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  • Writer's pictureJordan Hinsch

5 Best Weekend Getaways from Lexington, Kentucky within a 4-hour flight


5 Best Weekend Getaways from Lexington, Kentucky within a 4-hour flight
5 Best Weekend Getaways from Lexington, Kentucky within a 4-hour flight

Lexington, Kentucky, known as the "Horse Capital of the World," is a charming city nestled in the heart of the Bluegrass Region. Renowned for its equestrian heritage, Lexington is home to numerous horse farms, including some of the world's most prestigious racehorse breeding operations. Visitors can explore the Kentucky Horse Park, a sprawling equine-themed park with museums, exhibits, and live horse demonstrations. Beyond its equestrian roots, Lexington boasts a rich cultural scene, with theaters, galleries, and music venues showcasing local talent. The city's historic downtown area features beautifully preserved architecture, vibrant street art, and an array of boutique shops and restaurants. With its scenic beauty, Southern charm, and lively atmosphere, Lexington offers a unique blend of tradition and modernity.


If you're a local and looking to escape for a weekend, keep reading. With a vast array of short domestic destinations, there are also some international destinations within reach. Here are some weekend getaway ideas for locals in the Lexington, Kentucky, area within a non-stop 4-hour flight. More importantly, these trips are all possible without having to request PTO (for you M-F 9-5'ers); it just depends on what you want to do at your destination.





Chicago, Illinois (ORD, MDW) - 1 Hour and 30 Minute Flight


Why go?

  • Food, bars, sports, rivers!

What to do?

When to go?

  • Summer

Who can fly you there?

How much will it cost to get there?

  • Airfare: $300+

Where can you stay?

Who will pick you up?

Pro Tip:

  • For bourbon enthusiasts, visit Untitled Supper Club on W Kinzie for an incredible speakeasy experience.


Denver, Colorado (DEN) - 3 Hour and 20 Minute Flight


Why go?

  • Mountains, beer, National Parks, hiking, clean city, nice people.

What to do?

When to go?

  • Year-round. Ski in the winter. Hike in the summer.

Who can fly you there?

How much will it cost to get there?

  • Airfare: $400+

Where can you stay?

Who will pick you up?


Atlanta, Georgia (ATL) - 1 Hour and 30 Minute Flight


Why go?

  • Brew pubs, art, nightlife, Mexican food.

What to do?

When to go?

  • Year-round

Who can fly you there?

How much will it cost to get there?

  • Airfare: $500+

Where can you stay?

Who will pick you up?

Pro Tip:

  • Walk some of the BeltLine and stop at stores, bars, and restaurants.





Orlando, Florida (MCO) - 2 Hour Flight


Why go?

  • Theme parks. Disney & Universal. Bring bug spray and an umbrella if you go during the summer. It's not my favorite city, but there's a reason why it's the #1 tourism city year after year in the US.

What to do?

When to go?

  • Year-Round

Who can fly you there?

How much will it cost to get there?

  • Airfare: $100+

Where can you stay?

Who will pick you up?





Philadelphia, Pennsylvania (PHL) - 2 Hour Flight


Why go?

  • History, sports, cheesesteaks

What to do?

When to go?

  • Summer and Fall

Who can fly you there?

How much will it cost to get there?

  • Airfare: $350+

Where can you stay?

Who will pick you up?





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Hey! I'm Jordan, a native New Yorker who is addicted to adventure travel, photography, content creation, investing, and fitness. Read on, enjoy, and Never Run Out of First Times!

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