total
includes taxes & fees
28 Sept - 29 Sept
Four Seasons Hotel Chicago
Waldorf Astoria Chicago
Exterior

Waldorf Astoria Chicago

5.0 star property
9.4 out of 10, Exceptional, (1002)
"Everything was absolutely amazing! Definitely worth it"
The price is HK$4,464
HK$5,240 total
includes taxes & fees
28 Sept - 29 Sept
Waldorf Astoria Chicago
Rosewood Inn of the Anasazi
Exterior

Rosewood Inn of the Anasazi

5.0 star property
9.4 out of 10, Exceptional, (840)
"Loved this hotel! Gorgeous rooms."
The price is HK$4,356
HK$5,439 total
includes taxes & fees
28 Sept - 29 Sept
Rosewood Inn of the Anasazi
Park Hyatt Chicago
1 bedroom, premium bedding, down duvets, pillow-top beds

Park Hyatt Chicago

5.0 star property
9.6 out of 10, Exceptional, (1002)
"beautiful room and hotel great bar!"
The price is HK$4,886
HK$5,735 total
includes taxes & fees
21 Sept - 22 Sept
Park Hyatt Chicago
The Ritz-Carlton, St. Louis
Meeting facility

The Ritz-Carlton, St. Louis

5.0 star property
9.2 out of 10, Wonderful, (548)
"Service is exceptional!!!"
The price is HK$3,804
HK$4,432 total
includes taxes & fees
5 Oct - 6 Oct
The Ritz-Carlton, St. Louis
Nobu Hotel Chicago
Indoor pool, open 6:00 AM to 9:00 PM, pool loungers

Nobu Hotel Chicago

5.0 star property
9.4 out of 10, Exceptional, (722)
"Great location, amenities and staff. "
The price is HK$2,637
HK$3,096 total
includes taxes & fees
21 Sept - 22 Sept
Nobu Hotel Chicago
The Ritz-Carlton, Chicago
Bar (on property)

The Ritz-Carlton, Chicago

5.0 star property
9.2 out of 10, Wonderful, (1004)
"Beautiful place "
The price is HK$4,512
HK$5,297 total
includes taxes & fees
16 Oct - 17 Oct
The Ritz-Carlton, Chicago
Four Seasons Hotel St Louis
Rooftop bar

Four Seasons Hotel St Louis

5.0 star property
9.4 out of 10, Exceptional, (1000)
"Beautiful stay at the four seasons! "
The price is HK$3,306
HK$3,866 total
includes taxes & fees
30 Sept - 1 Oct
Four Seasons Hotel St Louis
La Posada de Santa Fe, A Tribute Portfolio Resort & Spa by Marriott
Property amenity

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

5.0 star property
8.2 out of 10, Very good, (1008)
"It felt more like we were living in a community than at a hotel. Very nice, clean, quiet and safe. "
The price is HK$2,374
HK$3,045 total
includes taxes & fees
29 Sept - 30 Sept
La Posada de Santa Fe, A Tribute Portfolio Resort & Spa by Marriott
The St. Regis Chicago
2 restaurants, breakfast served

The St. Regis Chicago

5.0 star property
9.2 out of 10, Wonderful, (77)
"Nice place "
The price is HK$4,870
HK$5,717 total
includes taxes & fees
13 Oct - 14 Oct
The St. Regis Chicago
Bishop's Lodge, Auberge Collection
Exterior

Bishop's Lodge, Auberge Collection

5.0 star property
9.4 out of 10, Exceptional, (80)
"Great place "
Bishop's Lodge, Auberge Collection
Four Seasons Resort Rancho Encantado Santa Fe
Terrace/patio

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 HK$5,601
HK$6,724 total
includes taxes & fees
29 Sept - 30 Sept
Four Seasons Resort Rancho Encantado Santa Fe
The Inn of The Five Graces
Deep-tissue massages, Swedish massages, massages

The Inn of The Five Graces

5.0 star property
9.8 out of 10, Exceptional, (8)
"My favorite place to stay in Santa Fe. "
The price is HK$8,762
HK$10,092 total
includes taxes & fees
28 Sept - 29 Sept
The Inn of The Five Graces
Art Villa
Hot tub

Art Villa

5.0 star property
10.0 out of 10, Exceptional, (2)
" "
Art Villa
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.
Embassy Suites by Hilton Chicago Downtown River North

Embassy Suites by Hilton Chicago Downtown River North

600 N State St, Chicago, IL
The price is HK$1,323 per night from 22 Sept to 23 Sept
HK$1,323
HK$1,553 total
22 Sept - 23 Sept
includes taxes & fees
8.4/10 Very Good! (4,894 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
Tulsa showing a river or creek, a city and a skyscraper

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 HK$1,284

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

Explore a world of travel with Expedia