Iconic Route 66
Hit the open road along legendary Route 66, from Chicago to St. Louis, where classic Americana comes alive at every turn. Snap photos at iconic roadside stops, stroll through charming towns, and savor the flavors of historic diners and local favorites. Cruise past neon signs, vintage murals, and timeless landmarks while soaking in the sights, sounds, and stories of the Mother Road.
View Dates & BookIconic Route 66
June 1 - 6, 2026
6 Days / 5 Nights
Embark on a leisurely journey along the historic Mother Road, exploring the nostalgia, charm, and stories of Route 66 from Chicago to St. Louis.
This 6-day, 5-night motorcoach tour moves at a relaxed pace, blending history, iconic attractions, and sensory experiences with time to pause, take photos, and savor the journey.
Travel in a comfortable motorcoach with a licensed driver and tour director, enjoying smooth rides, rest stops, and expert guidance along the way. Included are hotel accommodations, daily breakfast, several lunches and dinners at historic and local favorites, guided tours, trolley rides, and entrance fees to museums and attractions.
Highlights include a Chicago windshield tour with Millennium Park and “The Bean,” an architecture cruise along the Chicago River, classic roadside stops like the Gemini Giant and Wally’s, and Pontiac’s Hall of Fame and mural trolley tour. Discover historic Ryburn Place, the American Giants Museum, Abraham Lincoln Presidential Museum, the Route 66 Experience neon tour, Ariston’s Restaurant, the Gateway Arch, Chain of Rocks Bridge, Route 66 State Park, Ted Drewes frozen custard, and Blueberry Hill, a legendary music and dining venue.
Throughout the tour, enjoy the sights, sounds, and flavors that evoke the golden era of American road trips. From murals and neon signs to vintage cars, classic diners, and local stories, each stop invites reflection, storytelling, and the joy of revisiting memories of simpler times. By journey’s end, you will return home with lasting memories of laughter, flavors, and the timeless spirit of Route 66.
Hosted Holidays® by Lamers Tour & Travel is a great way for travelers who don't live near one of our departure cities to join us on any tour. We'll help you determine the best city to fly into and coordinate meeting up with the group. Please note that in addition to the overall trip cost, if you're participating in Hosted Holidays®, you'll be responsible for your own airfare as a separate charge. Gateway City: Appleton, WI or Milwaukee, WI
Day 1: Chicago
Begin your adventure with a comfortable motorcoach ride to Chicago. Enjoy a relaxed windshield tour featuring Millennium Park and "The Bean" where you can take photos, feel the smooth metal, and hear the city’s lively echoes.
Glide along the Chicago River on an architecture cruise guided by experts who share stories of the skyline’s past, present, and future. Experience the reflections of the buildings in the water and the gentle motion of the boat.
Dinner is included at Berghoff’s, where the rich aromas of classic German-American cuisine evoke the city’s culinary history.
Afterward, check in to the Hampton Inn Chicago Downtown/Magnificent Mile and enjoy a free evening to explore the neighborhood at your own pace.
Day 2: Pontiac
Depart Chicago and travel to Joliet to meet your Route 66 Roadie. Pass through Wilmington, visiting Elwood Park, Abraham Lincoln Cemetery, and Midewin National Tallgrass Prairie.
Stop at the Gemini Giant for photos and lunch at Wilmington House Family Restaurant. Journey onward to Pontiac, pausing at the Braidwood Polka Dot Drive-In and Wally’s, a classic pit stop filled with memorabilia, snacks, and a playful roadside atmosphere.
Explore the Pontiac Route 66 Hall of Fame and Museum, featuring vintage vehicles including Bob Waldmire’s iconic VW Bus.
End the day with a trolley tour of Pontiac’s murals and dinner at Dwight Family Restaurant, celebrating recipes passed through generations. Overnight at Hampton Inn Pontiac.
DAY 3: Springfield
Travel toward Bloomington/Normal, stopping at Ryburn Place (formerly Sprague’s Station). Continue to Atlanta, IL, for lunch at Country-Aire Restaurant and a visit to the American Giants Museum. En route to Springfield, visit Shea’s Gas Station and Motorheads Bar & Grill, celebrating Route 66’s legacy and nostalgic Americana.
