Find 5 Star Hotels in Historic Route 66 from SAR 672
Change your mind
Book hotels with free cancellation
Be picky
Search almost a million properties worldwide
Check availability on Historic Route 66 5 Star Hotels
Compare Historic Route 66 5 Star Hotels with updated room rates, reviews, and availability. Most hotels are fully refundable.

Trump International Hotel & Tower Chicago
Trump International Hotel & Tower Chicago
9.4 out of 10, Exceptional, (1646)
The price is SAR 1,758
SAR 2,064 total
includes taxes & fees
27 Jul - 28 Jul

The Peninsula Chicago
The Peninsula Chicago
9.8 out of 10, Exceptional, (1002)
The price is SAR 2,344
SAR 2,752 total
includes taxes & fees
10 Aug - 11 Aug

The Langham, Chicago
The Langham, Chicago
9.8 out of 10, Exceptional, (1002)
The price is SAR 1,958
SAR 2,299 total
includes taxes & fees
10 Aug - 11 Aug

Four Seasons Hotel Chicago
Four Seasons Hotel Chicago
9.4 out of 10, Exceptional, (999)
The price is SAR 2,026
SAR 2,378 total
includes taxes & fees
10 Aug - 11 Aug

Nobu Hotel Chicago
Nobu Hotel Chicago
9.4 out of 10, Exceptional, (696)
The price is SAR 1,468
SAR 1,723 total
includes taxes & fees
27 Jul - 28 Jul

Waldorf Astoria Chicago
Waldorf Astoria Chicago
9.4 out of 10, Exceptional, (1002)
The price is SAR 2,025
SAR 2,377 total
includes taxes & fees
17 Aug - 18 Aug

La Posada de Santa Fe, A Tribute Portfolio Resort & Spa
La Posada de Santa Fe, A Tribute Portfolio Resort & Spa
8.2 out of 10, Very Good, (1004)
The price is SAR 921
SAR 1,211 total
includes taxes & fees
3 Aug - 4 Aug

Four Seasons Hotel St Louis
Four Seasons Hotel St Louis
9.4 out of 10, Exceptional, (1003)
The price is SAR 1,857
SAR 2,171 total
includes taxes & fees
20 Jul - 21 Jul
Save an average of 15% on thousands of hotels when you're signed in
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.

InterContinental Chicago Magnificent Mile by IHG
505 N Michigan Ave, Chicago, IL
The price is SAR 1,035 per night from Aug 10 to Aug 11
SAR 1,035
SAR 1,335 total
10 Aug - 11 Aug
includes taxes & fees
9/10 Wonderful! (2,064 reviews)
Still don't see what you're looking for?
See all properties in Historic Route 66.
You can also use these popular filters to refine your search.
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.

Top Historic Route 66 Hotel Reviews
Explore a world of travel with Expedia
Explore a world of travel with Expedia
Historic Route 66 Hotels by Star Rating
Stay near popular Historic Route 66 attractions
- Hotels near Route 66 Raceway
- Hotels near Route 66 Casino
- Hotels near Springfield Expo Center
- Hotels near National Route 66 Museum
- Hotels near The Blue Whale
- Hotels near Route 66 Carousel Park
- Hotels near El Rey Theater
- Hotels near Chicago Board of Trade Building
- Hotels near Abou Ben Adhem Shrine Mosque
- Hotels near Route 66 Vintage Iron Motorcycle Museum
- Hotels near Symphony Center
- Hotels near Downtown Kingman's First Friday
- Hotels near Coleman Theater
- Hotels near Cherokee Casino
- Hotels near Midewin National Tallgrass Prairie
- Hotels near Fanning Route 66 Outpost
- Hotels near Atlanta Museum
- Hotels near KiMo Theater
- Hotels near Skelly Field at H.A. Chapman Stadium
- Hotels near Hammons Tower
More Accommodation Types in Historic Route 66
- Motels in Historic Route 66
- Vacation Homes in Historic Route 66
- Apartments in Historic Route 66
- Aparthotels in Historic Route 66
- B&B in Historic Route 66
- Resorts in Historic Route 66
- Cabin Rentals in Historic Route 66
- Condo Rentals in Historic Route 66
- Guest Houses in Historic Route 66
- Cottages in Historic Route 66
- Hostels in Historic Route 66
- Inns in Historic Route 66
- Farmstay in Historic Route 66
- RV Parks in Historic Route 66
- Villas in Historic Route 66
Explore more hotels
- The Whitehall Hotel, BW Premier Collection
- Hotel Felix River North/Magnificent Mile
- The Royal Sonesta Chicago Downtown
- Swissotel - Chicago
- Hilton Garden Inn Chicago Downtown/Magnificent Mile
- River Hotel
- Embassy Suites by Hilton Chicago Downtown Magnificent Mile
- The Wade
- Holiday Inn Chicago Dwtn - The Mart by IHG
- Radisson Blu Aqua Hotel Chicago
- Harrah's Laughlin Beach Resort & Casino
- Sonesta ES Suites Chicago Downtown Magnificent Mile - Medical
- Travelodge by Wyndham Downtown Chicago
- L7 Chicago by LOTTE
- Hyatt Regency St. Louis at The Arch
- DoubleTree by Hilton Chicago - Magnificent Mile
- Sable at Navy Pier Chicago, Curio Collection by Hilton
- The Royal Sonesta Chicago River North
- LondonHouse Chicago, Curio Collection by Hilton
- Best Western River North Hotel