10 Great Fall Trips in America

Foliage, festivals, and fun!

Nestled in between the excitement of summer vacation and the hustle and bustle of holiday visits, fall trips provide a welcome change of pace. Whether you’re sipping apple cider, exploring breathtaking trials, or simply enjoying the season’s charms, these getaways are your chance to recharge, relax, and refresh your spirit.

Not sure where to go? Head to one of these destinations for cozy seasonal experiences and stunning outdoor beauty!

• • Aspen, CO

    A world-class ski destination, the town turns gold in fall—literally!

    During autumn, Aspen’s landscape is dotted with the stunning golden leaves of the aspen trees. The vibrant colors make for a gorgeous backdrop as you enjoy the peaceful mountain atmosphere before ski season kicks off.

    Despite its seasonal beauty, fall is Aspen’s off-season. Have fun without overspending, thanks to amazing deals from upscale hotels, spas, and restaurants.

  • Bend, OR

    Fall trips center on the great outdoors, and Bend is no exception.

    The trails around Deschutes River and Cascade Lakes provide stunning views of the local fall foliage. Outdoor enthusiasts can enjoy endless recreational activities, including hiking, fishing, and kayaking.

    And the laid-back fun doesn’t stop there! The craft beer scene and food truck culture offer casual but delicious fare during your autumn getaway.

  • Berkshires, MA

    Craving a taste of Americana? It doesn’t get much more nostalgic than the Berkshires, the quintessential New England destination that’s home to the Norman Rockwell Museum.

    Cozy inns, bright foliage, and fall festivals galore provide scenic charm. Go for an invigorating hike, then replenish your body with a hearty farm-to-table meal at one of the local restaurants.

    The local blend of art, culture, and natural beauty makes the Berkshires one of our favorite fall trips!

  • Chicago, IL

    Architecture. Culture. Rooftop dining.

    As much as we sing the praises of small-town charm, we have to admit—cities make pretty amazing fall trips, too!

    Some of the Windy City’s most famous spots are lined with spectacular foliage. Go for a leisurely stroll along the Riverwalk or the trails of Lake Michigan for a taste of autumn’s beauty.

    Speaking of taste… deep-dish pizza, anyone?

  • Hudson Valley, NY

    New York City might be more famous (more on that later!), but the Hudson Valley is bursting with idyllic charm.

    The area’s picturesque small towns, such as Beacon and Cold Spring, provide the ultimate autumn experience. Whether you’re hiking the Catskills, picking apples, or visiting local vineyards, spending time outdoors gives you a front-row view of the stunning foliage.

  • Jackson Hole, WY

    Dramatic fall landscapes, abundant wildlife, and outdoor fun? Check, check, and check!

    Autumn brings this rustic city to life, as the surrounding valleys and mountains burst with the colors of fall. The mild temps are perfect for horseback riding—or hiking or biking if you’re not in the cowboy mood!

    A far cry from its busy summer and fall seasons, Jackson Hole is a peaceful and refreshing outdoorsy fall retreat.

  • New York City, NY

    The Big Apple is one of the country’s most iconic fall trips, and with good reason. After all, is there anything more “autumn” than Central Park bursting into a riot of red, orange, and yellow?

    Pick up apple cider donuts at one of the fall markets. Hoist a stein at one of the Oktoberfest beer gardens. And check out seasonal blooms and harvest festivals at the New York Botanical Gardens.

    The city is buzzing with autumn energy and activities, we promise!

  • Park City, UT

    A ski resort, without snow? Ummm, yes!

    Park City might be best known for its winter fun, but autumn allows you to hike, bike, or just enjoy the outdoors while surrounded by the mountain’s fall foliage.

    This is also Park City’s “off” season, making it a great time to unwind. Many of the area’s resorts and spas offer special fall packages. Go ahead; spoil yourself!

  • Seattle, WA

    Looking for an autumn getaway that combines outdoor adventures and bustling city life?

    The city’s famous coffee shops create aromatic seasonal blends and offer a warm refuge from Seattle’s chilly weather. Pike Place Market features everything autumn, from hearty soups and stews to pumpkin spice everything.

    Then do something uniquely Seattle: get a close-up view of the migrating marine life before the water gets too cold… Fall is whale-watching season!

  • Sedona, AZ

    Sedona is a breathtaking destination all year round. But fall might be one of its best seasons, bringing perfect hiking weather along with the vibrant colors.

    Recharge your energy with meditation workshops and holistic healing classes. This desert city is renowned for its spiritual vortexes and wellness retreats, making it ideal for a fall reset.

    At night, join a stargazing tour to view the starry skies—you might even catch a glimpse of the Milky Way!

  From natural beauty to harvest festivals to city happenings, these fall trips are the perfect way to immerse yourself in fall fun!

  And to make your fall trip as simple as a fluttering leaf, ship your stuff to your hotel or Airbnb with LugLess. No worries about your baggage, no hassles at the airport. Relax, unwind, and embrace the spirit of the season.