Dinner tonight is a Taste of Springfield at the Horseshoe Buffet, featuring classic Midwestern favorites like corn dogs, Maid-Rite sliders, Midwest Caprese salad, Mel-O-Cream donut holes with caramel, and homemade root beer. After dinner, enjoy the neon spectacle of the Route 66 Experience, a self-guided tour through 92 Illinois communities featuring vintage billboards, drive-in theaters, neon sign parks, and Muffler Men tributes. Overnight at Crowne Plaza Springfield.
DAY 4: St. Louis
Start the day with a two-hour visit to the Abraham Lincoln Presidential Museum, enjoying interactive exhibits, tactile displays, and historical presentations.
Continue to Litchfield for lunch at Ariston’s Restaurant, a Route 66 landmark known for pies and timeless charm.
Arrive in St. Louis for the Gateway Arch experience; ride the tram to the top for sweeping city and river views.
Check in to Union Station Hotel. Dinner is on your own, with multiple restaurants nearby or in the hotel.
DAY 5: St. Louis
After breakfast,we begin with an exclusive "Route 66 for Beginners" session with Joe Sonderman, St. Louis historian and collector, sharing postcards, photos, and stories of the Mother Road.
Travel to Chain of Rocks Bridge and explore Route 66 State Park, including a stop at the historic 1935 Bridgehead Inn.
Savor a classic St. Louis treat at Ted Drewes Frozen Custard, and visit St. Louis’ oldest soda fountain for the "Heart-Stopping BLT" with four inches of bacon.
Dinner is included at Blueberry Hill, a music and nostalgia landmark where Chuck Berry performed.
DAY 6: Home
After breakfast, relax on the motorcoach for the journey back to Wisconsin. Watch small towns, vintage roadside signs, and open landscapes pass by, savoring the sights and memories of the Mother Road. Reflect on the music, flavors, and stories that brought Route 66 to life. Enjoy the gentle pace, the simple pleasures, and the nostalgia of a classic road trip. Arrive home with lasting memories and a sense of having traveled a route made for savoring life’s little moments.
BB=Breakfast, L=Lunch, D =Dinner
3% processing fee applies to all credit card transactions.
COVID-19 WARNING:
We have taken enhanced health and safety measures, including additional cleaning and disinfecting, in an effort to mitigate the risks of COVID-19 . An inherent risk of exposure to COVID-19 exists in any public place where people are present. To assist in preventing the spread of COVID-19, individuals should not travel if they are suffering from any symptoms of COVID-19. Individuals who may have been exposed to COVID-19 are encouraged to wear masks while traveling and all passengers should engage in frequent hand washing and use of hand sanitizer. COVID-19 is an extremely contagious disease that can lead to severe illness and death. According to the Centers for Disease Control (CDC), senior citizens and individuals with underlying medical conditions are especially vulnerable. By traveling on a Lamers bus, you voluntarily assume all risks related to exposure to COVID-19. Let’s work together to keep one another healthy and safe.
Below is a list of pick-up points available on this tour.
Below is a list of pick-up points available on this tour.
