Luxury Hotels & Resorts in Historic Route 66 from NZ$140

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Check availability on Historic Route 66 Luxury Hotels

Tonight
7 Dec - 8 Dec
Tomorrow
8 Dec - 9 Dec
Next weekend
12 Dec - 14 Dec
In two weeks
19 Dec - 21 Dec

Best Historic Route 66 Luxury Hotels

Exterior
JW Marriott Chicago

JW Marriott Chicago

4.5 star property
Downtown Chicago
9.2 out of 10, Wonderful, (1001)
"Service was excellent and rooms were nice "
United States
Mayssoun
The price is NZ$384
includes taxes & fees
28 Dec - 29 Dec
JW Marriott Chicago
Breakfast, lunch and dinner served
Club Quarters Hotel, Central Loop, Chicago

Club Quarters Hotel, Central Loop, Chicago

4.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (3305)
"Great staff, good location, close to transport and attractions"
Australia
Paul
The price is NZ$166
includes taxes & fees
21 Dec - 22 Dec
Club Quarters Hotel, Central Loop, Chicago
Breakfast, lunch, dinner served; American cuisine
Central Loop Hotel

Central Loop Hotel

4.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (1927)
"Very clean and well maintained room, comfortable bed, and great location!"
United States
Rebecca
The price is NZ$166
includes taxes & fees
21 Dec - 22 Dec
Central Loop Hotel
Reception
Swissotel - Chicago

Swissotel - Chicago

4.5 star property
Downtown Chicago
9.0 out of 10, Wonderful, (2999)
"Very beautiful place to stay"
United States
FaithBrenda
The price is NZ$282
includes taxes & fees
2 Jan - 3 Jan 2026
Swissotel - Chicago
Exterior
Hyatt Centric Chicago Magnificent Mile

Hyatt Centric Chicago Magnificent Mile

4.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (1047)
"Great Hotel!"
United States
Wendy
The price is NZ$250
includes taxes & fees
1 Jan - 2 Jan 2026
Hyatt Centric Chicago Magnificent Mile
Lobby
theWit Chicago, a Hilton Hotel

theWit Chicago, a Hilton Hotel

4.5 star property
Downtown Chicago
9.0 out of 10, Wonderful, (1004)
"Great location and restaurant "
United Kingdom
Asvin
The price is NZ$333
includes taxes & fees
2 Jan - 3 Jan 2026
theWit Chicago, a Hilton Hotel
Lobby
Silversmith Hotel Chicago Downtown

Silversmith Hotel Chicago Downtown

4.0 star property
Downtown Chicago
9.2 out of 10, Wonderful, (2112)
"Would stay again. "
United States
Montroy
Silversmith Hotel Chicago Downtown
Front of property
Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (2939)
"Excellent stay great location and great rooms"
United States
Joseph
The price is NZ$250
includes taxes & fees
9 Dec - 10 Dec
Hotel Riu Plaza Chicago
Exterior
Hyatt Regency Chicago

Hyatt Regency Chicago

4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (3391)
"Everything was amazing, from the staff to the room, amenities simply perfect.!! "
United States
TERESA
The price is NZ$327
includes taxes & fees
22 Dec - 23 Dec
Hyatt Regency Chicago
Lobby
LondonHouse Chicago, Curio Collection by Hilton

LondonHouse Chicago, Curio Collection by Hilton

4.5 star property
Downtown Chicago
9.4 out of 10, Exceptional, (3429)
"Great Hotel!"
United States
Siranush
The price is NZ$265
includes taxes & fees
4 Jan - 5 Jan 2026
LondonHouse Chicago, Curio Collection by Hilton
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.
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Top Historic Route 66 Hotel Reviews

The Whitehall Hotel, BW Premier Collection

The Whitehall Hotel, BW Premier Collection

10/10 Excellent
"Clean room. Cozy Chicago stay "
Trevon 1-night trip
Posted 2 days ago
The Whitehall Hotel, BW Premier Collection

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