1. Karl’s Diner (1509 Broadway Street, Detroit)
Tucked away within the Siren Hotel, this charming diner will sweep you back in time with its checkered floors, pastel tiles, and assortment of classic eats. Sip on a delicious milkshake, indulge in a tasty club sandwich, or try an order of steak and eggs. No matter what you select, you’ll appreciate the retro vibe here.
2. Cliff Bell’s (2030 Park Ave, Detroit)
Step into an art deco wonderland when you enjoy dinner and live music at Cliff Bell’s, an iconic Detroit institution that first opened its doors in 1935. Throughout the years, dozens of famous jazz musicians have performed here, so you’ll truly be immersed in history the moment you step inside to order a drink.
3. Ford Drive-In Theatre (10400 Ford Road, Dearborn)
There’s nothing more romantic than a night at the movies, and checking out a drive-in theater adds an extra dose of nostalgic fun. Tucked away just outside of Detroit in the city of Dearborn, the Ford features five screens and plays double features, so you’ll have twice the movie-going excitement.
4. Northland Roller Rink (22311 M-102, Detroit)
Relive your childhood days at the roller rink by doing some skating at Northland. This unforgettable spot was built in 1950 and has offered excitement to generations of Detroiters and out-of-towners alike. Listen to your favorite throwback tunes while skating under disco balls - does it get much more wonderful than this?
5. Motown Museum (2648 W Grand Blvd, Detroit)
If you’re a fan of Motown music (and, let’s face it, who isn’t?), you’ll be absolutely delighted when you visit the Motown Museum, which was purchased by iconic producer Berry Gordy in the late 1950s. Also known as Hitsville, U.S.A., this spot now offers visitors the chance to step back in time and explore Motown’s earliest headquarters. Talk about a dream come true for music enthusiasts!
6. Fleetwood Diner (300 S Ashley Street, Ann Arbor)
Head to the beloved college town of Ann Arbor for a meal at Fleetwood Diner, a no-frills spot that has long served students and locals alike. Whether you’re dropping by after a night at the bar or stopping in to grab dinner with family, you’ll appreciate this 24-hour eatery’s vintage vibe, abundance of stickers and signs, and tasty grub.
7. Retro-a-go-go! (214 S Michigan Ave, Howell)
Hop in the car and make your way from Detroit to Howell for some unforgettable shopping at Retro-a-go-go! As its name suggests, this kitschy shop offers a little something for everyone. Whether you’re hunting for a vintage-style toy or picking up a birthday gift, the selection here is sure to impress.
8. Telway Hamburgers (6820 Michigan Ave, Detroit)
Craving tasty sliders, fresh fries, or a hearty burger? Make your way to Telway Hamburgers, a small but long-standing restaurant in the Motor City that only accepts cash and provides friendly service in an unfussy environment. If you visited Telway decades ago, chances are that it’s largely unchanged today.
9. Doc Sweets’ Candy Company (135 N Rochester Road, Clawson)
Pick up some of your favorite vintage sweet treats at Doc Sweets’, a colorful candy shop in Clawson that can be reached from Detroit in just under 30 minutes. The aisles at this store are stocked with everything from Pez to gummy bears to Charleston Chews - and you’ll surely find something to satisfy your cravings.
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