Remove Ads

A neon-fueled road trip along Route 66's most iconic spots

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

  • 115
  • 64:45
  • 3,394 mi
  • $406
Take This Trip

Created by leslieloowho13 - May 9th 2020

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.

Dell Rhea's Chicken Basket
4.0

645 Joliet Rd (Historic Rt 66), Willowbrook, IL, US

Dell Rhea's Chicken Basket

The Illinois stretch of Route 66 is home to some pretty good eats, especially if you like classic American cuisine. Before you hit the road, visit Dell Rhea's Chicken Basket, just outside Chicago, for some of the best fried chicken you'll ever have. They've been serving the home-cooked goodness since 1946.

1
127mi 02h 02m
Funks Grove Pure Maple Sirup
3.2

5257 Historic U.S. 66, Shirley, IL, US

Funks Grove Pure Maple Sirup

1

For those of you with a sweet tooth, Funks Grove Pure Maple Sirup in Shirley, IL produces over 1,800 gallons of maple syrup using old-fashioned techniques, and it's all bottled in beautiful, vintage-looking bottles.

2
10mi 00h 16m
Route 66 Arcade Museum
4.4

Atlanta, IL, US

Route 66 Arcade Museum

2

The Illinois stretch of Route 66 is also home to loads of great roadside attractions, but none shout "retro-kitsch" louder than the massive muffler men statues! The Gemini Giant in Wilmington and Bunyon With a Hotdog in Atlanta, IL are two of the best for photo-ops of this iconic vestige of Americana. While you're in Atlanta, which is a ridiculously charming little town in Illinois, visit the Route 66 Arcade Museum: it's a fantastic hidden gem that features tons of vintage arcade machines you can play.

3
46mi 00h 49m
Pasfield House Inn
4.4

525 South Pasfield Street, Springfield, IL, US

Pasfield House Inn

3

Illinois is also great for history buffs, as it's home to loads of Abraham Lincoln-inspired attractions, and since the establishment of Route 66, big 'ole statues of "Honest Abe" have been delighting road travelers over the years. For the full Lincoln experience, spend the night at the Pasfield House Inn in Springfield, and just down the road there's the Watermelon Lincoln Monument, and the Railsplitter Covered Wagon in Lincoln.

4
57mi 00h 59m

1107 Historic Old Rte 66, Staunton, IL, US

Henry's Rabbit Ranch

4

If quirky roadside attractions are your thing, then you can't get much better than Henry's Rabbit Ranch in Staunton, where you'll find a whole bunch of VW Rabbits all cut in half and sticking out of the ground, like some weird Stonehenge homage. There's also a gift shop and info center on site, and a few actual bunnies that hang around to meet travelers. It's such a sweet stop to make along the route and has so much to photograph, including massive vintage Route 66 signs and memorabilia.

5
38mi 00h 42m
National Blues Museum
4.4

615 Washington Avenue, St. Louis, MO, US

National Blues Museum

5
6
0mi 00h 04m
City Museum
4.5

750 N 16th St, St. Louis, MO, US

City Museum

6
7
0mi 00h 03m
St. Louis Soldier's Memorial Military Museum
4.0

1315 Chestnut St, St. Louis, MO, US

St. Louis Soldier's Memorial Military Museum

7
8
1mi 00h 07m
International Photography Hall of Fame and Museum
3.9

3415 Olive Street, St. Louis, MO, US

International Photography Hall of Fame and Museum

8
9
0mi 00h 00m
Moto Museum
4.2

3441 Olive St, St. Louis, MO, US

Moto Museum

9
10
0mi 00h 02m
Contemporary Art Museum St. Louis
3.7

3750 Washington Blvd, St. Louis, MO, US

Contemporary Art Museum St. Louis

10
11
2mi 00h 11m
Inside the Economy Museum at the Federal Reserve Bank
4.5
11
12
0mi 00h 04m
13
0mi 00h 01m
Laclede's Landing, St. Louis
3.5

710 N Second St, IL, US

Laclede's Landing, St. Louis

13
14
1mi 00h 05m

1700 N Broadway, St. Louis, MO, US

Le Grange De Terre (Big Mounds Heritage Trail) Memorial

14
15
1mi 00h 07m
Gateway Arch National Park
4.5

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

Gateway Arch National Park

15
16
0mi 00h 00m
Gateway Arch Riverboat Cruises
3.5

50 N Leonor K Sullivan Blvd, St. Louis, MO, US

Gateway Arch Riverboat Cruises

16
17
0mi 00h 03m
St. Louis Graffiti Wall
4.2

Chouteau and S Lenor K Sullivan Blvd Runs from the St. Louis Arch Riverfront South, St. Louis, MO, US

St. Louis Graffiti Wall

17
18
0mi 00h 01m
USS Inaugural Shipwreck
2.0

1291 S Wharf St, St. Louis, MO, US

USS Inaugural Shipwreck

18
19
0mi 00h 05m
Field House Museum
4.0

634 South Broadway, St. Louis, MO, US

Field House Museum

19

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.