6 Must-See Roadside Attractions Along Route 66

Take a ride on Route 66 and discover these 6 must-see attractions.

Route 66 image painted on a road.

With summer now officially in full force, I can’t help but fantasize about all the summer road trips I’d like to take. And what evokes the great American road trip more than Route 66? Connecting Chicago to Los Angeles, this 2,400-mile stretch of road has captivated the imagination and incited wanderlust since its completion in 1937.

Although Route 66 was officially decommissioned in 1985, we can still get our kicks and see the vintage vestiges of America’s most famous highway.

6 Must-See Route 66 Attractions

If you’re making the cross-country road trip this year, do it like the old-timers by heading east to west. And, of course, check out these 6 must-see attractions along the way.

1. Grant Park — Chicago, Illinois

Route 66 officially begins right at the entrance of Grant Park. Aside from being the starting point of “The Main Street of America,” Grant Park also hosted the 1893 World’s Fair — where Cracker Jack made its sweet debut and Pabst won its iconic blue ribbon.

What to look for: the “End Historic Route 66” sign.

Where to find it: intersection of Jackson Boulevard and Michigan Avenue, Chicago, Illinois

2. 66 Drive-In — Carthage, Missouri

On such a long journey, you’re going to need some entertainment along the way. Why not stop at one of the few remaining drive-in theaters and catch a flick or 2 (the second movie is free)? A lot has changed since the theater opened in 1949, including the death of the drive-in, but you can watch movies the way road-weary travelers did.

What to look for: the original neon sign, playground, and Art Deco concession stand and ticket booth.

Where to find it: 17231 Old Route 66 Boulevard, Carthage (Brooklyn Heights), Missouri.

3. Milk Bottle Grocery — Oklahoma City, Oklahoma

Route 66 is known for kitsch. And a giant milk bottle crowning a tiny, triangular building spells kitsch like no other. The eponymous grocery store is gone, but in its place is Saigon Baguette. If the sight of all that milk leaves you craving refreshments, stop in for a banh mi (Vietnamese sandwich) and iced coffee.

What to look for: It’s a giant milk bottle. How can you miss it?

Where to find it: 2426 North Classen Boulevard, Oklahoma City, Oklahoma.

4. Cadillac Ranch — Amarillo, Texas

Originally commissioned by Stanley Marsh 3 as an art installation in 1973, Cadillac Ranch is just weird enough to make it one of the most popular tourist attractions along Route 66. After all, where else are you going to find 10 graffitied Cadillacs buried nose-down in the ground?

What to bring: spray paint! Cadillac Ranch is one of the few places where you can release your inner artiste and graffiti to your heart’s content.

Where to find it: along I-40 (old Route 66), just outside Amarillo.

5. Wigwam Village Motel #6 — Holbrook, Arizona

Teepees made of concrete and steel … that you can sleep in! Sure, you could find bigger hotels, but you can’t beat the vintage vibe and the bragging rights. I mean, “have you slept in a wigwam lately?”

What to look for: original handmade hickory furniture, classic cars, and Route 66 memorabilia.

Where to find it: 811 West Hopi Drive, Holbrook, Arizona.

6. Santa Monica Pier — Santa Monica, California

Where Route 66 ends is continually debated. For some, it’s at the intersection of Olympic Boulevard and Lincoln Boulevard. For others, it’s at Santa Monica Boulevard and Ocean Avenue. Regardless of who’s right, Santa Monica Pier has been the de facto end of Route 66. In 2009, it became the official one.

And why not? Where else can you go after you reach land’s end?

What to look for: the historic carousel and hippodrome, Ferris wheel, street performers, and of course, the “end of the trail” sign.

Where to find it: 200 Santa Monica Pier, Santa Monica, California.

Road-tripping on Route 66

If you’ve road-tripped on Route 66, share your favorite roadside attractions right here. We’re always happy to discover new places and come along for a virtual ride.

Related links

The history of the highway

6 Responses to “6 Must-See Roadside Attractions Along Route 66”

  1. Avatar for Anne Le Tran
    June 24, 2013 #

    These are some of the great attractions on Route 66! If you are looking for a more complete list check us out at http://www.Highway-route66.com.

  2. Avatar for Anne Le Tran
    Linda M
    June 26, 2013 #

    The Roadkill Cafe on Route 66 in Seligman, AZ is a bit of a hoot with the tagline: "You kill it, we grill it!" Not a road stop for the squeamish. http://route66seligmanarizona.com/The_Roadkill_Cafe.php

    The "living ghost town" of Oatman lies tucked away in the scenic hills of Arizona along a particularly twisty section of the old Route 66. One of its current charms? Wild burros roam the streets — descendents from miners' pack animals from Oatman's gold mining days. The Oatman Hotel has been an attraction for Hollywood fans ever since Clark Gable and Carole Lombard spent part of their honeymoon there. If you're around Oatman next week, you'll have the chance to witness the famous Oatman July 4th Sidewalk Egg Frying Contest. http://en.wikipedia.org/wiki/Oatman,_Arizona

    • Avatar for Anne Le Tran
      jaylon willion
      March 23, 2014 #

      Visit "roadkill" but eat at Westside Lilo's. NEVER eat where the tour buses stop. Driver gets the best in the house free. Eat where the dented pickups are parked. We use'ta fly a hunnerd miles and walk the last 1 to eat at Lilos's

  3. Avatar for Anne Le Tran
    mamie otwell
    March 1, 2014 #

    All of the new upscale things in OKC and you chose the giant Milkbottle.Really?

    • Avatar for Anne Le Tran
      jaylon willion
      March 23, 2014 #

      You misse the point of the article? "New" and "upscale" are DISqualifiers!

  4. Avatar for Anne Le Tran
    Verta Bray
    August 5, 2014 #

    Incidently, Stanley Marsh never intended the Cadillac Ranch cars to be covered in graffiti…..

Leave a Reply

Leave your opinion here. Please be nice. Your email address will be kept private.