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.
Hotel Riu Plaza Chicago
Downtown Chicago
Price was $413, price is now $243 per person
$243
per person
Jan 19 - Jan 22
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.
Sheraton Grand Chicago Riverwalk
Downtown Chicago
Save 100% on your flight
Price was $1,186, price is now $567 per person
$567
per person
Dec 19 - Dec 22
found 1 day ago
Roundtrip flight included
Dallas (DAL) to Chicago (ORD)
This smoke-free hotel includes 3 restaurants, an indoor pool, and a 24-hour gym. Traveling on business? Take advantage of the business center and free WiFi in public areas. Self parking, a coffee shop, and a terrace are also offered.
Holiday Inn Club Vacations at Lake Geneva Resort by IHG
Save 100% on your flight
Price was $644, price is now $394 per person
$394
per person
Dec 30 - Jan 4
found 16 hours ago
Roundtrip flight included
Minneapolis (MSP) to Chicago (ORD)
This smoke-free resort features a golf course, a full-service spa, and a water park. There's fun for all ages with mini golf and a children's pool, and families will appreciate the onsite laundry facilities. Enjoy a meal in one of the 4 restaurants and free perks like free self parking and an area shuttle.
Harrah's Joliet Hotel & Casino - A Caesars Rewards Destination
Price was $1,110, price is now $685 per person
$685
per person
Dec 16 - Dec 23
found 18 hours ago
Roundtrip flight included
Dallas (DFW) to Chicago (ORD)
This hotel features 3 restaurants, a bar/lounge, and a gym. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. A coffee shop, express check-out, and luggage storage are also on offer.
Level Chicago – Old Town
Downtown Chicago
Price was $953, price is now $599 per person
$599
per person
Dec 23 - Dec 28
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Chicago (ORD)
This aparthotel features a 24-hour gym and a seasonal outdoor pool. There's fun for all ages with a playground and an arcade/game room, and barbecue grills are available on site. Enjoy the a rooftop terrace and perks like free WiFi.
Top Historic Route 66 hotels deals
Ramada by Wyndham Williams/Grand Canyon Area
950 N Grand Canyon Blvd Williams AZ
Free Cancellation
Reserve now, pay when you stay
$59 nightly
The price is $70 total per night
$70 total
Nov 9 - Nov 10
Total with taxes and fees
This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Enjoy the 24-hour gym and perks like free self parking.
Pool
Hot Tub
The L Motel - Downtown Flagstaff
121 S. Milton Rd Flagstaff AZ
Free Cancellation
Reserve now, pay when you stay
$44 nightly
The price is $49 total per night
$49 total
Nov 1 - Nov 2
Total with taxes and fees
This motel doesn't skimp on freebies - guests receive free WiFi and free self parking. Staff at the 24-hour front desk can provide around-the-clock assistance.
Pet friendly
Parking included
Quality Inn Holbrook near Petrified Forest
2602 Navajo Blvd Holbrook AZ
Free Cancellation
Reserve now, pay when you stay
$78 nightly
The price is $91 total per night
$91 total
Nov 29 - Nov 30
Total with taxes and fees
A restaurant and a seasonal outdoor pool are featured at this hotel. Traveling on business? Take advantage of the business center and free WiFi in public areas. Guests will appreciate freebies like buffet breakfast and free self parking.
Pool
Breakfast included
Days Inn by Wyndham St. Robert Waynesville/Ft. Leonard Wood
14125 Hwy Z, I-44 and Hwy 28 Exit 163 St. Robert MO
Free Cancellation
Reserve now, pay when you stay
$64 nightly
The price is $70 total per night
$70 total
Nov 7 - Nov 8
Total with taxes and fees
This motel doesn't skimp on freebies - guests receive free WiFi and free self parking. Business travelers can take advantage of the business center. Express check-out, a computer station, and laundry facilities are also on offer.
Pet friendly
Parking included
Americas Best Value Inn & Suites Flagstaff
1990 E. Route 66 Flagstaff AZ
Free Cancellation
Reserve now, pay when you stay
$79 nightly
The price is $87 total per night
$87 total
Nov 1 - Nov 2
Total with taxes and fees
This motel doesn't skimp on freebies - guests receive free continental breakfast, free WiFi, and free self parking. Business travelers can take advantage of the express check-out. A garden, a picnic area, and luggage storage are also on offer.
Breakfast included
Pet friendly
Dwell Lake Havasu
14215 Oatman Hwy Topock AZ
$220 nightly
The price is $233 total per night
$233 total
Oct 30 - Oct 31
Total with taxes and fees
An outdoor pool, free self parking, and laundry facilities are featured at this cabin. WiFi in public areas is free. A picnic area and barbecue grills are also provided.
Pool
Pet friendly
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.
Photos of local treasures
Browse Historic Route 66 vacation photos for more inspiration
