Find Historic Route 66 5 Star Hotels & Resorts from CA $228/night

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Top Historic Route 66 5 Star Hotels

Four Seasons Hotel Chicago
Reception
Four Seasons Hotel Chicago
5.0 star property
9.4 out of 10, Exceptional, (999)
"Excelent "
The price is CA $670
CA $787 total
includes taxes & fees
Jul 4 - Jul 5
Four Seasons Hotel Chicago
Trump International Hotel & Tower Chicago
Terrace/patio
Trump International Hotel & Tower Chicago
5.0 star property
9.2 out of 10, Wonderful, (1232)
"Very nice staff except for the guy at the front desk with the hair braided back very rude. I pray I never encounter him again I come to the Trump all the time and this was my first encounter with him very unwelcoming and dry. "
The price is CA $537
CA $630 total
includes taxes & fees
Jul 3 - Jul 4
Trump International Hotel & Tower Chicago
The Langham, Chicago
Lobby lounge
The Langham, Chicago
5.0 star property
9.8 out of 10, Exceptional, (1000)
"This hotel is right on the river with convenient walking access to nice restaurants and shopping. It is a short car ride ( Lyft or Uber) to the mag mile. The doorman greated us and sent us to the second floor to check in. We had a wonderful room with a view of the river. The workout room was very nice and clean ( located on the 4th floor spa area). Everyone was nice and friendly and the service was great!! I would definitely come back again."
The price is CA $595
CA $698 total
includes taxes & fees
Jul 4 - Jul 5
The Langham, Chicago
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The Peninsula Chicago
Front of property - evening/night
The Peninsula Chicago
5.0 star property
9.8 out of 10, Exceptional, (1008)
"Very friendly and helpfu"
The price is CA $718
CA $843 total
includes taxes & fees
Jul 4 - Jul 5
The Peninsula Chicago
Waldorf Astoria Chicago
Exterior
Waldorf Astoria Chicago
5.0 star property
9.4 out of 10, Exceptional, (1001)
"Everything! The hotel & hospitality are the best! "
The price is CA $752
CA $883 total
includes taxes & fees
Jul 4 - Jul 5
Waldorf Astoria Chicago
Nobu Hotel Chicago
Indoor pool, open 6:00 AM to 9:00 PM, sun loungers
Nobu Hotel Chicago
5.0 star property
9.2 out of 10, Wonderful, (475)
"I had a great stay, everything was perfect including the staff "
The price is CA $546
CA $641 total
includes taxes & fees
Jul 4 - Jul 5
Nobu Hotel Chicago
The Ritz-Carlton, Chicago
Rooftop terrace
The Ritz-Carlton, Chicago
5.0 star property
9.2 out of 10, Wonderful, (1001)
"Quiet property very clean and in a great spot. Walkable "
The price is CA $574
CA $674 total
includes taxes & fees
Jul 4 - Jul 5
The Ritz-Carlton, Chicago
Park Hyatt Chicago
Premium bedding, down comforters, pillowtop beds, minibar
Park Hyatt Chicago
5.0 star property
9.6 out of 10, Exceptional, (984)
"I would just improve the attention in the breakfast restaurant due to a bad experience. The rest was excellent"
The price is CA $646
CA $759 total
includes taxes & fees
Jul 3 - Jul 4
Park Hyatt Chicago
Four Seasons Hotel St Louis
Breakfast served, local and international cuisine, alfresco dining
Four Seasons Hotel St Louis
5.0 star property
9.4 out of 10, Exceptional, (912)
"Great views of Mississippi River and the Gateway Arch. "
The price is CA $634
CA $741 total
includes taxes & fees
Jun 23 - Jun 24
Four Seasons Hotel St Louis
The St. Regis Chicago
Indoor pool
The St. Regis Chicago
5.0 star property
8.6 out of 10, Excellent, (21)
"Loved this hotel! I’ll definitely come back again! "
The price is CA $800
CA $939 total
includes taxes & fees
Jul 1 - Jul 2
The St. Regis Chicago
Bishop's Lodge Auberge Resorts Collection
Room (Bunkhouse)
Bishop's Lodge Auberge Resorts Collection
5.0 star property
9.4 out of 10, Exceptional, (49)
"An amazing property. Looking forward to coming back for another trip to Santa Fe. Everything about this property is first class!"
The price is CA $1,107
CA $1,313 total
includes taxes & fees
Jun 19 - Jun 20
Bishop's Lodge Auberge Resorts Collection
The Ritz-Carlton, St. Louis
Meeting facility
The Ritz-Carlton, St. Louis
5.0 star property
9.2 out of 10, Wonderful, (509)
"Lovely experience "
The price is CA $666
CA $776 total
includes taxes & fees
Jul 1 - Jul 2
The Ritz-Carlton, St. Louis
Rosewood Inn of the Anasazi
Exterior
Rosewood Inn of the Anasazi
5.0 star property
9.6 out of 10, Exceptional, (781)
"Amazing experience for our 10th anniversary. Above and beyond service from everyone we encountered."
Rosewood Inn of the Anasazi
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, (247)
"One of the best resort hotels we have had the pleasure of visiting. I cannot recommend this hotel strongly enough!"
The price is CA $1,375
CA $1,616 total
includes taxes & fees
Jun 17 - Jun 18
Four Seasons Resort Rancho Encantado Santa Fe
El Verde Inn
Reception
El Verde Inn
5.0 star property
9.6 out of 10, Exceptional, (27)
"We had a wonderful time, the room was clean and modern. The property was nice and the staff was friendly and helpful. The room had a very strong perfume smell, but the staff came and fixed it for us. "
The price is CA $244
CA $283 total
includes taxes & fees
Jun 10 - Jun 11
El Verde Inn

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.
The Westin Michigan Avenue Chicago

The Westin Michigan Avenue Chicago

909 North Michigan Ave, Chicago, IL
The price is CA $228 per night from Jun 17 to Jun 18
CA $228
CA $302 total
includes taxes & fees
Jun 17 - Jun 18
8.6/10 Excellent! (1,011 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.

Luxury is the name of the game at the best 5 Stars hotels in Historic Route 66. If you want to vacation like a true VIP, these are the places to go; from spacious resorts to boutique-inspired hot spots, the top Historic Route 66 5 Stars hotels are dedicated to immersing you in the ultimate experience. Want to relax with a serene treatment at a designer spa? These properties offer them.

Interested in tasting delicious dishes from top chefs? The gourmet restaurants at the 5 Stars Historic Route 66 hotels have you covered. You’ll even find first-class hotels near the city’s must-see attractions and most upscale entertainment districts. Plus, when you book your trip with Expedia.ca, you’ll get access to fantastic rates and seasonal discounts, so you can take advantage of a cheap deal on 5 Stars hotels Historic Route 66 without giving up even an inch of quality. Everything your heart desires (and a few perks designed to make it skip a beat): That’s what’s on offer when you plan a trip to the hotels with 5 Stars in Historic Route 66.