Autumn is that magical season when the air gets crisp, sweaters make a grand return, and pumpkin spice lattes reign supreme. But let’s face it—fall is more than just your favorite hot beverage. It’s also the perfect time for a weekend escape to soak up all those stunning reds, oranges, and yellows that Mother Nature has on display. From charming small towns to historic villages, here are the best weekend trips in the fall that promise all the cozy vibes and Instagrammable moments your heart desires.
🍁 1. Woodstock, Vermont: New England Charm at Its Finest
If you’ve ever wanted to live out your own version of a Hallmark movie, Woodstock, Vermont, is the place to be. With its covered bridges, farm-to-table restaurants, and rolling hills, this tiny town practically screams fall perfection. Take a scenic drive down Route 100, considered one of the country’s most beautiful fall foliage drives, or pop by the Sugarbush Farm for a cheese and maple syrup tasting (yes, please!).
And don’t forget to visit the Billings Farm & Museum for a dose of history and farm life. After a day of leaf-peeping and strolling through town, cozy up at a local B&B with a fireplace and a view of the trees. Because who wouldn’t want to fall asleep to the scent of pine and a crackling fire?
🎃 2. Leavenworth, Washington: A Bavarian Village in Autumn
If you want to feel like you’ve stepped straight into a European fairytale without the pricey plane ticket, head to Leavenworth, Washington. This small town, nestled in the Cascade Mountains, is styled after a Bavarian village and goes all out for fall. We’re talking pumpkin displays, Oktoberfest celebrations, and miles of forested hiking trails bursting with fall colors.
Take a stroll along Front Street, lined with half-timbered houses and quirky shops selling everything from schnitzel to lederhosen. For the adventurers, the Icicle Ridge Trail offers panoramic views of the town and valley—perfect for snapping those envy-inducing photos.
Pro-tip: Don’t leave without sampling the local apple cider or German beer!
🏡 3. Hudson, New York: A Hipster’s Paradise
Hudson, New York, is where modern cool meets historic charm. This trendy small town along the Hudson River is known for its thriving arts scene, antique shops, and top-notch dining. During the fall, it becomes a picturesque haven of golden foliage, making it a go-to destination for a weekend getaway.
Start your trip with a scenic drive along the Taconic Parkway, known for its breathtaking views of the fall colors. Once in town, pop into antique shops like The Gilded Owl or sip a seasonal cocktail at one of the stylish bars along Warren Street. Bonus points if you time your visit with the Basilica SoundScape, an annual music and art festival held in a converted factory space.
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🍏 4. Stowe, Vermont: Leaf Peeping and More
Stowe is a quintessential New England town that’s practically made for fall getaways. Picture-perfect landscapes, charming inns, and stunning mountain views make it one of the best places to visit in autumn. If you’re an outdoor enthusiast, hit the hiking trails at Smugglers’ Notch State Park, or take a leisurely gondola ride up Mount Mansfield for unparalleled views of the colorful valley below.
Want to relax after a day of exploring? Sip on some locally crafted cider at the Stowe Cider tasting room or enjoy a hot cocoa while soaking in the view from a cozy café. This town truly has something for everyone—whether you’re into adventure or just looking to wrap yourself in a blanket and watch the leaves flutter by.
🍂 5. Jim Thorpe, Pennsylvania: The Switzerland of America
Don’t let the name fool you—Jim Thorpe, Pennsylvania, is as quintessentially American as it gets. Nestled in the Pocono Mountains, this small town is often referred to as the “Switzerland of America” due to its steep, hilly streets and Victorian architecture. When fall arrives, Jim Thorpe transforms into a wonderland of colors that attract visitors from all over.
Hop on the Lehigh Gorge Scenic Railway for a train ride that takes you through some of the area’s most stunning landscapes. Prefer something a bit more active? Rent a bike and explore the D&L Trail, which winds along the Lehigh River and offers some of the best views of the fall foliage.
🍃 6. Galena, Illinois: Historic Charm with a Side of Autumn Bliss
Step back in time with a weekend trip to Galena, Illinois, a small town known for its well-preserved 19th-century buildings and scenic rolling hills. This historic gem offers a perfect blend of charming streets, boutique shops, and cozy eateries—ideal for a laid-back fall escape.
Stroll down Main Street, where you’ll find antique stores, art galleries, and some of the best pie shops in the state. Afterward, take a scenic drive down the Great River Road or visit one of the local vineyards for a wine tasting. And if you’re into ghost stories, don’t miss out on a guided ghost tour through Galena’s haunted sites—spooky season, anyone?
🗺️ 7. Bar Harbor, Maine: Coastal Beauty Meets Autumn Splendor
Bar Harbor, located on Mount Desert Island, is the gateway to Acadia National Park—an absolute must-visit for fall foliage enthusiasts. With its rocky coastlines, pristine lakes, and mountain views, this area offers some of the most dramatic fall scenery in New England.
Spend your weekend hiking Cadillac Mountain, where you can catch the first sunrise in the U.S., or drive along the Park Loop Road for jaw-dropping vistas of the Atlantic Ocean and the vibrant fall colors. For a more relaxed experience, stroll through the town’s quaint shops, or savor a lobster roll while enjoying the crisp ocean breeze. One of the best weekend trips in the fall by the coast? Yes, please!
Final Thoughts: Ready to Leaf Your Worries Behind?
There you have it—seven of the best weekend trips in the fall that are sure to give you all the autumn feels. Whether you’re a fan of quaint New England towns or looking for a unique twist on traditional fall destinations, these charming spots promise cozy vibes, breathtaking scenery, and memories that’ll last long after the leaves have fallen.
So, pack your coziest sweater, grab a thermos of hot apple cider, and hit the road. Your perfect fall weekend trip is waiting, and trust me—you won’t want to miss it. 🍂🚗
Which of these best weekend trips in the fall are you planning to do? Let me know in the comments below!
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