A road trip planned by Neale East over 28 days with 108 stops.
Countries: USA
From 2026-09-19T23:00:00.000Z to 2026-10-16T23:00:00.000Z
West Balmoral Avenue, Chicago, IL, USA
East Delaware Place, Chicago, IL, USA
1 x night.No Breakfast
Chicago, IL, USA
401 North State Street
Chicago, IL, USA
Collins Street, Joliet, IL, USA
1858 to 2002. It is featured in the motion picture The Blues Brothers as the prison from which Jake Blues is released at the beginning of the movie (hence his nickname Joliet Jake).
Bridge Street, Wilmington, IL, USA
The Gemini Giant is a landmark statue on U.S. Route 66 at the eastern entrance to Wilmington, IL. Currently in storage, the statue previously stood outside the Launching Pad Restaurant from 1965 to 2024. The 30 foot tall statue is one of many giant "Muffler Man" advertising props found throughout the US in the 1960s.
North Front Street, Braidwood, IL, USA
Nostalgic 1950s-style roadside diner known for burgers, malts & chili-cheese fries.
West South Street, Dwight, IL, USA
The 5-story, eight-sided, steel-framed windmill was built in 1896 to pump water.
West Howard Street, Pontiac, IL, USA
Atlanta, IL, USA
19 feet tall and clutching a giant hot dog.
5th Street, Lincoln, IL, USA
25 ft tall and 40 ft long.
North 6th Street, Springfield, IL, USA
Documents the life of the 16th U.S. president, Abraham Lincoln, and the course of the American Civil War.
Lost Bridge Trail, Springfield, IL, USA
Covered bridge which crosses Sugar Creek southeast of Chatham, Illinois. The Burr truss bridge is 110 feet long and 30 feet wide.
Riverview Drive, St. Louis, MO, USA
The old Chain of Rocks Bridge spans the Mississippi River on the north edge of St. Louis. The eastern end of the bridge is on Chouteau Island, while the western end is on the Missouri shoreline.
South 2nd Street, Springfield, IL, USA
1 x night.B&B
St. Louis, MO, USA
630-foot-tall (192 m) monument. Clad in stainless steel and built in the form of a weighted catenaryarch, it is the world's tallest arch
Washington Avenue, St. Louis, MO, USA
1 x night.B&B
Hayes Street, Nashville, TN, USA
1 x night.B&B
Union Avenue, Memphis, TN, USA
2 x nights.No Breakfast.
Elvis Presley Boulevard, Memphis, TN, USA
Elvis Presley's Memphis at Graceland, our 200,000 square foot entertainment complex featuring museums, restaurants, gift shops, and more.
East Washington Boulevard, Cuba, MO, USA
1 x night.No Breakfast.The Wagon Wheel Motel, Café and Station in Cuba, Missouri, is a 19-room independently owned historic U.S. Route 66 restored motel which has been serving travelers since 1938. The site opened as a café in 1936; the motel has remained in continuous operation since 1938.
West Washington Street, Cuba, MO, USA
15 wall murals
Martin Spring Drive, Rolla, MO, USA
Iconic souvenir shop, opened 1933.
State Highway D, Jerome, MO, USA
The Trail of Tears was the forced displacement of approximately 60,000 people of the "Five Civilized Tribes" between 1830 and 1850 by the US government.
State Highway Z, Saint Robert, MO, USA
MO, USA
Springfield's nicknames include "Queen City of the Ozarks" and "The Birthplace of Route 66".
United States, Missouri, Springfield, South Glenstone Avenue
South Glenstone Avenue, Springfield, MO, USA
1 x night.B&B
KS, USA
Tow Mater is a fictional anthropomorphic tow truck and major character in the Disney/Pixar Cars franchise. His appearances include the feature films Cars, Cars 2, and Cars 3, as well as in the TV series Cars Toons and Cars on the Road.
Oklahoma 66, Catoosa, OK, USA
Originally built by Hugh S. Davis, a zoologist and family man who envisioned the whale as a special place where his grandchildren could play and swim in the nearby pond. 20 feet tall and 80 feet long.
OK, USA
Landmark big arrows at the abandoned trading post
East 21st Street, Tulsa, OK, USA
75-foot-tall (23 m), 43,500-pound (19,700 kg)[1] statue depicting an oil worker. The structure is a steel frame covered with concrete and plaster.[2] It is the sixth-tallest statue in the United States and has been located in front of the Tulsa Expo Center since 1966.
South Lewis Avenue, Tulsa, OK, USA
Many any food options. There's any cuisine imaginable, from Mexican to Italian and deserts.
East 11th Street, Tulsa, OK, USA
Cool little gift shop located in a small vintage gas station.
South Houston Avenue, Tulsa, OK, USA
1 x nightB&B
Oklahoma 66, Arcadia, OK, USA
It was built in 1898 using native bur oak boards soaked while green and forced into the curves needed for the walls and roof rafters. 60 feet (18 meters) in diameter and 43 feet (13 meters) tall.
