Remove Ads

llawsq Route 66 Road Trip

The ultimate guide to seeing the best of Route 66 in one week.

  • 46
  • 36:39
  • 2,229 mi
  • $545
Take This Trip

Created by llawsq - January 2nd 2021

Route 66, and its 2,500 miles, is known affectionately as "The Mother Road." It's the quintessential cross-country road trip experience. From Chicago through the beating heart of America and down to Los Angeles, the route officially ends at the Santa Monica Pier. The road reached peak popularity in the late 40's and early 50's before being officially removed from the US Highway System in 1985. After a few years, travelers from America and beyond started feeling tinges of nostalgia, and by the end of the 1980's it was fast becoming one of the most popular road trip routes once more.

Photo of Route 66 Starts Here Sign
3.4

65 E Adams St, Chicago, IL, US

Route 66 Starts Here Sign

1
193mi 03h 13m

110 Villa Pkwy, Sherman, IL, US

Ray's Route 66 Family Diner

1
Photo of Gateway Arch National Park
4.5

11 North 4th Street, St. Louis, MO, US

Gateway Arch National Park

Photo of The Funk Yard On Route 66
4.0

14400 Highway Z, St. Robert, MO, US

The Funk Yard On Route 66

2
269mi 04h 09m
Photo of Route 66 Museum
4.0

915 South Jefferson Ave., Lebanon, MO, US

Route 66 Museum

2
Photo of Stand on Three States: Kansas, Missouri, Oklahoma
3.4

1183 S E 118th St, Joplin, MO, US

Stand on Three States: Kansas, Missouri, Oklahoma

3
216mi 03h 15m
Photo of Blue Whale of Catoosa
4.1

2680 N Highway 66, Catoosa, OK, US

Blue Whale of Catoosa

3

One of the most popular roadside attractions along Route 66 is the Blue Whale of Catoosa, built by Hugh Davis in the early 1970s. He built the massive blue whale as a surprise anniversary gift for his wife Zelta, who loved whales and collected whale figurines. The whale has certainly seen better days, but it's a very cool stop. Take time to wander around the abandoned ruins of this famed roadside wonder, and have a picnic at one of the picnic tables. If you're lucky, the tamale wagon will be open and you can grab a tasty snack.

13 Sahoma Lake Rd, Sapulpa, OK, US

Heart of Route 66 Auto Museum

4
65mi 01h 03m

114 W Main St, Stroud, OK, US

Rock Cafe

4

The historic Rock Cafe in Stroud is another iconic Route 66 stop. It also has a deep connection to the movie "Cars" and it was also featured on the show "Diners, Drive-Ins, and Dives." It's famous for its mouthwateringly golden-brown chicken-fried steak, and if you're in the mood for something sweet, try their Diet Doctor Pepper float.

Photo of Lucille's Famous Rt. 66 Gas Station
3.6

Old Route 66, Hydro, OK, US

Lucille's Famous Rt. 66 Gas Station

Also, get a photo in front of Lucille's Famous Rt. 66 Gas Station in Hydro, OK. This historic two-story gas station was built by Carl Ditmore in 1929 in a very rural area... in fact the area is still very rural, but there's a nearby stream where locals go to find fossils and arrowheads.

5
145mi 02h 12m

2229 W Gary Blvd, Clinton, OK, US

Oklahoma Route 66 Museum

5
Photo of Tower Conoco Station & U-Drop Inn
4.8

1242 N Main St, Shamrock, TX, US

Tower Conoco Station & U-Drop Inn

6
99mi 01h 32m
Photo of Phillips 66 on the Route
3.4

219 Gray St, McLean, TX, US

Phillips 66 on the Route

6

Another great little Texas town to visit is McLean. Here you can stop at the Phillips 66 on the Route, a vintage 1928 gas service station that was designed in what was known as "Cottage Fashion," because it resembled a little country cottage. Adorable!

I-40 Route 66, Groom, TX, US

Britten Leaning Water Tower

7
67mi 01h 01m

7701 I-40 East, Amarillo, TX, US

The Big Texan Steak Ranch

7

No Route 66 trip through Texas would be complete without a big Texan-style meal. Do yourself a favor and head to The Big Texan Steak Ranch. It's a Route 66 legend with its 72oz steak challenge, which began way back in 1962. Just a couple years after owner Bob Lee opened the doors he noticed the influx of hungry cowboys on their paydays looking to down some hearty steaks. One Friday in 1962 he set up an eating contest to see who could eat the most one-pound steaks in an hour. After one cowboy downed 72oz worth of steak (along with a salad, a shrimp cocktail, and a baked potato) Lee declared that anyone who could eat that much steak in an hour gets it for free... and so a legend was born.

Photo of Second Amendment Cowboy
4.2

2601 Hope Road, Amarillo, TX, US

Second Amendment Cowboy

Photo of Cadillac Ranch
4.0

12601 W Interstate 40, Amarillo, TX, US

Cadillac Ranch

8
52mi 00h 50m

305 W Historic Rt 66, Adrian, TX, US

MidPoint Cafe

8

Once you reach Adrian, Texas, pat yourself on the back: you've made it to the middle of Route 66! You'll know you've arrived once you see the MidPoint Cafe, a vintage-style roadside diner, with lots of photo-ops to commemorate your journey down the Mother Road.

924 E Tucumcari Blvd, Tucumcari, NM, US

Tee Pee Curios

In fact, you should plan on spending at least a whole day in Tucumcari. The entire town feels like you've stepped back in time. The people are salt-of-the-earth, friendly and passionate. They believe in Tucumcari and are fighting for it, so this great Route 66 town doesn't go the way of so many others in the wake of the highway system. Tucumcari is also home to the Tee Pee Curios, a quirky little gift shop. Or you can hit up the Sand Hills Curiosity Shop for some great taxidermy and other antiques.

Best time of year to travel along Route 66: The best time to road trip down Route 66 is between late April and early July, as well as late August through late October. The worst times to visit would be July and August, this is when the temperature is sweltering and all the kids are out of school, which means you'll come across some crowds along the route. In addition, July and August is considered high season, so you're going to be paying higher rates for lodging.