Historic Route 66 4 Stars Hotels

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Check availability on Historic Route 66 4 Star Hotels

Tonight
Dec 21 - Dec 22
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Dec 22 - Dec 23
Next weekend
Dec 26 - Dec 28
In two weeks
Jan 2 - Jan 4

Our top choices for Historic Route 66 4-star hotels

Lobby
Embassy Suites by Hilton Chicago Downtown River North

Embassy Suites by Hilton Chicago Downtown River North

Embassy Suites by Hilton Chicago Downtown River North
4.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (5434)
"Lovely hotel, clean, family friendly, central to many attractions and restaurants "
United States
Bethany
The price is NT$3,106
NT$3,646 total
includes taxes & fees
Jan 6 - 2026/1/7
Embassy Suites by Hilton Chicago Downtown River North
Ballroom
Palmer House a Hilton Hotel

Palmer House a Hilton Hotel

Palmer House a Hilton Hotel
4.0 star property
Downtown Chicago
8.4 out of 10, Very Good, (2156)
"Beautiful hotel! Perfect for a holiday staycation! "
United States
Melissa
The price is NT$4,012
NT$5,498 total
includes taxes & fees
Dec 27 - Dec 28
Palmer House a Hilton Hotel
Terrace/patio
Hilton Chicago O'Hare Airport

Hilton Chicago O'Hare Airport

Hilton Chicago O'Hare Airport
4.0 star property
O'Hare
8.2 out of 10, Very Good, (2179)
"The family room we stayed has a wide airport view, which I’m so impressed with."
Canada
Naw Kanyaw
The price is NT$6,186
NT$7,261 total
includes taxes & fees
Jan 16 - 2026/1/17
Hilton Chicago O'Hare Airport
View from property
Pendry Chicago

Pendry Chicago

Pendry Chicago
4.5 star property
Downtown Chicago
9.4 out of 10, Exceptional, (1145)
"Excellent location to stay in the heart of the city. "
United States
Isaac
The price is NT$5,050
NT$7,225 total
includes taxes & fees
Jan 4 - 2026/1/5
Pendry Chicago
Property amenity
citizenM Chicago Downtown

citizenM Chicago Downtown

citizenM Chicago Downtown
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (4107)
"Great stay"
United States
Ericka
The price is NT$3,193
NT$3,748 total
includes taxes & fees
Dec 28 - Dec 29
citizenM Chicago Downtown
Premium bedding, down comforters, pillowtop beds, in-room safe
The Wade

The Wade

The Wade
4.5 star property
Downtown Chicago
8.4 out of 10, Very Good, (1532)
"Great staff and great location. "
United States
Joe
The price is NT$3,188
NT$3,742 total
includes taxes & fees
Jan 4 - 2026/1/5
The Wade
Exterior
InterContinental Chicago Magnificent Mile by IHG

InterContinental Chicago Magnificent Mile by IHG

InterContinental Chicago Magnificent Mile by IHG
4.5 star property
Downtown Chicago
9.0 out of 10, Wonderful, (2637)
"Great stay"
United States
Rawleigh
The price is NT$4,640
NT$6,456 total
includes taxes & fees
Jan 19 - 2026/1/20
InterContinental Chicago Magnificent Mile by IHG
Lobby sitting area
Warwick Allerton - Chicago

Warwick Allerton - Chicago

Warwick Allerton - Chicago
4.0 star property
Downtown Chicago
8.4 out of 10, Very Good, (3016)
"Enjoyed this hotel stay. "
United States
Kimberly
The price is NT$2,020
NT$3,298 total
includes taxes & fees
Dec 28 - Dec 29
Warwick Allerton - Chicago
Breakfast, lunch and dinner served
Club Quarters Hotel, Central Loop, Chicago

Club Quarters Hotel, Central Loop, Chicago

Club Quarters Hotel, Central Loop, Chicago
4.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (3319)
"Great hotel "
United States
Anthony
The price is NT$2,574
NT$3,021 total
includes taxes & fees
Jan 3 - 2026/1/4
Club Quarters Hotel, Central Loop, Chicago
Front of property
Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (3017)
"Great rooms, love the bar and amazing breakfast!"
United States
Michelle
The price is NT$3,130
NT$4,564 total
includes taxes & fees
Jan 4 - 2026/1/5
Hotel Riu Plaza Chicago
Exterior
The Royal Sonesta Chicago Downtown

The Royal Sonesta Chicago Downtown

The Royal Sonesta Chicago Downtown
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (3169)
"Staff, location, views and rooms were amazing!!"
United States
Gabriela Michelle Riveiro
The price is NT$3,598
NT$5,234 total
includes taxes & fees
Jan 18 - 2026/1/19
The Royal Sonesta Chicago Downtown
Lobby sitting area
Hotel Felix River North/Magnificent Mile

Hotel Felix River North/Magnificent Mile

Hotel Felix River North/Magnificent Mile
4.0 star property
Downtown Chicago
8.2 out of 10, Very Good, (2459)
"Decent hotel in a great location with extremely helpful staff. "
United States
Aaron
Hotel Felix River North/Magnificent Mile
Reception
Swissotel - Chicago

