19 Best Weekend Getaways from Philadelphia (within a 4 hour flight) (2024)

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    • Jun 24, 2021
    • 5 min read

Updated: Jan 21

19 Best Weekend Getaways from Philadelphia (within a 4 hour flight) (1)

Philadelphia, the city of brotherly love home to good food and rich history. As a resident of 4 years during my time spent at Temple University, I didn't get to leave town too often, unless it was heading back to New York to visit my family, or quick trips to the jersey shore.

With a vast array of short domestic destinations, there are also some nearby international destinations within reach. Here are some weekend getaway ideas for locals in the Philadelphia area within a 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 what you want to do at your destination.

Miami, Florida (MIA, FLL) - Just Under a 3 Hour Flight

Why go?

  • Beaches, outdoors activities, clubs, restaurants, culture. 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) - Just Under a 3 Hour Flight

Why go?

  • Disney & Universal Studios. Bring bug spray and an umbrella if you go during the summer.

When to go?

  • Year-Round

Who can fly you there?

How much will it cost to get there?

  • Airfare: $50+

Where can you stay?

Puerto Rico - 4 Hour Flight to San Juan (SJU)

Why go?

  • Surfing, culture, and hiking. Oh and you don't need a passport to travel.

When to go?

  • December to July to avoid hurricanes and tropical storms.

  • April to June to avoid the busy winter and the upcoming rainy season.

Who can fly you there?

How much will it cost to get there?

  • Airfare: $200+

Where can you stay?

New York, New York - 2 Hour Drive

Why go?

  • Head to New York for a nice weekend during the summer to see the sights in the city that never sleeps. Take a trip during the holiday season and see the tree at Rockefeller Center and a Broadway play.

When to go?

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

  • Winter for Christmas festivities!

Where can you stay?

Austin, Texas (AUS) - Just Under a 4 Hour Flight

Why go?

When to go?

  • Year-Round

Who can fly you there?

How much will it cost to get there?

  • Airfare: $400+

Where can you stay?

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.

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

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: $150+

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.

Chicago, Illinois (ORD, MDW) - Just Over a 2 Hour Flight

Why go?

  • Food, bars, sports, rivers!

When to go?

  • Summer

Who can fly you there?

How much will it cost to get there?

  • Airfare: $100+

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: $500+

Where can you stay?

Pro Tip:

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

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: $200+

Where can you stay?

Nashville, Tennessee (BNA) - Just Over a 2 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.

New Orleans, Louisiana (MSY) - 3 Hour Flight

Why go?

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

When to go?

  • Spring, Summer, Fall

Who can fly you there?

How much will it cost to get there?

  • Airfare: $250+

Where can you stay?

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.

Portland, Maine (PWM) - Just Over a 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: $200+

Where can you stay?

Nantucket, Massachusetts (ACK) - 1.5 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: $400+

Where can you stay?

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?

The Poconos, Pennsylvania - Just Under a 2 Hour Drive

Why go?

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

When to go?

  • Year-round

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: $300+

Where can you stay?

The Hamptons & Montauk, New York (ISP) - 1 Hour Flight + 1 Hour Drive

Why go?

  • Beaches, quaint towns, and summer activities.

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?

North Fork Long Island, New York (ISP) - 1 Hour Flight + 1 Hour Drive

Why go?

  • Wine tours

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?

Pro Tip:

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

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FAQs

What islands are within the 4 hour flight of Philadelphia? ›

Direct Flights from Philadelphia to the Caribbean:

Dominican Republic (Punta Cana): 4 hours. Jamaica (Montego Bay): 3.5 hours. Puerto Rico (San Juan): 4 hours. Turks and Caicos (Providenciales): 3.5 hours.

Where is the cheapest place to fly from Philadelphia? ›

The cheapest round-trip flight from Philadelphia is currently to Pittsburgh. On average, American Airlines currently has the cheapest one-way flight from Philadelphia. Atlanta Hartsfield-Jackson (ATL) is currently the most popular flight destination from Philadelphia.

Where do people from Philly vacation? ›

Pocono Mountains, Pennsylvania

One of the best nature-focused weekend trips from Philadelphia is undoubtedly the Pocono Mountains. And since the Pocono Mountains revolve around its natural landscapes, the things that you can do in this region depend on the season.

