Common and Not-So-Common Trips to Take this Fall Season (And Also, What to Wear!)

As summer slips into fall, the world takes on a new kind of beauty—crisp air, fiery foliage, and the perfect weather for everything from cozy city strolls to adventurous escapes. Fall is a season that begs for exploration, and whether you're planning a quick weekend getaway or an international adventure, it's also the time to bring your style A-game. From the cobbled streets of European cities to leaf-peeping in New England, here are some common and less-traveled fall vacation ideas, along with smart, chic sartorial choices to match.

1. New England Leaf Peeping (USA)

The Trip: If there’s one quintessential fall trip, it’s a road trip through New England to marvel at the vibrant foliage. Popular spots include Vermont, New Hampshire, and Maine, where the fiery reds, golds, and oranges of the trees are the main attraction. Cozy inns, apple cider stands, and the general charm of small-town America await you.

What to Wear: Leaf-peeping may sound laid-back, but it’s an opportunity to show off your fall style. Layering is essential for this trip, as temperatures can shift quickly from chilly mornings to warmer afternoons. Opt for a long-sleeve button-down in white or camel from our debut collection, layered under a chunky knit cardigan or vest for a rustic-chic look. Pair with wide-leg trousers for comfort, and don’t forget your casual-cool oversized tote—it’s the perfect carry-on for collecting souvenirs along the way.

2. A Weekend in New York City (USA)

The Trip: Fall in New York is iconic for a reason—cool, crisp air, golden leaves in Central Park, and a cultural scene that’s buzzing with theater openings, art exhibitions, and fashion events. Whether you’re visiting the latest MoMA exhibit or sipping cocktails at a rooftop bar, NYC in the fall offers endless possibilities.

What to Wear: For a city trip, you want pieces that are versatile and stylish without sacrificing comfort. Go for high-waist wide-leg trousers in black, paired with a silk cami top layered under a sleek, tailored blazer. Top off the look with a cropped bustier for a modern edge, or layer with a linen vest for that extra touch of sophistication. A pair of chic knee high boots and an oversized trench coat will keep you city-ready while transitioning between cool mornings and brisk evenings.

3. Wine Tasting in Napa Valley (USA)

The Trip: Fall in Napa Valley is harvest season, making it one of the best times to visit California’s famed wine region. The vineyards are bursting with color, and the air is filled with the scent of ripe grapes. Spend the day touring wineries, sipping on Cabernet Sauvignon, and indulging in gourmet food pairings.

What to Wear: For a day of wine tasting, casual elegance is key. Opt for a bias midi skirt in camel, paired with a long-sleeve button-down for a polished yet laid-back look. Add a linen waistcoat for a touch of structure and warmth, and bring along a scarf to drape over your shoulders if the afternoon gets breezy. Finish with square-toe flats or loafers, and you’re ready to toast to the season.

4. Oktoberfest in Munich (Germany)

The Trip: Oktoberfest, the world’s largest beer festival, takes place in Munich every fall. Expect lively crowds, traditional Bavarian music, and endless steins of beer. But beyond the beer tents, you can also explore Munich’s rich history, from its grand palaces to its modern art museums.

What to Wear: You’ll want something comfortable for this full day of festivities, but that doesn’t mean sacrificing style. A maxi dress in a dark color like black or white from our debut collection is an easy, elegant option. Layer with a long-sleeve button-down underneath, or throw on a denim jacket for an effortlessly chic look. Flat, comfortable shoes are a must—you’ll be standing (and possibly dancing) for hours! Add a cotton canvas tote to carry your essentials without losing any style points.

5. Hot Air Balloon Ride in Cappadocia (Turkey)

The Trip: Cappadocia is a destination straight out of a dreamscape, known for its surreal landscapes of "fairy chimneys" and ancient cave dwellings. In the fall, the weather is mild, making it the perfect time to take a sunrise hot air balloon ride over this otherworldly terrain.

What to Wear: For an early morning balloon ride, layers are essential. Start with straight-cut trousers in camel, paired with a silk cami top and a long-sleeve button-down in white or black. Add a cozy, oversized cardigan or pashmina for warmth, as mornings in Cappadocia can be chilly. A pair of comfortable walking boots will serve you well when exploring the town’s winding paths after your flight.

6. Exploring Kyoto’s Fall Foliage (Japan)

The Trip: Fall in Japan means one thing—koyo, or the changing of the leaves. In Kyoto, the ancient temples and gardens become draped in stunning shades of red, gold, and orange, offering some of the most picturesque views you’ll ever see. Stroll through the Arashiyama Bamboo Grove, visit the Kinkaku-ji temple, and soak in the serenity of this timeless city.

What to Wear: Kyoto calls for elegance, comfort, and a bit of tradition. A midi dress with an asymmetric neckline will give you a modern yet understated look. Add a linen vest in white or black to layer as the weather cools, and bring along a maxi skirt in camel to alternate for evening dinners. Comfortable flats or sandals are a must for all the walking you’ll do.

7. Aurora Borealis in Iceland (Iceland)

The Trip: Fall marks the beginning of Northern Lights season in Iceland. Imagine staring up at the sky as it’s painted with shimmering shades of green, purple, and blue. Spend your days exploring Reykjavik, soaking in geothermal hot springs, and hiking through volcanic landscapes.

What to Wear: Iceland’s unpredictable fall weather calls for serious layering. Start with wide-leg trousers in white viscose for warmth and comfort, and layer with a cozy knit sweater. Add the cropped bustier for a more modern look you can reveal indoors when the heaters are cranked up. Keep a stylish parka or down coat handy for those colder evenings chasing the Northern Lights, and don’t forget to bring along waterproof boots!

8. Cultural Immersion in Marrakech (Morocco)

The Trip: Fall is the perfect time to visit Marrakech, when the scorching summer temperatures have cooled to a pleasant warmth. Explore the bustling souks, marvel at the architecture of the Koutoubia Mosque, and indulge in Moroccan tagines and mint tea.

What to Wear: For a culturally immersive experience, opt for modest yet stylish pieces. A maxi dress in black or white is perfect for the occasion, offering both comfort and elegance. Pair it with a linen vest for a more structured look, or drape a lightweight scarf over your shoulders for a dash of Moroccan-inspired flair. Complete your look with sandals or ankle boots for a versatile outfit that can take you from day to night.

In A Nutshell: Dressing for Fall Adventures

Fall is a season that invites both familiar comforts and thrilling adventures. Whether you're strolling through New York City, tasting wine in Napa, or watching the Northern Lights in Iceland, your wardrobe should reflect the elegance and versatility of this beautiful time of year. By layering your favorite Artifora pieces—like the long-sleeve button-downs, maxi skirts, and wide-leg trousers—you’ll be ready to take on any fall destination with style.

Remember, fall fashion is all about embracing cozy layers, rich tones, and timeless silhouettes. So pack smart, dress well, and make every destination your runway.