15 Best Weekend Getaways from Overland Park, Kansas (within a 4-hour flight)
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15 Best Weekend Getaways from Overland Park, Kansas (within a 4-hour flight)

Writer's picture: Jordan HinschJordan Hinsch

15 Best Weekend Getaways from Overland Park, Kansas (within a 4-hour flight)

Overland Park, Kansas, is a thriving city in the Kansas City metropolitan area, known for its family-friendly atmosphere and excellent schools. It features lush parks, a vibrant arts scene, and attractions like the Overland Park Arboretum and Botanical Gardens. With a strong economy and a mix of suburban charm and urban amenities, it's a great place to live and work.


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 Overland Park, Kansas, 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.





Denver, Colorado (DEN) - 1 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: $46+

Where can you stay?

Who will pick you up?



New Orleans, Louisiana (MSY) - 1 Hour 55 Minute Flight


Why go?

  • Jazz music, other music, culture, architecture, partying, passionate football fans.

What to do?

When to go?

  • Spring, Summer, Fall

Who can fly you there?

How much will it cost to get there?

  • Airfare: $175+

Where can you stay?

Who will pick you up?

Pro Tip:

  • Check out Bourbon Street for a little bit, but don't get sucked in. It's absolutely disgusting. Chartres Street is better for those looking to maintain their cleanliness.




Boston, Massachusetts (BOS) - 3 Hour 1 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: $239+

Where can you stay?

Who will pick you up?



Atlanta, Georgia (ATL) - 1 Hour 55 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: $130+

Where can you stay?

Who will pick you up?

Pro Tip:

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




Nashville, Tennessee (BNA) - 1 Hour 30 Minute Flight


Why go?

  • Music (not just country), endless bars, brewpubs, hot chicken.

What to do?

When to go?

  • Spring, Summer and Fall

Who can fly you there?

How much will it cost to get there?

  • Airfare: $147+

Where can you stay?

Who will pick you up?

Pro Tip:

  • Stay in the Gulch or near printer's alley.



New York, New York (JFK, LGA, EWR, ISP, HPN) - 2 Hour 42 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: $137+

Where can you stay?

Who will pick you up?








Chicago, Illinois (ORD, MDW) - ____ Hour 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: $120+

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.




Washington, DC (IAD, DCA, BWI) - 2 Hour 15 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: $137+

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.





Miami, Florida (MIA, FLL) - 3 Hour 8 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: $57+

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.



Orlando, Florida (MCO) - 2 Hour 39 Minute 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?York






Austin, Texas (AUS) - 2 Hour Flight


Why go?

  • Food, Art, Music, BBQ, Tech, Bach Parties, and All-Around Fun!

What to do?

When to go?

  • Year-Round

Who can fly you there?

How much will it cost to get there?

  • Airfare: $117+

Where can you stay?

Who will pick you up?


Philadelphia, Pennsylvania (PHL) - 2 Hour 33 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: $237+

Where can you stay?

Who will pick you up?






Cancun & Tulum, Mexico (CUN) - 3 Hour 15 Minute Flight


Why go?

  • Your money goes a long way in Cancun: all-inclusive hotels, nightlife, and activities.

  • Your money doesn’t go very far in Tulum: boutique hotels (some are grossly overpriced), many hotels have no air conditioning, taxis and bike rentals will try to rip you off.

  • If you’re looking for clubs and nightlife, go to Tulum Beach.

  • If you’re looking for culture and less expensive eats, go to Tulum Centro.

  • Tulum is actually a great experience if you have the right mindset going into your vacation.

What to do?

When to go?

  • December to April for the best weather.

  • Avoid March Spring Break travel if you want to be at peace.

Who can fly you there?

How much will it cost to get there?

  • Airfare: $220+

Where can you stay?

Who will pick you up?







Charleston, South Carolina (CHS) - 2 Hour 30 Minute Flight


Why go?

  • History, culture, family-friendly attractions, and water sports.

What to do?

When to go?

  • Spring, Summer and Fall

Who can fly you there?

How much will it cost to get there?

  • Airfare: $219+

Where can you stay?

Who will pick you up?






Salt Lake City, Utah (SLC) - 2 Hour 52 Minute Flight


Why go?

  • Skiing, Salt Flats, Mormons, and great National Parks within a moderate drive.

What to do?

When to go?

  • Year-Round

Who can fly you there?

How much will it cost to get there?

  • Airfare: $249+

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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