Map Out Your 2023 Fall Travel Plans!

Published 7.06.2023 – By Clara Ferance

School’s out and summer vacation is already in full swing! We hope you’re enjoying some downtime relaxing and spending quality time with family and friends. But what about booking a trip for this coming fall? Don’t stress. Our team at Rosedale Travel is the best at planning ahead, so you don’t have to. While you lounge on the beach with a good book, we’ll organize your next vacation’s itinerary—complete with all the best accommodations, excursions, and amenities that perfectly match your preferences. If you haven’t thought that far in advance yet or you’re still unsure where to go next, we’ve got plenty of fall-themed travel ideas to inspire you!

Fall Festivals

Throughout the fall harvest season, it’s common to see more food & wine festivals popping up everywhere. And who doesn’t enjoy sampling a wide variety of delicious dishes and drinks? With renowned chefs, sommeliers, and other highly skilled food professionals gathering in one place, it’s the perfect chance for both food lovers and wine enthusiasts to taste the latest culinary trends. Fall festivals are fantastic events to attend for a quick getaway or even a special milestone celebration since they typically offer a little something for everyone! Whether you’ve signed up for an exclusive masterclass, prefer watching live cooking demonstrations, or decide to attend a special cocktail hour, festival events provide a diverse range of activities for an unforgettable fall trip.

Upcoming Events:

  • Taste of Chicago: September 8 – 10
  • NYC Food & Wine Festival: October 12 – 15
  • San Diego Bay Wine & Food Festival: November 8 – 12
  • Harvest Season in Napa Valley, CA: Aug. – Oct.

Outdoor Travel Activities

It’s no surprise that fall is America’s favorite season. With the temperate weather and gorgeous hues of the autumnal foliage, it’s the best time to travel—and there’s definitely no shortage of opportunities to immerse oneself in the wonders of nature. Now’s the time to explore a national park, hike/bike/run along scenic trails, or try out zip-lining, horseback riding, and other adventurous outdoor activities!

If you’re not as much of the “outdoorsy” type, there are more low-key things to do, like visiting a local farm to buy your pumpkins, pick apples, and drink cider! No matter what kind of traveler you are, the fiery colors of the trees in fall will make your next trip through the winding country roads simply breathtaking! Plus, one of our travel partners specializes in fall foliage and created an amazing map of where to go (and when!) for peak color in the United States.


  • Dreaming of driving or walking through the changing seasons in the Appalachians? The Rocky Mountains? Sierra Nevada? Let’s make it happen.
  • Fall is full of upcoming races, so start training now and you’ll have an excuse to visit friends when you run your next 5K or half marathon!
    • Urban Bourbon: Louisville, KY (Oct. 14)
    • Run Malibu: Malibu, CA (Nov. 4 – 5)

Europe In Autumn

Visiting Europe is especially popular in the summer, but making a trip in the fall offers additional advantages for travelers seeking fewer crowds and cooler temperatures. Instead of the jam-packed tours of peak season (summer), big European cities like Paris, Rome, or London will have shorter lines, smaller tour groups, and fewer people around in general, allowing for a relaxed travel experience. With the milder fall weather, it’s the ideal time to visit historical landmarks, picnic outside in charming city parks, and appreciate the picturesque landscapes with vibrant fall colors everywhere!

With the reduced demand for accommodations, you’ll often find better deals and discounts, making it an economical time to visit “fan favorites” like France, Italy, or the UK! Special events and festivals are prevalent during the fall harvest time, which is another great way to immerse yourself in the local culture, art, and cuisine. And of course, there are plenty of destinations in southern Europe for travelers who prefer tropical environments.


  • Coastal countries often have the friendliest locals, warmer climates, and spectacular views across the water. Visit Portugal, Croatia, or Greece to help your USD go farther, plus take advantage of some of the best beaches in all of Europe!

Of course, no matter where you go, Rosedale Travel is here to help! Since we’re a certified Virtuoso travel advisor, you’ll even have access to extra perks and amenities to upgrade your trip along the way. We’ll design an authentic and immersive travel experience with a flexible, detailed itinerary that is customized to best suit you. Whether you’re planning to attend a festival, go on a road trip, or fly across the pond to Europe, our latest travel tips will keep things organized as you make those Fall travel plans a reality!

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