Rev up your engines and head on over to Maplewood for the Route 66 Celebration and Car Show on September 14th from 12 pm  – 4 pm. Get ready for a day full of classic cars, live music, food and drink, and shopping in Historic Downtown Maplewood.

Brought to you in partnership with the Maplewood Special Business District

A classic red Chevelle cruises down Manchester Road with Route 66’s iconic symbol marking the pavement below—an ode to the historic roadway that once shaped the heart of Maplewood.
Photo courtesy of Lillian Watkins

Third Annual Car Show

Car enthusiasts and casual visitors alike can stroll through rows of gleaming vehicles, taking in everything from vintage muscle cars to beautifully restored antiques.

As you admire the cars, enjoy the sounds of live music filling the air, with local bands performing a variety of tunes to set the mood for a fun-filled day. Do you have a car you’d like to showcase? Register now at www.cityofmaplewood.com/route66.

Maplewood Makers Kay and Annie Rye of Sole Survivor Leather.
Photo courtesy of Dan Donovan

Maplewood Makers 

With its charming storefronts and vibrant community atmosphere, Historic Downtown Maplewood offers a perfect blend of past and present. Visitors and locals alike can enjoy unique shopping, dining, and a nostalgic touch that makes this district so special. As you stroll through the streets, you’ll encounter passionate business owners crafting everything from fine leather goods and custom jewelry to decadent chocolates and your favorite local microbrews.

Whether you’re in the mood for a meal or just a quick snack, Maplewood’s diverse selection of restaurants and cafes will satisfy your cravings, offering a delicious array of local flavors. Don’t miss the chance to explore the eclectic mix of shops and boutiques lining the streets, where locally made goods and one-of-a-kind finds are waiting to be discovered. This is the perfect opportunity to immerse yourself in all that Maplewood has to offer, celebrating its rich history, community spirit, and vibrant small business culture.

A bustling day in Historic Downtown Maplewood.
Photo courtesy of Michael Kilfoy Studio X

Maplewood Route 66 Tribute and Memorial Plaques

In its original alignment, Route 66 meandered through the heart of Maplewood from 1926 to 1933.

Today, as you walk along the 7200 and 7300 blocks of Manchester Road, you’ll find sidewalk plaques that share the history of Maplewood’s businesses—those that flourished in the past and those still thriving along the original Route 66 route. You’ll also come across memorial plaques honoring the legendary landmarks that once made the route famous, drawing travelers from all over the world to this vibrant region.

Featured image courtesy of Michael Kilfoy Studio X