Historic Route 66 Kid friendly Holidays
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to £750 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPackages with flights are ATOL protected
Top Kid friendly holiday packages in Historic Route 66
- Hotel Riu Plaza Chicago
27 Oct - 2 NovHotel Riu Plaza Chicago + Flight
Downtown Chicago6 nights4.0 star property9.4/10 - Exceptional (4,941 reviews)"The property was very nice. But for the price I paid there must be more. Front desk both checking in and out were just not friendly or appeared to be happy to be working. Maid service knocked on my door one hour after I had arrived just getting out of shower. And then again before my scheduled check out before I left the next day. I paid to extend my trip 2 hours after checkout so I could nap before my travel - - not only did"Reviewed August 6, 2026Return • London (LON) - Chicago (ORD)LHR - ORD • Direct ORD - LHR • 1 stop£1,789£1,218found 1 day agoper traveller - Four Seasons Hotel Chicago
9 Oct - 15 OctFour Seasons Hotel Chicago + Flight
Downtown Chicago6 nights5.0 star property9.4/10 - Exceptional (1,006 reviews)Return • London (LHR) - Chicago (ORD)LHR - ORD • Direct ORD - LHR • 1 stop - Level Chicago Fulton Market
27 Oct - 2 NovLevel Chicago Fulton Market + Flight
Downtown Chicago6 nights4.0 star property9.2/10 - Wonderful (546 reviews)"Great staff, great place!"Reviewed August 5, 2026Return • London (LON) - Chicago (ORD)LHR - ORD • Direct ORD - LHR • 1 stop£1,959£1,324found 1 day agoper traveller - Sable at Navy Pier Chicago, Curio Collection by Hilton
9 Oct - 15 OctSable at Navy Pier Chicago, Curio Collection by Hilton + Flight
Downtown Chicago6 nights4.0 star property9.4/10 - Exceptional (2,643 reviews)"Great rescpatio "Reviewed August 5, 2026Return • London (LHR) - Chicago (ORD)LHR - ORD • Direct ORD - LHR • 1 stop - Silversmith Hotel Chicago Downtown
9 Oct - 15 OctSilversmith Hotel Chicago Downtown + Flight
Downtown Chicago6 nights4.0 star property9.4/10 - Exceptional (2,315 reviews)Return • London (LHR) - Chicago (ORD)LHR - ORD • Direct ORD - LHR • 1 stop
Top Kid friendly Historic Route 66 Hotels
Quality Inn Holbrook near Petrified Forest
Quality Inn Holbrook near Petrified Forest"Older hotel but flooring was new LVP. Ice machine near front was convenient. Front desk--at check in and check out/breakfast were pleasant."
Ramada by Wyndham Williams/Grand Canyon Area
Ramada by Wyndham Williams/Grand Canyon Area"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"
Americas Best Value Inn & Suites Flagstaff
Americas Best Value Inn & Suites Flagstaff"Good"
FAQs: family holidays in Historic Route 66
How can I find the best family-friendly holidays in Historic Route 66?
At Expedia, it’s super-easy to find family-friendly holidays in Historic Route 66 in our vast inventory. Use our handy filters to find hotels and resorts with the best reviews, most amenities and lowest price tags. You can also hunt out great flights and smashing deals on car hire, so you can book the whole shebang in one place.
Are there any cheap Historic Route 66 family holidays?
Avoid forking out for multiple hotel rooms by booking a villa or apartment with a kitchen and give your brood plenty of space and all the meals they love at a fraction of the cost. Find the most affordable family holidays by filtering your search by price. Generally, Historic Route 66 family getaways start at £1,218. Prices and availability are subject to change and additional terms may apply.
Can I book an all-inclusive Historic Route 66 family holiday package?
All-inclusive holidays can keep the costs down when you’re travelling as a family. Think unlimited mocktails for the little'uns and double doses of gin for the bigguns. Use our all-inclusive filter to see what’s available in Historic Route 66 and book the whole package in just a few clicks.
How can I book the best family activity holiday in Historic Route 66?
Family holidays are all about spending quality time together, laughing, playing and bonding as you try new things. Pack your trip full of family activities they’ll love and make memories that’ll last a lifetime.
Can I find luxury family holidays in Historic Route 66?
To treat the kids to a luxury holiday they’ll never forget, take a look at the most indulgent hotels and resorts in Historic Route 66 by using our 5-star filter. To really travel in style, use the first-class filter to find the best flights, too.
How can I search for Historic Route 66 family holiday deals?
Start by entering your dates, then use the family-friendly filter to narrow down your search to show the best available Historic Route 66 family holiday deals. If your travel dates are flexible, play around to see if you can find cheaper options or more availability at different times.
Can I book a Historic Route 66 family vacation package with free cancellation and/or flexible dates?
Plans change, so booking a family holiday with free cancellation is a great way to ensure you don’t lose out if they do. Use the fully refundable and reserve now pay later filters to find flexibility. Make sure you always check terms and conditions, too.
Why should I book my Historic Route 66 family trip with Expedia?
Forget family fights and start thinking about family flights. Our huge selection of easy to browse family-friendly holidays means you can find and book your dream family trip to Historic Route 66 in no time.