Oklahoma 66, Arcadia, OK, USA
Family-friendly, full-service restaurant, gas station, convenience store, tons of bottled soda, and a 66-foot-tall pop bottle outside that dazzles with multicolor LED lights when the sun sets.
Northeast 63rd Street, Oklahoma City, OK, USA
Experience art, living cultures and unique perspectives while learning about the 39 Tribal Nations in Oklahoma today and Western history.
East Sheridan Avenue, Oklahoma City, OK, USA
1 x night.No Breakfast.
Shamrock, Texas 79079, United States
The U-Drop Inn, also known as Tower Station and U-Drop Inn and Tower Café, was built in 1936 in Shamrock, Texas along the historic Route 66 highway in Wheeler County. Inspired by the image of a nail stuck in soil.
Groom, TX, USA
Built leaning to attract attention and get people to stop and look.
Groom, TX, USA
Officially named "The Cross of Our Lord Jesus Christ" rises 19 stories up from the Texas Panhandle
Interstate 40, Amarillo, TX, USA
Interstate 40 Access Road, Amarillo, TX, USA
1 x night.No Breakfast.
Sunrise Drive, Amarillo, TX, USA
This quirky site features five Volkswagen Beetles, half-buried nose-first in the ground, mirroring the arrangement of its more famous counterpart. Each car is covered in layers of graffiti, inviting visitors to leave their mark.
Interstate 40 Frontage Road, Amarillo, TX, USA
The installation consists of 10 Cadillacs (1949–1963) buried nose-first in the ground. Installed in 1974, the cars were either older running, used or junk cars – together spanning the successive generations of the car line.
TX, USA
East Route 66 Boulevard, Tucumcari, NM, USA
1 x night.No Breakfast.
Cerrillos Road, Santa Fe, NM, USA
2 x nights.No Breakfast.
New Mexico, USA
Petroglyphs, dwellings carved into the soft rock cliffs, and standing masonry walls pay tribute to the early days of a culture that still survives in the surrounding communities.
NM, USA
One of the development and creation places of the atomic bomb—the primary objective of the Manhattan Project by Los Alamos National Laboratory during World War II.
Old Santa Fe Trail, Santa Fe, NM, USA
The oldest church in US. Constructed under the direction of Franciscan friars to serve a small congregation of soldiers, laborers, and Indians who lived in the Barrio de Analco. It was partially destroyed during the Pueblo Revolt of 1680. The present building dates from 1710.
Rufina Circle, Santa Fe, NM, USA
Unique & immersive art installations with multimedia elements & a mysterious narrative throughout.
Read Street, Santa Fe, NM, USA
Camino Lejo, Santa Fe, NM, USA
Museum of Native American art and culture
New Mexico 14, Los Cerrillos, NM, USA
OiG Monumental Show includes 13 large-scale outdoor sculptures & 8 pieces for an interior educational exhibit, ‘Inside Out’. Flying birds, emerging butterflies, floating boats and soaring paper airplanes are just a few of the subjects featured in the show. The crown jewel of the exhibition is Master Peace, a 25 foot tall sculpture of 1,000 stainless steel origami peace cranes
NM, USA
Cerrillos, with its dirt streets, is a picturesque reminder of the Old West.
NM, USA
Historic buildings and streets, to its unique and local art & live music, there's something for everyone in this tiny, nutty-crunchy town.
NM, USA
Tijeras is the southern gateway to the Turquoise Trail and the bustling mountain communities along its path. Two canyons come together at Tijeras, the Spanish name for scissors. Tijeras Canyon, leads west towards Albuquerque, and Cedro Canyon, leads south to the Manzano Mountains as The Salt Mission Trail.
Central Avenue Southwest, Albuquerque, NM, USA
2 x nightsB&B
Albuquerque, NM, USA
https://balloonfiesta.com/Chasers-Club
Central Avenue Southwest, Albuquerque, NM, USA
12th Street Northwest, Albuquerque, NM, USA
Owned and operated by the 19 Indian Pueblos of New Mexico and dedicated to the preservation and perpetuation of Pueblo Indian culture, history, and art.
NM, USA
East Highway 66, Gallup, NM, USA
1 x nightNo Breakfast.
Interstate 40, Lupton, AZ, USA
Authentic Native American Jewelry. No two pieces are alike and everything is made directly in the store or by local Navajo artist.
N Frontage Rd, Houck, AZ, USA
Abandoned tourist attraction on Route 66 intrigues with its nostalgic charm and decaying.
West Hopi Drive, Holbrook, AZ, USA
1 x nightB&B
U.S. Route 66, Joseph City, AZ, USA
Convenience store and curio shop .
AZ, USA
East 2nd Street, Winslow, AZ, USA
Standin' on the Corner Park is a public park in Winslow, Arizona, opened in 1999, commemorating the song "Take It Easy" which was written by Jackson Browne and Glenn Frey and most famously recorded by the Eagles.
AZ, USA
Two Guns was the site of a mass murder of Apaches by their Navajo enemies in 1878. Some Apaches had hidden in a cave at Two Guns to avoid detection, but were discovered by the Navajos, who lit sagebrush fires at the cave's exit and shot any Apaches trying to escape. The fire asphyxiated 42 Apaches, after which they were stripped of their valuables. The murder site is referred to as the "death cave".
