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17 best places to visit this fall and winter

Pack your bags, because we’re giving recs on where to go + what to do this fall and winter.

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hut on a beach in Dominican Republic

We’re guessing you’re feeling those getaway vibes right about now.

Photo via Pexels

Table of Contents

If traveling in fall and winter isn’t on your radar, we’ve got 17 reasons to reconsider.

Here are 17 destinations worth visiting between October and February — a prime time for lower fares and lighter crowds — all just a nonstop flight away from Orlando International Airport (MCO).

Amsterdam Festival of Lights

Photo via Flickr/Alec Gamoff

See the lights of Europe

Experience holiday lights in Europe, where both charming historic streets and dramatic landscapes create memories like no other.

aerial shot of snowy mountains in whistler canada

Photo via Flickr/kcxd

Hit the ski slopes of Canada

In addition to friendly people, Canada is known for its epic ski resorts. Our recs:

  • Ottawa, Ontario: Calabogie Ski Resort and Mont Tremblant
  • Vancouver, British Columbia: Whistler Blackcomb and Cypress Mountain (home to the 2010 Olympics)
  • Toronto, Ontario: Blue Mountain Resort. Bonus: Shopping lovers should visit the PATH, the largest underground shopping complex in the world.
LAL-MCO recife brazil-sept 2023.jpg

Photo via Unsplash

Go on a “summer” escape

Reminder: Brazil’s summer starts in December. Whether exploring city streets, watching soccer games, or beach-bumming it, a few great Brazilian cities to visit include:

  • Brasilia
  • Belo Horizonte
  • Sao Paulo
  • Recife

Photo via Flickr/Ben Kucinski

Wade in tropical waters

Ah, island life. Savor those Caribbean vibes and turquoise waters with a tropical getaway in:

  • Santiago, Dominican Republic
  • Aruba
  • Freeport, Bahamas
apple orchards in new york

Photo via Pexels

Explore apple orchards, redwood forests + more

Visit all four corners of the US for:

  • Westchester County, NY: Apple picking + hay rides in Hudson Valley.
  • Wausau, WI: A fall hike in Rib Mountain State Park.
  • El Paso, TX: A margarita in El Paso, where legend has it the famous drink was born.
  • San Francisco, CA: Rolling hills and some of San Francisco’s warmest (and sunniest) days. Bonus: Take the short drive to Muir Woods for a walk in the redwoods.

Pro tip: Before heading out, download the MCO App to get turn-by-turn navigation, TSA security wait times, flight updates, and parking, dining, and shopping information. Plan your trip + snag deals.


Which destination do you most want to visit? Let us know.

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