A mural on a building with a man holding a machine and a sign that says "THIS LAND IS YOUR LAND".

Find luxury hotels in Historic Route 66

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Save instantly and earn perks with One Key
  • Be picky

    Search almost a million properties worldwide

Check availability on Historic Route 66 Luxury Hotels

Our top choices for Historic Route 66 luxury hotels

1. Swissotel - Chicago

Swissotel - Chicago
4.5 star property
Downtown Chicago
9.0 out of 10, Wonderful, (3,589 reviews)
The price is £139
includes taxes & fees
13 Dec - 14 Dec
Swissotel - Chicago

2. L7 CHICAGO by LOTTE HOTELS

L7 CHICAGO by LOTTE HOTELS
4.5 star property
Downtown Chicago
9.6 out of 10, Exceptional, (5,250 reviews)
The price is £117
includes taxes & fees
16 Dec - 17 Dec
L7 CHICAGO by LOTTE HOTELS

3. The Godfrey Hotel Chicago

The Godfrey Hotel Chicago
4.5 star property
Downtown Chicago
8.8 out of 10, Excellent, (2,601 reviews)
  • cleanliness
    City centre Chicago luxury with rooftop terrace, spa treatments, and stylish dining for discerning travellers.
The price is £111
includes taxes & fees
16 Dec - 17 Dec
The Godfrey Hotel Chicago

4. LondonHouse Chicago, Curio Collection by Hilton

LondonHouse Chicago, Curio Collection by Hilton
4.5 star property
Downtown Chicago
9.4 out of 10, Exceptional, (3,903 reviews)
  • cleanliness
    Unwind in city centre Chicago's LondonHouse with rejuvenating spa treatments and riverfront luxury.
The price is £152
includes taxes & fees
22 Nov - 23 Nov
LondonHouse Chicago, Curio Collection by Hilton

5. Thompson Chicago, by Hyatt

Thompson Chicago, by Hyatt
4.5 star property
Downtown Chicago
9.2 out of 10, Wonderful, (1,440 reviews)
  • cleanliness
    Lavish city centre retreat offers pillowtop beds, rainfall showers, and two stylish bars in Chicago's heart.
The price is £137
includes taxes & fees
14 Dec - 15 Dec
Thompson Chicago, by Hyatt

6. Hotel 505 River North

Hotel 505 River North
4.5 star property
Downtown Chicago
9.2 out of 10, Wonderful, (3,026 reviews)
  • cleanliness
    Luxury boutique indulgence meets Chicago vibrancy at this River North hotel with indoor pool and restaurant.
The price is £134
includes taxes & fees
16 Dec - 17 Dec
Hotel 505 River North

7. Ivy Boutique Hotel

Ivy Boutique Hotel
4.5 star property
Downtown Chicago
8.8 out of 10, Excellent, (1,507 reviews)
  • cleanliness
    City centre Chicago luxury with pillowtop beds, designer bathrooms, and sophisticated ambiance just steps from Millennium Park.
The price is £85
includes taxes & fees
25 Nov - 26 Nov
Ivy Boutique Hotel

8. Hyatt Regency Tamaya Resort & Spa

Hyatt Regency Tamaya Resort & Spa
4.0 star property
Santa Ana Pueblo
9.2 out of 10, Wonderful, (1,002 reviews)
  • cleanliness
    Riverside retreat offers pillowtop beds, spa services, 3 dining options, and poolside luxury amid mountains.
The price is £200
includes taxes & fees
7 Dec - 8 Dec
Hyatt Regency Tamaya Resort & Spa

9. The Westin Michigan Avenue Chicago

The Westin Michigan Avenue Chicago
4.5 star property
Downtown Chicago
8.8 out of 10, Excellent, (1,225 reviews)
  • cleanliness
    Indulgent spa retreats and upscale comforts define this luxury Michigan Avenue hotel.
The price is £130
includes taxes & fees
22 Nov - 23 Nov
The Westin Michigan Avenue Chicago

10. Radisson Blu Aqua Hotel Chicago

Radisson Blu Aqua Hotel Chicago
4.5 star property
Downtown Chicago
8.6 out of 10, Excellent, (2,184 reviews)
  • cleanliness
    Indulgent city retreat offers a seasonal outdoor pool, indoor spa sanctuary, and breathtaking skyline views in city centre Chicago.
The price is £173
includes taxes & fees
13 Dec - 14 Dec
Radisson Blu Aqua Hotel Chicago
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.

Find out more about Historic Route 66

Historic Route 66 and its attractions for luxury travelers

Travellers seeking a luxurious experience along Historic Route 66 will find a wealth of unique attractions and activities to indulge in. Begin your journey with a visit to charming vintage diners and cafes, where you can savor gourmet twists on classic American fare while soaking in the nostalgic atmosphere that defines this iconic route. For art enthusiasts, the region boasts vibrant galleries showcasing local talent, allowing you to explore contemporary interpretations of Route 66's rich history. Don't miss the chance to visit vintage roadside attractions, where quirky architecture and whimsical displays provide perfect photo opportunities and a taste of Americana. For a taste of the outdoors, scenic drives reveal stunning landscapes, offering breathtaking vistas that make for unforgettable moments and ideal backdrops for a leisurely picnic. Finally, unwind at upscale boutiques that offer one-of-a-kind souvenirs and artisanal products, ensuring you leave with a piece of Route 66 to remember your adventure by. After a day filled with exploration, luxurious accommodations await, providing the attentive service and comfort you deserve.

Top Historic Route 66 Hotel Reviews

Explore a world of travel with Expedia