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9 Best Weekend Getaways from Virginia Beach, Virginia (within a 4-hour flight)

Writer's picture: Jordan HinschJordan Hinsch

9 Best Weekend Getaways from Virginia Beach, Virginia (within a 4-hour flight)

Virginia Beach, Virginia, is a vibrant coastal city known for its beautiful sandy shores, scenic boardwalk, and rich history. Situated where the Chesapeake Bay meets the Atlantic Ocean, it offers a blend of natural beauty and modern attractions. Visitors can explore miles of coastline, enjoy outdoor activities like fishing and water sports, or unwind at a variety of local restaurants, shops, and entertainment venues. The city is also home to notable landmarks such as the Virginia Aquarium & Marine Science Center, First Landing State Park, and the Cape Henry Lighthouse. With a mild climate and year-round appeal, Virginia Beach is a popular destination for both relaxation and adventure


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 Virginia Beach, Virginia 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.




Atlanta, Georgia (ATL) - 1 Hour 50 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: $200+

Where can you stay?

Who will pick you up?

Pro Tip:

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





Boston, Massachusetts (BOS) - 1 Hour 45 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: $300+

Where can you stay?

Who will pick you up?



New York, New York (JFK, LGA, EWR, ISP, HPN) - 1 Hour 25 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: $300+

Where can you stay?

Who will pick you up?







Miami, Florida (MIA, FLL) - 2 Hour 25 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: $100+

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.




Chicago, Illinois (ORD, MDW) - 2 Hour 10 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: $250+

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) - 1 Hour 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: $200+

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 10 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: $120+

Where can you stay?

Who will pick you up?





Philadelphia, Pennsylvania (PHL) - 1 Hour 8 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: $350+

Where can you stay?

Who will pick you up?





Nashville, Tennessee (BNA) - 2 Hour 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: $300+

Where can you stay?

Who will pick you up?

Pro Tip:

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


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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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