25 Best Weekend Getaways from New York
top of page
Writer's pictureJordan Hinsch

25 Best Weekend Getaways from New York (Within a 3 Hour Flight)

Updated: Sep 14

New Yorkers are blessed to be in a very well-rounded travel city with the best reach to Europe from the United States. Since there are bountiful international destinations, there is also a vast array of short domestic destinations. Here are some weekend getaway ideas for locals in the Tri-state area within a 3 hour flight. More importantly, these trips are all possible without having to take a vacation day (for you M-F 9-5'ers), it just depends what you want to do.

Before reading, be sure to note four important airport identifiers in this post:

JFK refers to John F. Kennedy International Airport. Need a ride to JFK? Consider using Islip Car Service - JFK Car Service!

LGA refers to LaGuardia Airport

EWR refers to Newark Liberty International Airport

ISP refers to Long Island MacArthur Airport




Miami, Florida (MIA, FLL) - 3 Hour Flight


Brickell/Downtown Neighborhood
Brickell/Downtown Neighborhood

Why go?

  • Beaches, outdoors activities, clubs, restaurants, culture. As a current resident in Miami, this is at the top of the list of weekend trips from NY! I just ask that you please please please venture out beyond Miami Beach.

When to go?

  • Any time of the year, but best is October - February for perfect weather.

Who can fly you there?

How much will it cost to get there?

  • Airfare: $100+

Where can you stay?

Pro Tip:

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




Orlando, Florida (MCO) - 2.5 Hour Flight


Why go?

  • Disney, Universal, Space Center, etc.

When to go?

  • Any time of the year, but best is October - February for perfect weather.

Who can fly you there?

How much will it cost to get there?

  • Airfare: $100+

Where can you stay?




Nassau, Bahamas - 3 Hour Flight


Atlantis Harbor
Atlantis Harbor

Why go?

  • Turquoise waters, friendly people, and close proximity to Florida make the Bahamas a popular destination.

When to go?

  • December to July to avoid hurricanes and tropical storms.

  • May to August to avoid crowds and surcharges.

  • November to February to avoid the summer heat.

Who can fly you there?

How much will it cost to get there?

  • Airfare: $300+

Where can you stay?

Pro Tip:

  • Rent a car! Be prepared to drive on the left side of the road.



Portland, Maine (PWM) - 1.5 Hour Flight


Why go?

  • Seaside villages and towns with incredible restaurants and a thriving art scene.

When to go?

  • Summer

Who can fly you there?

How much will it cost to get there?

  • Airfare: $150+

Where can you stay?







Boston, Massachusetts (BOS) - 1 Hour Flight


Boston
Boston

Why go?

  • Great city for history buffs and seafood enthusiasts.

When to go?

  • Summer

Who can fly you there?

How much will it cost to get there?

  • Airfare: $100+

Where can you stay?



Toronto, Ontario (YYZ, YTZ) - 1.5 Hour Flight


Why go?

  • Food, people, cleanliness, Hockey Hall of Fame.

When to go?

  • Summer

Who can fly you there?

How much will it cost to get there?

  • Airfare: $100+

Where can you stay?




Montreal, Quebec (YUL) - 1.5 Hour Flight


Why go?

  • More restaurants per capita than any other North American city.

When to go?

  • Summer

Who can fly you there?

How much will it cost to get there?

  • Airfare: $100+

Where can you stay?



Nantucket, Massachusetts (ACK) - 1 Hour Flight


Why go?

  • Fresh seafood, winding beaches, cozy BnBs, and loads of summer activities.

When to go?

  • Summer

Who can fly you there?

How much will it cost to get there?

  • Airfare: $200+

Where can you stay?

Martha's Vineyard, Massachusetts (MVY) - 1 Hour Flight


Why go?

  • Rolling hills, towering bluffs, cultural events, and loads of summer activities.

When to go?

  • Summer

Who can fly you there?

How much will it cost to get there?

  • Airfare: $200+

Where can you stay?



The Poconos, Pennsylvania - 2 Hour Drive


Pocono Pines
Pocono Pines

Why go?