Swissotel - Chicago

Swissotel - Chicago
4.5 star property
Downtown Chicago
9.0 out of 10, Wonderful, (3035)
"Beautiful hotel and area "
United States
James
The price is NT$3,252
NT$4,744 total
includes taxes & fees
Dec 24 - Dec 25
Swissotel - Chicago
Exterior
Hilton Chicago

Hilton Chicago

Hilton Chicago
4.0 star property
Downtown Chicago
8.4 out of 10, Very Good, (2401)
"The room was clean and the staff was outstanding. "
United States
Albert
The price is NT$3,597
NT$5,149 total
includes taxes & fees
Dec 27 - Dec 28
Hilton Chicago
Reception
River Hotel

River Hotel

River Hotel
4.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (4855)
"Great location, comfortable room, and nice staff."
United States
Claudia
The price is NT$2,625
NT$3,081 total
includes taxes & fees
Dec 22 - Dec 23
River Hotel
Daily full breakfast (USD 27.76 per person)
Hyatt Regency O'Hare Chicago

Hyatt Regency O'Hare Chicago

Hyatt Regency O'Hare Chicago
4.0 star property
Rosemont
8.8 out of 10, Excellent, (2229)
"Very nice place to stay "
United States
Ramon
The price is NT$3,461
NT$3,945 total
includes taxes & fees
Dec 22 - Dec 23
Hyatt Regency O'Hare Chicago
Front of property
Little America Flagstaff

Little America Flagstaff

Little America Flagstaff
4.0 star property
Flagstaff
9.8 out of 10, Exceptional, (3211)
"Was a nice place to stay during the holidays."
United States
David
The price is NT$2,272
NT$2,531 total
includes taxes & fees
Jan 12 - 2026/1/13
Little America Flagstaff
Lobby
LondonHouse Chicago, Curio Collection by Hilton

LondonHouse Chicago, Curio Collection by Hilton

LondonHouse Chicago, Curio Collection by Hilton
4.5 star property
Downtown Chicago
9.4 out of 10, Exceptional, (3452)
"Great hotel! "
United States
Kianna
The price is NT$4,115
NT$4,831 total
includes taxes & fees
Jan 4 - 2026/1/5
LondonHouse Chicago, Curio Collection by Hilton
Exterior
DoubleTree by Hilton Hotel Chicago Wood Dale - Elk Grove

DoubleTree by Hilton Hotel Chicago Wood Dale - Elk Grove

DoubleTree by Hilton Hotel Chicago Wood Dale - Elk Grove
4.0 star property
Wood Dale
8.0 out of 10, Very Good, (1002)
"Nest room Good staff Free parking Good value for money "
United States
Shakeel
The price is NT$2,821
NT$3,131 total
includes taxes & fees
Dec 27 - Dec 28
DoubleTree by Hilton Hotel Chicago Wood Dale - Elk Grove
2 bars/lounges
Hyatt Regency Chicago

Hyatt Regency Chicago

Hyatt Regency Chicago
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (3406)
"The Hotel was amazing great location "
United States
Donnisha
The price is NT$4,387
NT$6,076 total
includes taxes & fees
Jan 5 - 2026/1/6
Hyatt Regency Chicago
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Explore similar 5-star hotels

Many 5-star hotels have the same amenities as 4-star hotels. See all 5-star hotels in Historic Route 66.
Four Seasons Hotel Chicago

Four Seasons Hotel Chicago

120 East Delaware Place Chicago IL
The price is NT$13,256 per night from Jan 11 to Jan 12
NT$13,256
NT$15,561 total
Jan 11 - 2026/1/12
includes taxes & fees
9.2/10 Wonderful! (998 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

Check out the local area in Historic Route 66—home to attractions like National Route 66 Museum and Skelly Field at H.A. Chapman Stadium.

See all hotels in Historic Route 66
North Central Arizona featuring signage

Top Historic Route 66 Hotel Reviews

Club Quarters Hotel Wacker at Michigan, Chicago

Club Quarters Hotel Wacker at Michigan, Chicago

10/10 Excellent
"Good location, clean, loved the refilllable water stations "
Elizabeth 2-night trip
Posted 14 hours ago
Club Quarters Hotel Wacker at Michigan, Chicago

Frequently asked questions

How much does it cost to stay in a 4-star hotel in Historic Route 66?
With Expedia's sort and search filters, bagging a top deal on a 4-star hotel in Historic Route 66 just got easier. Start by entering your chosen arrival date and length of your break. Then list the results by price and pick a property that best fits your budget and style.

  • Search for the lowest price from NT$14,989

What's the difference between 5-star and 4-star hotels in Historic Route 66?
If you decide to stay at a 4-star hotel in Historic Route 66, you'll usually find plenty of amenities to keep you relaxed, such as a pool, gym and restaurant. You can look forward to excellent service and upscale accommodations. Opt for a 5-star hotel and you'll have access to a few more perks — think on-site spas, around-the-clock concierge and nightly turndown services. You're likely to get more amenities and premium services at a 5-star stay, though both are fabulous options for luxury travelers.
Does Historic Route 66 have any 4-star all-inclusive resorts?
Enjoy a worry-free vacation experience where almost everything is included in the upfront price by using our "All inclusive" filter. Keeping to your budget is easy when your meals, accommodations and activities are already taken care of. After more options? Check out the terrific deals on our standard 4-star stays in and around Historic Route 66 too.