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 Route 66: Classic Trail

(Previously Route 66: Tourist Trail)

16 day trip driving Route 66 and visiting the Grand Canyon and Las Vegas

Drive the Main Street of America all the way from Chicago to Los Angeles. This self drive road trip will take you along Route 66 through 9 US states and includes cities such as St Louis, Oklahoma City and Amarillo with side trips to the amazing Grand Canyon and then Las Vegas for two nights before heading to Santa Monica Pier in Los Angeles.

All our road trips can be shortened or extra nights added or modified with upgraded hotels, car etc. We love building tailor made trips!

Includes flights from UK, car hire and accommodation
Fly into Chicago and out of Los Angeles
You’ll drive approximately 2450 miles in total
 Includes St Louis, Oklahoma City, Grand Canyon & Las Vegas
Your trip can be tailored to suit your needs. Extra days can easily be added or we can shorten the trip if preferred
Your full road trip pack and itinerary will be sent to you
Your entire package is ATOL protected
route 66 map

Your Itinerary

route 66 chicago

Days 1 & 2:
Chicago (2 nights)

Arrive in the Windy City, pick up your hire car and spend your first two nights in Chicago. Our recommendations include the Willis Tower, the second tallest building in the USA and the “magnificent mile”.

Collect
Car

Chicago,
IL

4 Star
Hotel

il%20springfield%20lincolns%20home

Day 3:
Springfield, Illinois

Today you’ll begin your “Mother Road” adventure. Retrace old 66 through Illinois to the State Capital, Springfield. This city is famously associated with Abraham Lincoln who lived here and is buried in Oak Ridge Cemetery

200
miles

Springfield,
IL

3 Star
Hotel

il%20springfield%20lincolns%20home

Day 4:
St Louis

There's just 100 miles to drive to St Louis, known as the Gateway to the West. You’ll be able to drive a short section of the original brick road in Auburn, Illinois before walking the “Chain of Rocks” bridge, opened in 1929 to take traffic over the Mississippi River.

100
miles

St Louis,
MO

3 Star
Hotel

route 66 springfield

Day 5:
Springfield, Missouri

You’re heading through the Ozark Mountains today towards Springfield in Missouri where, in 1926 a road linking Chicago and Los Angeles was agreed. Originally planned as Route 60, but was finally designated as Route 66. Springfield is known as the birthplace of Route 66

215
miles

Springfield,
MO

Historic
Hotel

route 66 oklahoma

Day 6:
Oklahoma

There's three US states to drive through today! Leaving Missouri, there is just 13 miles of Route 66 in Kansas before arriving in Oklahoma. You’ll also drive the famous 9 foot wide “sidewalk highway” section of 66

295
miles

Oklahoma City, OK

3 Star
Hotel

route 66 cadillac ranch

Day 7:
Amarillo, Texas

Route 66 cuts through the Texas panhandle - On the list of must-see places today is the Provine Service Station, Route 66 Museum in Clinton, U-Drop Inn and of course the Cadillac Ranch in Amarillo

260
miles

Amarillo, 
TX

Historic
Hotel

route 66 blue swallow

Day 8:
Santa Fe

Adrian, Texas is the midway point of Route 66 - a great photo opportunity. You’ll pass the ghost town of Glenrio on the Texas and New Mexico border before Tucumcari which has a real 1950s feel to it. Your overnight stop is in Santa Fe, the New Mexico capital.

280
miles

Santa Fe,
NM

Historic
Hotel

route 66 petrified forest

Day 9:
Petrified Forest

Continuing West through New Mexico you’ll pass many vintage motels, especially in Grants and Gallup. Be sure to have your camera handy. As you cross into Arizona you will want to spend an hour or so at the Petrified Forest and Painted Desert before arriving at Holbrook

295
miles

Holbrook,
AZ

Historic
Hotel

route 66 winslow

Day 10:
The Grand Canyon

Highlights today include the Jack Rabbit Trading Post and Standin’ on the Corner in Winslow, famously mentioned in the Eagles song “Take It Easy”. Get an early night, you’ll want to catch sunrise at the Grand Canyon. Conveniently your hotel is only minutes from the South Rim.

170
miles

Grand Canyon, AZ

3 Star
Hotel

route 66 grand canyon

Days 11 & 12:
Las Vegas (2 nights)

Get an early start to catch sunrise at the Grand Canyon before spending a few hours enjoying the breathtaking views. Then you'll drive to Las Vegas via Hoover Dam for two nights. If you don’t fancy Las Vegas, we can easily alter your trip itinerary.

275
miles

Las Vegas,
NV

4 Star
Hotel

route 66 las vegas

Days 13 & 14:
Santa Monica (2 nights)

You’ll leave the huge resorts and neons in your rear view mirror and begin your final run to Santa Monica Pier today. You will pass through some great Route 66 towns such as Barstow and Victorville before arriving in LA and the end of your epic Route 66 road trip.

270
miles

Los Angeles,
CA

3 Star
Hotel

route 66 santa monica

Days 15 & 16:
LA & Fly Home

Make the most of your final morning in Los Angeles today. Perhaps you’d like to see the famous Hollywood sign or walk down Rodeo Drive. This evening you’ll catch your overnight flight back to the UK.

Return
Car

Fly
Home

santa fe route 66
Extra Night in Santa Fe

You’ll stay in Santa Fe on our standard itinerary, but we definately recommend an extra day here.

monument valley route 66
Monument Valley, UT

When you are at the Grand Canyon, you are so close to Monument Valley that we definately recommend adding an extra day to visit. You’ll see the famous view used for countless western films. Make sure you arrive in plenty of time for the sunset, it’s astonishing!

california route 66
Pacific Coast Highway

Take a drive up Highway 1, known as the Pacific Coast Highway. If you fancy driving as far as San Francisco, take a look at our Route 66+1 road trip

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atol protected
travel vault
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british airways

All per person prices (pp) shown on this website are based on two adults sharing. Where hotel ratings are shown, these are US ratings, half stars are rounded up to the next full star. RouteTrip USA and RouteTrip are registered trademarks of RouteTrip USA Ltd. *T&Cs Apply. **Subject to availability. ***On request, subject to availability and refundable deposit required