  • Hiking, winter sports, and heart-shaped jacuzzis. Great Wolf Lodge is a great resort for families.

When to go?

  • Year-round

Where can you stay?



Ocean City, Maryland - 4 Hour Drive


Why go?

  • Shopping, fishing, free beaches, boardwalk and, seafood.

When to go?

  • Summer

Where can you stay?

Atlantic City, New Jersey - 2 Hour Drive


Why go?

  • Casinos and comedy shows.

When to go?

  • Year-round

Where can you stay?



Washington, DC (IAD, DCA) - 1.5 Hour Flight


Washington Monument
Washington Memorial

Why go?

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

When to go?

  • Year-round (spring season for cherry blossoms)

Who can fly you there?

How much will it cost to get there?

  • Airfare: $100+

Where can you stay?

Pro Tip:

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



Philadelphia, Pennsylvania - 2 Hour Drive


Why go?

  • History, sports, cheesesteaks

When to go?

  • Summer and Fall

Where can you stay?

Chicago, Illinois (ORD, MDW) - 3 Hour Flight


Chicago, Illinois
Chicago, Illinois

Why go?

  • Food, bars, sports, rivers!

When to go?

  • Summer

Who can fly you there?

How much will it cost to get there?

  • Airfare: $75+

Where can you stay?

Pro Tip:

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



Kansas City, Missouri (MCI) - 3.5 Hour Flight


Why go?

  • BBQ! BBQ! BBQ!

When to go?

  • Year-round

Who can fly you there?

How much will it cost to get there?

  • Airfare: $200+

Where can you stay?

Pro Tip:

  • Visit the Power & Light District for a unique nightlife experience & go to Arthur Bryant's for BBQ.

Atlanta, Georgia (ATL) - 2 Hour Flight


Why go?

  • Brew pubs, art, nightlife, Mexican food.

When to go?

  • Year-round

Who can fly you there?

How much will it cost to get there?

  • Airfare: $100+

Where can you stay?

Pro Tip:

  • Walk some of the BeltLine.


Bermuda (BDA) - 2.5 Hour Flight


Why go?

  • Pink sand beaches and diving.

When to go?

  • Year-round (might want to avoid hurricane season)

Who can fly you there?

How much will it cost to get there?

  • Airfare: $300+

Where can you stay?

Charleston, South Carolina (CHS) - 2 Hour Flight


Why go?

  • History, culture, family-friendly attractions, and watersports.

When to go?

  • Spring, Summer and Fall

Who can fly you there?

How much will it cost to get there?

  • Airfare: $150+

Where can you stay?



Newport, Rhode Island - 4 Hour Drive


Newport, Rhode Island
Newport, Rhode Island

Why go?

  • Cliff Walk, music festivals, boutique stores and inns.

When to go?

  • Spring, Summer and Fall

Where can you stay?

Nashville, Tennessee (BNA) - 2.5 Hour Flight


Why go?

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

When to go?

  • Spring, Summer and Fall

Who can fly you there?

How much will it cost to get there?

  • Airfare: $200+

Where can you stay?

Pro Tip:

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

Raleigh, North Carolina (RDU) - 2 Hour Flight


Why go?

  • Outdoors activities, restaurants, college sports, booming tech sector.

When to go?

  • Spring, Summer and Fall

Who can fly you there?

How much will it cost to get there?

  • Airfare: $150+

Where can you stay?




Asheville, North Carolina (RDU) - 2 Hour Flight


Why go?

  • Art, craft beer, and the Smoky Mountains.

When to go?

  • Spring, Summer and Fall

Who can fly you there?

How much will it cost to get there?

  • Airfare: $200+

Where can you stay?


The Hamptons & Montauk, New York - 1 to 4 Hour Drive


Why go?

  • Beaches, quaint towns, and summer activities.

When to go?

  • Summer and Fall

Where can you stay?

North Fork Long Island - 1 to 4 Hour Drive


Why go?

  • Wine tours

When to go?

  • Summer and Fall

Where can you stay?

Pro Tip:

  • Be responsible and take a bus for a wine tour from various locations throughout Long Island and NYC.


3e45.jpg

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!

bottom of page