Cozy Towns to Visit This Winter

Ashland, Oregon

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Rapid City, South Dakota

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Newport, Rhode Island

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El Dorado, Arkansas

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Jackson, Wyoming

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Bloomington, Indiana

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Asbury Park, New Jersey

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Don’t miss the Express Superchair at Breckenridge Ski Resort, the highest chairlift in North America.

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West Yellowstone (just outside of the park’s west entrance) is a perfect home base for exploration

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Leavenworth, Washington

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Check out more great content: Ultimate Guide to Kayak Fishing

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Cozy Towns to Visit This Winter

Ashland, Oregon

Buoyed by the Oregon Shakespeare Festival, which runs April through October 2023, this quaint small town is home to cultural opportunities that defy its size.

Rapid City, South Dakota

With its close proximity to Mount Rushmore, Custer State Park, and the breathtaking Badlands, Rapid City is an ideal base for winter travelers to the region.

Newport, Rhode Island

The “City by the Sea” illuminates during the winter, making it an ideal weekend getaway.

El Dorado, Arkansas

This former oil boomtown is home to the longest-running Christmas parade in Arkansas, ensuring no shortage of Southern holiday charm.

Jackson, Wyoming

Surrounded by the majestic Teton mountains and blanketed in snow early in the season, it’s no wonder that Jackson is frequently named one of the country’s best small towns in winter.

Bloomington, Indiana

Whether you’re an art lover or prefer to spend your time outdoors, Bloomington makes an ideal winter respite.

Asbury Park, New Jersey

Now considered one of America’s coolest small towns, this beachside destination offers plenty during the winter months.

Don’t miss the Express Superchair at Breckenridge Ski Resort, the highest chairlift in North America.

Breckenridge, Colorado

West Yellowstone (just outside of the park’s west entrance) is a perfect home base for exploration

West Yellowstone, Montana

Leavenworth, Washington

The sun might not come out very often during Leavenworth’s winter season, but this Pacific Northwest gem has all the charm of a little Bavarian village.

Check out more great content: Ultimate Guide to Kayak Fishing