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Writer's pictureJordan Hinsch

16 Best Weekend Getaways from Worcester, Massachusetts (within a 4-hour flight)


16 Best Weekend Getaways from Worcester, Massachusetts (within a 4-hour flight)

Worcester, Massachusetts, is a vibrant city located in central Massachusetts, known as the "Heart of the Commonwealth." It blends historic charm with modern amenities, featuring diverse cultural attractions, world-class educational institutions like Worcester Polytechnic Institute and Clark University, and a thriving arts scene. Worcester offers a mix of urban and suburban living, with landmarks such as the Worcester Art Museum, Mechanics Hall, and the EcoTarium. It is also a hub for healthcare and innovation, with the UMass Chan Medical School and biotech companies driving economic growth.

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 Worcester, Massachusetts 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) - 3 Hour 8 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: $29+

Where can you stay?

Who will pick you up?

Pro Tip:

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




New Orleans, Louisiana (MSY) - 3 Hour 57 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: $27+

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.


Nashville, Tennessee (BNA) - 2 Hour 52 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: $37+

Where can you stay?

Who will pick you up?

Pro Tip:

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


Miami, Florida (MIA, FLL) - 3 Hour 48 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: $17+

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.




Washington, DC (IAD, DCA, BWI) - 1 Hour 33 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: $23+

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.




New York, New York (JFK, LGA, EWR, ISP, HPN) - 1 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: $79+

Where can you stay?

Who will pick you up?







Orlando, Florida (MCO) - 3 Hour 34 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: $27+

Where can you stay?

Who will pick you up?





Chicago, Illinois (ORD, MDW) - 3 Hour 7 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: $57+

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.


Philadelphia, Pennsylvania (PHL) - 1 Hour 45 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: $28+

Where can you stay?

Who will pick you up?






Toronto, Ontario (YYZ, YTZ) - 1 Hour 59 Minute Flight


Why go?

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

What to do?

When to go?

  • Summer

Who can fly you there?

How much will it cost to get there?

  • Airfare: $119+

Where can you stay?

Who will pick you up?





Charlotte, North Carolina (CLT) – 2 Hour 25 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: $46+

Where can you stay?

Who will pick you up?


Montreal, Quebec (YUL) - 1 Hour 25 Minute Flight


Why go?

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

What to do?

When to go?

  • Summer

Who can fly you there?

How much will it cost to get there?

  • Airfare: $134+

Where can you stay?

Who will pick you up?


Asheville, North Carolina (AVL) - 2 Hour 33 Minute Flight


Why go?

  • Art, craft beer, and the Smoky Mountains. I'd recommend driving instead of flying, but it's your call!

What to do?

When to go?

  • Spring, Summer and Fall

Who can fly you there?

How much will it cost to get there?

  • Airfare: $54+

Where can you stay?

Who will pick you up?





Key West, Florida (EYW) - 3 Hour 54 Minute Flight


Why go?

  • A ridiculously good party scene, strange people, boat tours, scuba diving, museums, culture. Other top attractions.

What to do?

When to go?

  • Year-Round

Who can fly you there?

How much will it cost to get there?

  • Airfare: $109+

Where can you stay?

Who will pick you up?

Pro Tip:

  • Beach-enthusiasts beware. This is NOT a destination with good beaches.


Ottawa, Ontario (YOW) - 1 Hour 29 Minute Flight


Why go?

  • Ottawa, Canada's capital, offers a rich tapestry of cultural institutions like museums and galleries, along with picturesque parks and the Rideau Canal, celebrated for both its summer boating and winter skating.

What to do?

When to go?

  • Year-Round

Who can fly you there?

How much will it cost to get there?

  • Airfare: $129+

Where can you stay?

Who will pick you up?


Charlotte, North Carolina (CLT) – 2 Hour 38 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: $100+

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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