What cities are 3 hours from Philadelphia? ›

  • Gettysburg, Pennsylvania. Much of the Gettysburg Battlefield is preserved as a National Military Park. ( ...
  • Ocean City, New Jersey. ...
  • The Poconos, Pennsylvania. ...
  • Hershey, Pennsylvania. ...
  • Brandywine Valley, Delaware and Pennsylvania. ...
  • Lambertville, New Jersey. ...
  • Atlantic City, New Jersey.

How far is a flight from philly to st lucia? ›

4 hr 45 min is the shortest flight time from Philadelphia to Saint Lucia.

How far is Turks and Caicos from Philadelphia by plane? ›

The fastest way to get from Philadelphia Airport (PHL) to Turks and Caicos Islands is to fly which takes 3h 29m and costs $260 - $650. How far is it from Philadelphia Airport (PHL) to Turks and Caicos Islands? The distance between Philadelphia Airport (PHL) and Turks and Caicos Islands is 2040 km.

What is the cheapest weekend day to fly? ›

Generally, Tuesday, Wednesday and Saturday are the cheapest days to fly, while Fridays and Sundays are pricier, according to travel deal site FareCompare.

What is the least expensive place to fly to? ›

Generally speaking, flying from the USA to the Caribbean or Central America is the cheapest because those areas are close by. Europe is cheap to fly to from the east coast USA, and Asia is cheap to fly to from the west coast USA.

Is it cheaper to fly out of philly or newark? ›

Newark International Airport or LaGuardia — $400 and $325, respectively — offer cheaper average flights than Philly and JFK.

What beach do people from Philly go to? ›

Brigantine Beach, New Jersey

One of the best New Jersey beach towns near Philadelphia for a weekend trip, Brigantine Beach is located on the barrier island off the coast of the state. It boasts miles of wide and pristine beachfront that are perfect for swimming, sunbathing, and playing beach sports.

What is the number one tourist destination in Philadelphia? ›

The Independence National Historical Park is the top tourist attraction in Philadelphia. It's America's most historic square mile, home to Independence Hall, the birthplace of the United States of America. This iconic hall hosted the adoption of the Declaration of Independence in 1776.

Which areas to stay away from in Philadelphia? ›

  • Old City. ...
  • Northern Liberties. ...
  • The Gayborhood. ...
  • Port Richmond. ...
  • West Philly/Baltimore Avenue. ...
  • Manayunk/Roxborough. ...
  • “Behind the Art Museum”. ...
  • University City.
Feb 25, 2024

What state is 3 hours away from Pennsylvania? ›

How long is the drive from Pennsylvania to Delaware? The total driving time is 3 hours, 15 minutes.

What cities are 2 hours away from Philadelphia? ›

Driving times to Philadelphia, from:
Allentown, Pennsylvania (Dorney Park)1 hour - 62 miles (99 kilometers)
Gettysburg, Pennsylvania2.3 hours - 142 miles (227 kilometers)
Harrisburg, Pennsylvania2 hours - 106 miles (171 kilometers)
Hershey, Pennsylvania2 hours - 94 miles (150 kilometers)
12 more rows

What is the closest major city to Philadelphia? ›

Camden, NJ – 5.3 Miles from Philadelphia

The county seat of Camden County, Jersey, Camden is the nearest city to Pennsylvania. This large city close to Philadelphia is just across the Delaware River from Center City, Philadelphia's bustling downtown core.

What Caribbean islands does Philadelphia fly direct to? ›

You can fly direct from PHL to the following: Aruba, Antigua, Barbados, Freeport, Grand Cayman, Grenada, Nassau, St Bart's, San Juan, St Kitts, St Thomas, St Croix, St. Maarten, and St Lucia.

How far is Aruba flight from Philadelphia? ›

All flight schedules from Philadelphia International Airport , Pennsylvania , USA to Reina Beatrix International, Aruba. This route is operated by 1 airline(s), and the flight time is 4 hours and 42 minutes. The distance is 1928 miles.

How far is the flight from Philadelphia to St Maarten? ›

flight time from Philadelphia to Sint Maarten & Flights Info
Flight Time4 hours 8 minutes
Earliest Flight08:20⇒13:22
Direct Flight PriceUS$132

What is the easiest Caribbean island to get to by plane? ›

Puerto Rico is one of the easiest islands to get to in the Caribbean. The island is home to 348 attractions including the Spanish colonial district and rainforests' ziplining parks.

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