Flagstaff, AZ, USA
Yavapai Lodge Road, Grand Canyon Village, AZ, USA
Gouldings Trading Post Road, Oljato-Monument Valley, UT, USA
Red-sand desert region on the Arizona-Utah border, is known for the towering sandstone buttes of Monument Valley Navajo Tribal Park. The park, frequently a filming location for Western movies,
West Railroad Avenue, Williams, AZ, USA
Historic Route 66, Seligman, AZ, USA
AZ, USA
A quirky small town along a preserved section of Route 66 captures a vibrant slice of Americana.
AZ, USA
Including Route 66 Museum, set inside the Powerhouse Visitors Center. Murals, dioramas and a library at the Mohave Museum of History and Arts trace local history. Locomotive Park, featuring a 1928 steam engine, and the Kingman Railroad Museum document the city's past as a 20th-century railway hub.
Historic Route 66, Oatman, AZ, USA
Wild West history comes to life with staged shootouts, wooden sidewalks and a bounty of burros that roam freely. At first glance, the wild burros of Oatman seem to steal the show but dig a bit deeper and you'll discover the town's raucous mining history and a vibrant main street that plays host to various events throughout the year.The world-famous Oatman burrosOatman is best known for its beloved burros—small donkeys descended from miners' beasts of burden.
Las Vegas Boulevard South, Las Vegas, NV, USA
Las Vegas Boulevard South, Las Vegas, NV, USA
Amboy, CA, USA
The monument contains the longest remaining undeveloped stretch of Route 66.
California, USA
Dormant cinder cone volcano that rises above a 70-square-kilometer lava field in the eastern Mojave Desert of southern California, within Mojave Trails National Monument
Yermo, California 92398, United States
Calico is a ghost town and former mining town in San Bernardino County, California, United States. Located in the Calico Mountains of the Mojave Desert region of Southern California, it was founded in 1881 as a silver mining town.
CA, USA
Barstow has a famous collection of murals mostly about Route 66.
National Trails Highway, Oro Grande, CA, USA
Created in 2000 by Elmer Long and has more than 200 bottle trees.
Foothill Boulevard, Rancho Cucamonga, CA, USA
Historic gas and automobile service station located in Rancho Cucamonga, California. Local lore claims it was built in 1915.
North Figueroa Street, Los Angeles, CA, USA
22-foot-tall Chicken Boy been standing vigil above Figueroa Street in Highland Park. He's been called the Statue of Liberty of Los Angeles.
Santa Monica Pier, Santa Monica, CA, USA
Santa Monica Boulevard, Santa Monica, CA, USA
CA, USA
Known for its celebrity homes and beaches, including wide and sandy Zuma Beach.
CA, USA
City on the central California coast, with the Santa Ynez Mountains as dramatic backdrop. Downtown, Mediterranean-style white stucco buildings with red-tile roofs reflect the city’s Spanish colonial heritage. Upscale boutiques and restaurants offering local wines and seasonal fare line State Street.
CA, USA
CA, USA
Midway between San Francisco and Los Angeles along California State Route 1. The name Cambria, chosen in 1869, is the Latin name for Wales.
Main Street, Cambria, CA, USA
Hearst Castle Road, San Simeon, CA, USA
Cambria, California 93452, United States
Big Sur, California 93920, United States
Big Sur, California 93920, United States
CA, USA
Monterey is a city on California’s rugged central coast. Its Cannery Row, one-time center of the sardine-packing industry, was immortalized by novelist John Steinbeck. Today, it's a popular strip of gift shops, seafood restaurants and bars in converted factories. Also famous is Monterey Bay Aquarium, with thousands of marine animals and plants on display in underwater and interactive exhibits.
New Years Creek Rd, Pescadero, CA, USA
Sutter Street, San Francisco, CA, USA
San Francisco, CA, USA
1.25 miles offshore from San Francisco. The island was developed in the mid-19th century with facilities for a lighthouse, a military fortification, and a military prison.
San Francisco, CA, USA
Suspension bridge spanning the Golden Gate, the one-mile-wide (1.6 km) strait connecting San Francisco Bay and the Pacific Ocean.
The Embarcadero, San Francisco, CA, USA
Shops, restaurants and sea lions.
Sutter Street, San Francisco, CA, USA
Sutter Street, San Francisco, CA, USA
19 Sep 2026 - 16 Oct 2026
North 6th Street, Springfield, IL, USA
Washington Avenue, St. Louis, MO, USA
United States, Missouri, Springfield, South Glenstone Avenue
South Glenstone Avenue, Springfield, MO, USA
South Houston Avenue, Tulsa, OK, USA
Northeast 63rd Street, Oklahoma City, OK, USA
East Sheridan Avenue, Oklahoma City, OK, USA
Gouldings Trading Post Road, Oljato-Monument Valley, UT, USA
Historic Route 66, Seligman, AZ, USA