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  • Writer's pictureJordan Hinsch

16 Best Weekend Getaways from Toronto, Canada (within a 4-hour flight)


16 Best Weekend Getaways from Toronto, Canada (within a 4-hour flight)
16 Best Weekend Getaways from Toronto, Canada (within a 4-hour flight)

Toronto, Canada's largest city, is a dynamic metropolis that seamlessly blends cultural diversity, vibrant neighborhoods, and iconic landmarks. Situated on the shores of Lake Ontario, Toronto boasts a stunning skyline dominated by the CN Tower, one of the tallest structures in the world. The city's rich history is evident in its well-preserved Victorian architecture and numerous museums, such as the Royal Ontario Museum and the Art Gallery of Ontario. Toronto's diverse population is reflected in its bustling neighborhoods, each offering unique culinary delights, festivals, and markets. Visitors can explore the scenic Toronto Islands, take in a performance at one of the many theaters, or enjoy shopping and entertainment in the lively downtown core. With its welcoming atmosphere and endless attractions, Toronto promises an unforgettable urban 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 Toronto, Canada, 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.



New York, New York (JFK, LGA, EWR) - 1 Hour 45 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: $100+

Where can you stay?

Who will pick you up?


Miami, Florida (MIA, FLL) - 3 Hour 15 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.



Orlando, Florida (MCO) - 3 Hour 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: $197+

Where can you stay?

Who will pick you up?



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: $240+

Where can you stay?

Who will pick you up?


Chicago, Illinois (ORD, MDW) - 1 Hour 45 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.



Montreal, Quebec (YUL) - 1 Hour 15 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: $230+

Where can you stay?

Who will pick you up?


Washington, DC (IAD, DCA, BWI) - 1 Hour 30 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: $230+

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.


Atlanta, Georgia (ATL) - 2 Hour 15 Minute Flight


Why go?

  • Brewpubs, 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: $400+

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 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: $400+

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 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: $100+

Where can you stay?

Who will pick you up?

Pro Tip:

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



Denver, Colorado (DEN) - 3 Hour 45 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: $350+

Where can you stay?

Who will pick you up?


Philadelphia, Pennsylvania (PHL) - 1 Hour 30 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: $330+

Where can you stay?

Who will pick you up?



Austin, Texas (AUS) - 3 Hour 30 Minute 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: $390+

Where can you stay?

Who will pick you up?


Cancun & Tulum, Mexico (CUN) - 4 Hour 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: $550+

Where can you stay?

Who will pick you up?



Charleston, South Carolina (CHS) - 2 Hour 15 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: $340+

Where can you stay?

Who will pick you up?


Quebec City, Quebec (YQB) - 1 Hour 30 Minute Flight


Why go?

  • Quebec City enchants visitors with its charming old-world atmosphere, cobblestone streets, and the historic beauty of Old Quebec, a UNESCO World Heritage site steeped in rich history and French culture.

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?



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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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