Five Star Hotels in Historic Route 66

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Check availability on Historic Route 66 5 Star Hotels

Top 5 Stars Hotels in Historic Route 66

Trump International Hotel & Tower Chicago
Bar (on property)

Trump International Hotel & Tower Chicago

5.0 star property
9.4 out of 10, Exceptional, (1687)
"Location, staff and accommodations were excellent. "
The price is S$696
includes taxes & fees
7 Sept - 8 Sept
Trump International Hotel & Tower Chicago
Four Seasons Hotel Chicago
Reception

Four Seasons Hotel Chicago

5.0 star property
9.4 out of 10, Exceptional, (1000)
"Great location "
The price is S$799
includes taxes & fees
2 Sept - 3 Sept
Four Seasons Hotel Chicago
The Langham, Chicago
Lobby

The Langham, Chicago

5.0 star property
9.8 out of 10, Exceptional, (1002)
"Location can’t be beat. Hotel is excellent! "
The price is S$879
includes taxes & fees
14 Sept - 15 Sept
The Langham, Chicago
The Peninsula Chicago
Front of property – evening/night

The Peninsula Chicago

5.0 star property
9.8 out of 10, Exceptional, (1001)
"My favorite hotel"
The price is S$939
includes taxes & fees
17 Aug - 18 Aug
The Peninsula Chicago
Waldorf Astoria Chicago
Exterior

Waldorf Astoria Chicago

5.0 star property
9.4 out of 10, Exceptional, (1001)
"Great location "
The price is S$814
includes taxes & fees
1 Sept - 2 Sept
Waldorf Astoria Chicago
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, (708)
"Beautiful, staffed with great people."
The price is S$716
includes taxes & fees
24 Aug - 25 Aug
Nobu Hotel Chicago
The Ritz-Carlton, St. Louis
Meeting facility

The Ritz-Carlton, St. Louis

5.0 star property
9.2 out of 10, Wonderful, (541)
"Wish they still had a pool"
The price is S$807
includes taxes & fees
11 Sept - 12 Sept
The Ritz-Carlton, St. Louis
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, (1000)
"It's a beautiful and comfortable hotel."
The price is S$927
includes taxes & fees
1 Sept - 2 Sept
Park Hyatt Chicago
The Ritz-Carlton, Chicago
Bar (on property)

The Ritz-Carlton, Chicago

5.0 star property
9.2 out of 10, Wonderful, (1001)
"Beautiful place "
The price is S$742
includes taxes & fees
14 Sept - 15 Sept
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)
"We’ve stayed at this hotel several times and keep coming back. Great hotel staff and property. "
The price is S$638
includes taxes & fees
22 Aug - 23 Aug
Four Seasons Hotel St Louis
Rosewood Inn of the Anasazi
Exterior

Rosewood Inn of the Anasazi

5.0 star property
9.4 out of 10, Exceptional, (837)
"Loved this hotel! Gorgeous rooms."
The price is S$783
includes taxes & fees
25 Aug - 26 Aug
Rosewood Inn of the Anasazi
The St. Regis Chicago
2 restaurants, breakfast served

The St. Regis Chicago

5.0 star property
9.0 out of 10, Wonderful, (72)
"Amazing hotel"
The price is S$944
includes taxes & fees
4 Sept - 5 Sept
The St. Regis Chicago
Bishop's Lodge Auberge Resorts Collection
Exterior

Bishop's Lodge Auberge Resorts Collection

5.0 star property
9.4 out of 10, Exceptional, (78)
"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
Property amenity

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 S$435
includes taxes & fees
24 Aug - 25 Aug
La Posada de Santa Fe, A Tribute Portfolio Resort & Spa
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 S$1,053
includes taxes & fees
14 Sept - 15 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
10.0 out of 10, Exceptional, (3)
"Beautiful accommodations and a stellar staff made this stay so memorable. "
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 S$294 per night from 2 Sept to 3 Sept
S$294
2 Sept - 3 Sept
includes taxes & fees
8.4/10 Very Good! (1,856 reviews)
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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.

See all hotels in Historic Route 66
Tulsa featuring a river or creek, a skyscraper and a city

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 accommodation 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 S$253

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.