| Name | Address |
|---|---|
| ALLENTON | ALLENTON P&R Lot 6689 County Rd W (Hwy 33 at I-41) |
| APPLETON | APPLETON Park & Ride Lot E Evergreen off Ballard- 7 Day |
| BELOIT | BELOIT McDonald's 2881 Milwaukee Rd |
| BLACK RIVER FALLS | BLACK RIVER FALLS Perkins, N6209 Oasis Rd |
| BROOKFIELD | GOERKES CORNERS Park & Ride Lot 400 N Barker Rd P&R 5-day |
| BURLINGTON | BURLINGTON Veterans Terrace, 589 Milwaukee Ave (Hwy 36) |
| CEDAR GROVE | CEDAR GROVE Citgo, 905 Sauk Trail (I-43 Exit 113) |
| COTTAGE GROVE | COTTAGE GROVE 4708 County Hwy TT Sun Prairie, WI |
| DE PERE | DE PERE I-41 Exit 163-Main Ave Hwy G, P&R 7-day |
| DEFOREST | DEFOREST 5012 Elephant Trail, P&R 7-day |
| DELAFIELD | DELAFIELD Nagawaukee P&R Hwy 83 North of I-94 (Exit 287) P&R 2-day |
| DENMARK | DENMARK McDonald's 610 Depere Rd |
| FOND DU LAC | FOND DU LAC Park & Ride Lot - West Rolling Meadows Dr- 7 Day |
| FOND DU LAC (HD) | FOND DU LAC Former Home Depot Parking Lot 844 W Johnson St |
| GERMANTOWN | GERMANTOWN McDonald's N92W17512 County Line Q |
| GREEN BAY HOTEL J | GREEN BAY HOTEL J- **Overnight Room Required** Hotel J 2620 S Packerland Dr |
| GURNEE | GURNEE McDonald's 5555 Grand Ave Hwy 132 E. |
| JANESVILLE | JANESVILLE Kwik Trip Plaza, 3359 Milton Ave |
| JOHNSON CREEK | JOHNSON CREEK 350 N Watertown Rd I-94 Exit Hwy 26, P&R 10-day |
| JUNEAU | JUNEAU Lamers Bus Lines, 548 S Fairfield Ave |
| KENOSHA | KENOSHA McDonald's, 12214 75th St (Hwy 50) |
| LA CROSSE | LA CROSSE Lamers Bus Lines, 326 Sky Harbour Dr |
| LAKE DELTON | LAKE DELTON Home Depot Parking Lot 136 Commerce St |
| LOMIRA | LOMIRA Midwestern Shooters 191 Church St, (S. End of Lot) |
| MADISON | MADISON American Center, 5601 Eastpark Blvd, P&R 7-day |
| MANITOWOC | MANITOWOC P&R Lot 4355 S Frontage Rd. P&R 7-day |
| MENASHA | MENASHA Lamers Bus Lines, 1825 Novak Dr |
| MKE BROWN DEER | BROWN DEER 43 W Brown Deer Rd at I-43, P&R 5-day |
| MKE COLLEGE | COLLEGE P & R SOUTHWEST LOT I-43/I-94/County ZZ SW LOT P&R 5-day |
| MKE GOOD HOPE | GOOD HOPE Good Hope Rd West - I-41, P&R 5-day |
| MKE HALES CORNERS | HALES CORNERS S 108th St (Hwy 100 & I-43), P&R 5-day |
| MKE SOUTH | MKE SOUTH McDonald's, 6262 S 13th St |
| MOUNT PLEASANT | MOUNT PLEASANT McDonald's, 13343 Washington Ave (Hwy 20) |
| NEW LISBON | NEW LISBON McDonald's, 1701 E Bridge St. |
| NEW LONDON | NEW LONDON Wal-Mart, 1717 N Shawano St. (South End of Lot) |
| OCONOMOWOC | OCONOMOWOC I-94 & County Rd P (I-94 Exit 283), P&R 2-day |
| OSHKOSH | OSHKOSH Burger King, 800 S Washburn (I-41 @ 9th Av) |
| PLOVER | PLOVER Fmr. Younkers Lot-SE corner1800 Plover Rd (Hwy B) |
| PORT WASHINGTON | PORT WASHINGTON 150 E. Seven Hills Rd, P&R 2-day |
| PORTAGE | PORTAGE Petro Truck Plz.N5800 Kinney Rd (I-90/94 & Hwy 78) |
| ROCKFORD MACHINE SHED | ROCKFORD MACHINE SHED Machine Shed, 7475 E State St (Business US 20), IL |
| ROTHSCHILD | ROTHSCHILD Lamers Bus Lines, 2415 Trailwood Ln. |
| SHAWANO | SHAWANO Boarders Inn & Suites, W7393 River Bend Rd. |
| SHEBOYGAN | SHEBOYGAN Meijer 924 N Taylor Dr |
| TOMAH | TOMAH Kwik Trip,310 E McCoy Blvd, Hwy 21/12, (SW corner) |
| WAUPACA | WAUPACA Mobil Travel Ctr, 1222 W Fulton St (Hwys 10 & 54) |
| WAUWATOSA | WATERTOWN PLANK RD Park & Ride 10600 W Watertown Plank Rd, |
| WISCONSIN RAPIDS | WISCONSIN RAPIDS Lamers Bus Lines, 2611 W Grand Ave. |
| From Price | Book Now | Call Back | Telephone | Favorites | |
|---|---|---|---|---|---|
| Jun 01 2026 | $3,275.00 | | | |  |
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