
Deals on vacations and trips to Historic Route 66
Save when you book Historic Route 66 package deals

Historic Route 66 flight + hotel vacation packages
Price found within the past 48 hours. Click for updated prices.

Westgate Branson Woods Resort and Cabins
Shepherd of the Hills
Price was $687, price is now $415 per person
$415
per person
Mar 4 - Mar 8
found 16 hours ago
Roundtrip non-stop flight included
Minneapolis (MSP) to Springfield (SGF)
This smoke-free resort features 2 outdoor pools, an indoor pool, and a restaurant. There's fun for all ages with a playground and an arcade/game room, and families will appreciate the onsite laundry facilities. Enjoy the gym and perks like free self parking and free WiFi.

The Wildwood Hotel
Save 100% on your flight
Price was $999, price is now $623 per person
$623
per person
Apr 1 - Apr 5
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to St. Louis (STL)
This hotel features an indoor pool and a gym. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Enjoy the hot tub and free perks like continental breakfast and free self parking.

Hotel Riu Plaza Chicago
Downtown Chicago
Save 100% on your flight
Price was $791, price is now $504 per person
$504
per person
Apr 3 - Apr 6
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Chicago (ORD)
This hotel features 2 bars/lounges and a 24-hour gym. Business travelers can take advantage of the free WiFi in public areas. Enjoy a meal from the restaurant and free buffet breakfast each morning.

Rosewood Inn of the Anasazi
Downtown Santa Fe
Save 100% on your flight
Price was $1,296, price is now $888 per person
$888
per person
Mar 8 - Mar 11
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Albuquerque (ABQ)
This hotel features a restaurant, a gym, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and airport shuttle. Valet parking, a coffee shop, and a garden are also offered.

Hilton Chicago
Downtown Chicago
Save 100% on your flight
Price was $987, price is now $679 per person
$679
per person
Apr 19 - Apr 23
found 12 hours ago
Roundtrip non-stop flight included
Dallas (DAL) to Chicago (ORD)
This smoke-free hotel includes 2 restaurants, an indoor pool, and a gym. Traveling on business? Take advantage of the business center, free WiFi in public areas, and valet parking. You'll appreciate the hot tub, bar/lounge, and snack bar/deli.
Top Historic Route 66 hotels deals

Congress Plaza Hotel
520 South Michigan Avenue Chicago IL
Free Cancellation
Reserve now, pay when you stay
$89 nightly
The price is $104 total per night
$104 total
Jan 31 - Feb 1
Total with taxes and fees
This smoke-free hotel's 2 restaurants, 2 bars/lounges, and gym are some of the featured amenities. Traveling on business? Take advantage of the business center and free WiFi in public areas. Self parking, a coffee shop, and a hair salon are also offered.
Free WiFi
Restaurant

Embassy Suites by Hilton Chicago Downtown River North
600 N State St Chicago IL
Free Cancellation
Reserve now, pay when you stay
$106 nightly
The price is $124 total per night
$124 total
Feb 5 - Feb 6
Total with taxes and fees
This hotel features a restaurant, an indoor pool, and a bar/lounge. Enjoy the gym and free full breakfast each morning. Valet parking, a business center, and a grocery/convenience store are also offered.
Pool
Breakfast included

Hotel Riu Plaza Chicago
150 East Ontario Street Chicago IL
Free Cancellation
Reserve now, pay when you stay
$133 nightly
The price is $156 total per night
$156 total
Feb 11 - Feb 12
Total with taxes and fees
This hotel features 2 bars/lounges and a 24-hour gym. Business travelers can take advantage of the free WiFi in public areas. Enjoy a meal from the restaurant and free buffet breakfast each morning.
Breakfast included
Free WiFi

Hilton Chicago
720 S Michigan Ave Chicago IL
Free Cancellation
Reserve now, pay when you stay
$155 nightly
The price is $182 total per night
$182 total
Feb 1 - Feb 2
Total with taxes and fees
This smoke-free hotel includes 2 restaurants, an indoor pool, and a gym. Traveling on business? Take advantage of the business center, free WiFi in public areas, and valet parking. You'll appreciate the hot tub, bar/lounge, and snack bar/deli.
Pool
Hot Tub

DoubleTree by Hilton Chicago - Magnificent Mile
300 E Ohio St Chicago IL
Free Cancellation
Reserve now, pay when you stay
$85 nightly
The price is $100 total per night
$100 total
Feb 1 - Feb 2
Total with taxes and fees
This hotel features a restaurant, an outdoor pool, and a bar/lounge. Traveling on business? Take advantage of the business center and free WiFi in public areas. You'll appreciate the gym, poolside bar, and concierge services.
Pool
Pet friendly

The Royal Sonesta Chicago Downtown
71 E Wacker Dr Chicago IL
Free Cancellation
Reserve now, pay when you stay
$161 nightly
The price is $189 total per night
$189 total
Feb 5 - Feb 6
Total with taxes and fees
This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Traveling on business? Take advantage of the business center, conference space, and valet parking. WiFi in public areas, luggage storage, and concierge services are also on offer.
Pet friendly
Free WiFi
Don't see what you're looking for?
See all available properties in Historic Route 66
View all propertiesLowest 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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