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Dreaming of a trip with fewer crowds, better prices, and perfect weather? Consider shoulder season travel in September and October. The secret is to travel during the shoulder season. This sweet spot between peak and off-peak months gives you more value and more peace of mind.

A person enjoying the Fall foliage in New England — best places to travel in October
An empty Caribbean beach in October during shoulder season travel.  A serene beach scene featuring tall palm trees, white sand, and a calm turquoise ocean under a blue sky. Lounge chairs are positioned on the sand, providing a perfect spot for relaxation.
Woman Exploring Italy vineyards during the September shoulder season, woman drinking red wine in a vineyard

What Is Shoulder Season Travel?

Shoulder season falls just before or after peak travel times. In the fall, that means September and October. These months bring a balance of good weather, smaller crowds, and lower prices. As a result, you can enjoy the same destinations in a calmer, more affordable way.

Benefits of Traveling in September and October

  • Fewer crowds: You can skip the long lines and enjoy more space.
  • Lower costs: Flights and hotels often drop in price after summer.
  • Perfect weather: It stays warm enough to explore, yet without the heat waves.
  • Local life: Once the summer rush is over, you’ll find more authentic experiences.

Best Fall Travel Destinations for Shoulder Season

  • Europe: For example, Italy’s wine harvest or Greece’s islands are even better without peak crowds.
  • Caribbean & Mexico: Resorts often offer great deals after summer.
  • U.S. trips: Instead of busy summer weekends, enjoy New England’s fall foliage or national parks with lighter traffic.

Tips to Maximize Shoulder Season Travel

To make the most of shoulder season:

  • Book early for the best rates and availability.
  • Always purchase travel insurance, especially for Caribbean trips.
  • Be flexible with dates — even a day or two can mean significant savings.

Plan Your Postcard-Perfect Fall Getaway

Travel in September or October gives you the same postcard-perfect experiences without the stress of peak season. So, why wait? Ready to plan your shoulder season escape? Let’s start planning together here.

Shoulder Season Secrets: Why September & October Are the Best Times to Travel

September 15, 2025
Date published
Eiffel Tower in Paris framed by golden fall leaves during shoulder season travel in September
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