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Vintage Roadside t-shirts feature authentic vintage advertising images for people who love road trips, historic preservation, roller derby, vintage signs, rockabilly, hot rods, burlesque, mid-century architecture, vintage tattoo art, & great stories.

Ranging from a WWII skating rink pin-up to a Florida roadside attraction, Vintage Roadside's vintage advertising graphics capture the attitude, humor, and artistic style of 1930s - 1960s roadside America.

Click on an image in our Gift Shop to read the history of each vintage mom and pop roadside attraction, motor court, motel, tiki lounge, drive in restaurant, roller skating rink, or bowling alley t-shirt.

NEW at Vintage Roadside:

With the release of our two newest t-shirts, Gwinn's Restaurant and 7 Seas Cocktail Lounge, we've pulled together a fun list of all the California t-shirts available in our Gift Shop....just a sampling of the great vintage mom and pops we feature from across the country!

Gwinn's Restaurant. Pasadena, California. Circa. 1950     7 Seas Cocktail Lounge. Santa Barbara, California. Circa. 1943

Kibby's Drive In. San Mateo, California. Circa. 1950s.     The Tower Bowl. San Diego, California. Circa. 1940s.

B & B Rancho. Rialto, California. Circa. 1950s.     Route 66. Circa. 1950s.

29 Palms Roller Rink. 29 Palms, California. Circa. 1950s.     Indio Bowl. Indio, California. Circa. 1960s.

Gwinn's Restaurant and Drive In - Pasadena

7 Seas Cocktail Lounge - Santa Barbara

Kibby's Drive In - San Mateo

Tower Bowl - San Diego

B & B Rancho - Rialto

Route 66 - California or Bust!

29 Palms Roller Rink - 29 Palms

Indio Bowl - Indio

With each t-shirt purchase, remember you may also choose to receive a free one-year membership to the National Trust for Historic Preservation!

Craving a road trip adventure, roadside giants, or vintage neon signs? Find those and much more on Vintage Roadside's blog and Flickr page.

Vintage Roadside's blog.      Vintage Roadside's Flickr page.

Vintage Roadside is proud to donate a portion of all sales to The National Trust for Historic Preservation.

Vintage Roadside hits the open road:

  • June 27th & 28th. Billetproof Northwest. SW Washington Fairgrounds, Chehalis, Washington.
  • July 10th - 12th. Antique Expo. Expo Center, Portland, Oregon.
  • August 8th. Jake the Alligator Man Birthday Party. Long Beach, Washington.
  • August 13th - 16th. Tiki Oasis 9. Crowne Plaza Hotel, San Diego, California.
  • September 5th & 6th. Primer Nationals. Ventura Fairgrounds, Ventura, California.
  • September 12th & 13th. Rod Run to the End of the World. Ocean Park, Washington.
  • September 19th & 20th. Billetproof Nor-Cal. Antioch Fairgrounds, Antioch, California.
  • October 13th - 17th. National Trust for Historic Preservation Annual Conference. Nashville, Tennessee.

If you're attending any of the events listed, stop by our booth - we love to meet other roadside history fans!

Vintage Roadside’s screenprinted t-shirts are 100% cotton and are available in both men’s and women’s sizes, from small to XXL.

Indio Bowl - Vintage bowling alley - Indio, California circa. 1960s
Riverside Stadium Roller Rink. Washington, DC circa. 1940s
Aquarama - Osage Beach, Missouri. Circa. 1960s
Atomic Tunnel. Daytona Beach, Florida. Circa. 1950s
Pixieland. Oregon Coast. Circa. 1970s