Historic Route 66 4 Stars Hotels

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Check availability on Historic Route 66 4 Star Hotels

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, (5420)
"Great location, several dining options nearby, clean."
United States
Florence
The price is HK$766
HK$899 total
includes taxes & fees
6 Jan - 7 Jan 2026
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, (2146)
"Beautiful hotel! Perfect for a holiday staycation! "
United States
Melissa
The price is HK$989
HK$1,355 total
includes taxes & fees
26 Dec - 27 Dec
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 HK$1,525
HK$1,790 total
includes taxes & fees
17 Jan - 18 Jan 2026
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, (1157)
"Excellent location to stay in the heart of the city. "
United States
Isaac
The price is HK$1,245
HK$1,781 total
includes taxes & fees
8 Jan - 9 Jan 2026
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, (4097)
"Great stay"
United States
Ericka
The price is HK$688
HK$807 total
includes taxes & fees
23 Dec - 24 Dec
citizenM Chicago Downtown
Premium bedding, down duvets, pillow-top beds, in-room safe
The Wade

The Wade

The Wade
4.5 star property
Downtown Chicago
8.4 out of 10, Very good, (1530)
"Great staff and great location. "
United States
Joe
The price is HK$786
HK$922 total
includes taxes & fees
23 Dec - 24 Dec
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, (2635)
"Great stay"
United States
Rawleigh
The price is HK$1,144
HK$1,591 total
includes taxes & fees
19 Jan - 20 Jan 2026
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, (3008)
"Enjoyed this hotel stay. "
United States
Kimberly
The price is HK$560
HK$886 total
includes taxes & fees
4 Jan - 5 Jan 2026
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, (3316)
"Great hotel "
United States
Anthony
The price is HK$634
HK$745 total
includes taxes & fees
1 Jan - 2 Jan 2026
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, (3006)
"Excellent stay great location and great rooms"
United States
Joseph
The price is HK$705
HK$1,046 total
includes taxes & fees
21 Dec - 22 Dec
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, (3162)
"Staff, location, views and rooms were amazing!!"
United States
Gabriela Michelle Riveiro
The price is HK$887
HK$1,290 total
includes taxes & fees
19 Jan - 20 Jan 2026
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, (2451)
"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, (3026)
"Very beautiful place to stay"
United States
FaithBrenda
The price is HK$802
HK$1,169 total
includes taxes & fees
23 Dec - 24 Dec
Swissotel - Chicago
Exterior
Hilton Chicago

Hilton Chicago

Hilton Chicago
4.0 star property
Downtown Chicago
8.4 out of 10, Very good, (2393)
"Great amenities and staff"
United States
Edward J
The price is HK$887
HK$1,269 total
includes taxes & fees
26 Dec - 27 Dec
Hilton Chicago
Reception
River Hotel

River Hotel

River Hotel
4.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (4847)
"Great location, comfortable room, and nice staff."
United States
Claudia
The price is HK$647
HK$760 total
includes taxes & fees
21 Dec - 22 Dec
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, (2220)
"Very nice place to stay "
United States
Ramon
The price is HK$853
HK$972 total
includes taxes & fees
20 Dec - 21 Dec
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, (3209)
"Was a nice place to stay during the holidays."
United States
David
The price is HK$567
HK$632 total
includes taxes & fees
12 Jan - 13 Jan 2026
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, (3443)
"Great hotel! "
United States
Kianna
The price is HK$1,014
HK$1,191 total
includes taxes & fees
4 Jan - 5 Jan 2026
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 HK$695
HK$772 total
includes taxes & fees
25 Dec - 26 Dec
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, (3402)
"The Hotel was amazing great location "
United States
Donnisha
The price is HK$1,082
HK$1,498 total
includes taxes & fees
5 Jan - 6 Jan 2026
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 HK$3,268 per night from 11 Jan to 12 Jan
HK$3,268
HK$3,836 total
11 Jan - 12 Jan 2026
includes taxes & fees
9.2/10 Wonderful! (1,001 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
Flagstaff which includes signage

Top Historic Route 66 Hotel Reviews

Embassy Suites by Hilton Chicago Downtown River North

Embassy Suites by Hilton Chicago Downtown River North

10/10 Excellent
"Beautiful experience "
Marrian 2-night trip
Posted 19 hours ago
Embassy Suites by Hilton Chicago Downtown River North

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 HK$3,695

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 accommodation. 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 travellers.
Does Historic Route 66 have any 4-star all-inclusive resorts?
Enjoy a worry-free holiday 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, accommodation 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.

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