Wildsam

Culture

The Road Trip
Awards

Dominique Van Olm

Updated

7 Apr 2025

We scoured the map. We asked our smartest, most well-traveled friends—including seven judges who helped us get wise. The results are in: 2025's coolest small towns, the most essential landmarks, the parks and restaurants that will make your road trips unforgettable.

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Historic status. Bold-face importance. Great story.

Iconic Landmarks

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Wise owners. Hard-to-find goods. Community heart.

Super Shops

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National talent. Singular focus. Cool locale.

Far-Out Festivals

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Special insight. Deep collections. In tune with place.

Memorable Museums

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Hyper-local. Hometown love. Crazy good food.

Worth-the-Stop Restaurants

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Public lands treasured by people near and far.

Breathtaking Parklands

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Vibrant “main” street. Cultural renown. New residents flocking.

Charming Towns

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Exceptional landscape. Bespoke architecture. Savvy culture.

Aim-High Hotels

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