Historic Route 66 Holidays from £1,218
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- Rest easyPackages with flights are ATOL protected
Your Historic Route 66 Holiday
When adventure calls, answer it with a customised holiday package to Historic Route 66. Wherever it is you're going and whatever your plans are, get set to discover a destination with so much to offer. Why not organise your trip to Historic Route 66 around a few of its most popular cities? Virden, East Gillespie and Gillespie all make great places to start. Whether you're planning to travel on a shoestring or in the lap of luxury, Expedia are here to help you organise your next dream Historic Route 66 holiday.
Top Historic Route 66 Flight + Hotel Deals
Price found within the past 48 hours. Click for updated prices.
Silversmith Hotel Chicago Downtown
Downtown Chicago
£2,072
per person
9 Oct - 15 Oct
found 14 hours ago
Return flight included
London (LHR) to Chicago (ORD)
9.4/10 Exceptional! (2,311 reviews)
I cannot prise Beverly at the front desk enough, she is so helpful and knowledgeable.
Rooms good size. Great base to explore the city.
Breakfasts were lovely and staff attentive.
Reviewed on 6 Aug 2026
Historic Route 66 Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
Top Sights | Arcadia Lake and Flagstaff Convention and Visitors Bureau |
Top hotels in Historic Route 66
Ramada by Wyndham Williams/Grand Canyon Area
950 N Grand Canyon Blvd Williams AZ
Fully refundableReserve now, pay when you stay
£51
13 Aug - 14 Aug
includes taxes & fees
7.8/10 Good! (1,005 reviews)
"The beds were comfortable and room was clean pool area also great. Loved the big parking lot to park our truck that was pulling a trailer"
Reviewed on 6 Aug 2026
Quality Inn Holbrook near Petrified Forest
2602 Navajo Blvd Holbrook AZ
Fully refundableReserve now, pay when you stay
£71
6 Sept - 7 Sept
includes taxes & fees
8.8/10 Excellent! (779 reviews)
"Clean room decent breakfast would stay again if in the area"
Reviewed on 6 Aug 2026
Days Inn by Wyndham St. Robert Waynesville/Ft. Leonard Wood
14125 Hwy Z, I-44 and Hwy 28 Exit 163 St. Robert MO
Fully refundableReserve now, pay when you stay
£52
5 Sept - 6 Sept
includes taxes & fees
8.6/10 Excellent! (734 reviews)
"Missed not having a complimentary breakfast"
Reviewed on 6 Aug 2026
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.
Frequently asked questions
How much does a Historic Route 66 travel package cost?
Be ready to book, because a getaway to Historic Route 66 starts from just £1,218. When you combine your hotels, flights and car rentals into a package, you'll enjoy the lowest prices.
If I'm not able to travel, can I cancel my Historic Route 66 travel package?
Don't worry if you're rethinking your Historic Route 66 travel package — you can cancel or change your booking. And if you've booked it within 24 hours, you may be able to do it at no cost. However, bookings made more than 24 hours ago may incur charges from your hotel, airline or car rental company. We know life can sometimes throw a spanner in the works, so make your way to our Customer Service Portal if that happens. When you're ready to make changes, we're ready to help.
How do I get a cheap travel package to Historic Route 66?
Book everything in one place with our Historic Route 66 travel packages. We have incredible bargains on hotels, flights and more that'll keep your wallet happy and adventurous side satisfied. And, with more than 550 air carriers and 1,000,000 properties all over the world to select from, you'll have the flexibility to mix and match as you please.
Does Expedia offer Book Now, Pay Later Historic Route 66 holidays?
We do. Expedia has teamed up with online lender Klarna to help you conveniently pay for your holiday in manageable instalments. Simply pick the payment plan that suits you best during checkout and take away the stress of budgeting for your trip. Don't forget to bundle your flights, hotel and car hire with Expedia to get the biggest bang for your travel buck. Consider these flexible payment options below:
- Pay monthly holidays: If paying bite-sized amounts each month is what works best for you, Klarna offers just that! Paying in convenient monthly instalments will make your holiday dreams come true.
- Pay in instalments holidays: Like the idea of paying off your holiday in multiple transactions? Consider this Book Now, Pay Later option with Klarna.
- Low deposit holidays: When you want to grab an awesome deal but don't have the full amount yet, Klarna's low deposit holiday plan will help you secure your getaway.
How far in advance should I book my Historic Route 66 holiday?
While prices do change, we generally advise reserving your seat as soon as possible. Many international airfares become available on Expedia up to 12 months in advance. If you're booking late, you may still get lucky. Cheaper tickets to Historic Route 66 sometimes emerge only weeks before departure.
What does an Expedia Historic Route 66 travel package include?
With Expedia, you can select a combination of hotels, flights and car rentals to build your perfect Historic Route 66 package. Once you've made your booking, you can add on fun stuff like tours and experiences. Remember — the more you bundle, the more deals you'll score!
What should I know before booking a Historic Route 66 travel package?
Locking in all the parts of your holiday together is a simple way to save. Combine your car rentals, flights and hotels into a neat little package. But it's not just hotels. Expedia features all sorts of properties, including holiday rentals such as beach villas and city residences. The list goes on!
Can I choose my airline with a Historic Route 66 Expedia travel package?
You can, and with over 550 airlines to choose from around the world, you're spoiled for choice. Have a look through the available options and find out which airline best fits your needs and budget.
Explore a world of travel with Expedia
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Flight-inclusive packages are ATOL protected.
