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  • Writer's pictureJordan Hinsch

11 Best Weekend Getaways from Louisville, Kentucky (within a 4-hour flight)


11 Best Weekend Getaways from Louisville, Kentucky (within a 4-hour flight)
11 Best Weekend Getaways from Louisville, Kentucky (within a 4-hour flight)

Louisville, Kentucky, situated on the banks of the Ohio River, is a dynamic city renowned for its rich history, vibrant culture, and Southern charm. Famous as the home of the Kentucky Derby, the city's Churchill Downs racetrack draws visitors from around the world each May for "The Most Exciting Two Minutes in Sports." Louisville's cultural landscape is equally impressive, with highlights such as the Muhammad Ali Center, celebrating the life and legacy of the boxing legend, and the Louisville Slugger Museum & Factory, where visitors can learn about the iconic baseball bat. The city's historic neighborhoods, like the Victorian-era Old Louisville, offer a glimpse into its architectural heritage. Foodies will delight in Louisville's thriving culinary scene, known for its bourbon-infused cuisine and innovative restaurants. With its mix of historical significance, cultural richness, and warm hospitality, Louisville provides a unique and inviting experience for all who visit.


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 Louisville, 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.






Boston, Massachusetts (BOS) - 2 Hour 20 Minute Flight


Why go?

  • History and cool summertime temps!

What to do?

When to go?

  • Summer for the best weather, but peak rates for solid hotels.

Who can fly you there?

How much will it cost to get there?

  • Airfare: $250+

Where can you stay?

Who will pick you up?


Atlanta, Georgia (ATL) - 1 Hour 20 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: $250+

Where can you stay?

Who will pick you up?

Pro Tip:

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





Chicago, Illinois (ORD, MDW) - 1 Hour 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: $100+

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.


Miami, Florida (MIA, FLL) - 2 Hour 30 Minute Flight


Why go?

  • Beaches, outdoors activities, clubs, restaurants, culture. I just ask that you please please please venture out beyond Miami Beach.

What to do?

When to go?

  • Any time of the year, but best is October - February for perfect weather. Avoid the spring break crowd in late Feb/early March the best you can.

Who can fly you there?

How much will it cost to get there?

  • Airfare: $140+

Where can you stay?

Who will pick you up?

Pro Tip:

  • Visit the following neighborhoods to step away from the "typical Miami": Wynwood, Brickell, Coral Gables, Coconut Grove, Midtown, Edgewater.






New York, New York (JFK, LGA, EWR, ISP, HPN) - 2  Hour 15 Minute Flight


Why go?

  • It might not be the same city it was before, but it'll always make for a great weekend getaway.

What to do?

When to go?

  • Summer for the best weather, but you’ll pay peak rates for solid hotels.

  • Winter for Christmas festivities!

Who can fly you there?

How much will it cost to get there?

  • Airfare: $150+

Where can you stay?

Who will pick you up?


Washington, DC (IAD, DCA, BWI) - 1 Hour 30 Minute Flight


Why go?

  • Museums, walking tours, great mass-transit and cherry blossoms. Fly to DCA for convenience.

What to do?

When to go?

  • Year-round (spring season for cherry blossoms)

Who can fly you there?

How much will it cost to get there?

  • Airfare: $130+

Where can you stay?

Who will pick you up?

Pro Tip:

  • For avid runners, pack your running shoes and go for daily runs around the White House, Washington Monument, Lincoln and Jefferson memorials.






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: $70+

Where can you stay?

Who will pick you up?


Philadelphia, Pennsylvania (PHL) - 1 Hour 50 Minute 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: $300+

Where can you stay?

Who will pick you up?






Charlotte, North Carolina (CLT) – 1 Hour 30 Minute Flight

Why go?

  • Diverse Cultural Attractions, Thriving Food Scene, Outdoor Activities, Sports Hub, Historical Significance, Shopping, Festivals and Events.

What to do?

When to go?

  • The best times to visit Charlotte are March–May and September–November.

Who can fly you there?

How much will it cost to get there?

  • Airfare: $300+

Where can you stay?

Who will pick you up?


Denver, Colorado (DEN) - 2 Hour 50 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: $150+

Where can you stay?

Who will pick you up?



Las Vegas, Nevada (LAS) - 4 Hour Flight


Why go?

  • Gambling, Hoover Dam, Death Valley National Park, Valley of Fire State Park, Partying, more Gambling.

What to do?

When to go?

  • Year-Round

Who can fly you there?

How much will it cost to get there?

  • Airfare: $400+

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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