5 Underrated U.S. Cities Perfect For A Weekend Getaway This Fall

The kids are back in school, the long, hazy days of summer are in the rearview mirror, and there’s a new kind of energy in the air. It’s that magical time of year when you start thinking about cozy sweaters, crisp autumn air, and that first glorious sip of a pumpkin spice latte.

You’re holding on to that hope of a perfect weekend fall getaway. Sure, you could book the obvious trip to New York City, but let’s be real—you’ll be fighting for a patch of grass in Central Park with a million other people.

What if you could get all the amazing fall vibes without the crowds? Here at Travel Off Path, we believe the best autumn trips are the ones that fly under the radar. We’ve found 5 incredible, underrated U.S. cities that are perfect for a quick escape this season. 🍂

⛰️ Chattanooga, Tennessee

The Ultimate Outdoor Adventure Hub

While everyone flocks to Nashville or the Smokies, Chattanooga is the smart choice for an active fall weekend. Tucked into the Tennessee River Valley, the city is surrounded by mountains that explode with color in late October. The vibe is laid-back, the hiking is epic, and the views are 10/10.

• You Have To: Take the incline railway up Lookout Mountain to visit Rock City and Ruby Falls. The panoramic view of seven states is a classic for a reason. For a more chill experience, walk across the vibrant blue Walnut Street Bridge and explore the cool local shops and cafes in the NorthShore district.

🍖 Kansas City, Missouri

The Cool & Cultured Midwest Surprise

Forget what you think you know about “flyover country.” Kansas City is having a major moment, and fall is the perfect time to visit. This city is a powerhouse of culture, with world-class jazz clubs, a surprisingly hip arts scene, and, of course, the best barbecue on the planet.

• You Have To: Make a pilgrimage to an iconic BBQ joint like Joe’s Kansas City (yes, the one in the gas station!) or Arthur Bryant’s. Then, spend an afternoon at the incredible (and free!) Nelson-Atkins Museum of Art before checking out the galleries and breweries in the trendy Crossroads Arts District.

🧀 Madison, Wisconsin

The Perfect College Town Weekend

There’s a special kind of energy in a great college town in the fall, and Madison might just be the best of them all. Situated on a narrow strip of land between two sparkling lakes, this city is pure autumn magic. The air is crisp, the university gives the city a vibrant buzz, and the fall colors are spectacular.

• You Have To: Spend Saturday morning at the Dane County Farmers’ Market, one of the biggest and best in the country, which takes over the entire Capitol Square. Then, grab a beer at the iconic Memorial Union Terrace on Lake Mendota for one of the best waterfront fall views you’ll find anywhere.

🎨 Richmond, Virginia

Where History Meets Hip

As a less-crowded and more affordable alternative to Washington D.C., Richmond is a fall getaway that punches way above its weight. This city seamlessly blends four centuries of American history with a modern, creative, and seriously cool food and beer scene. The fall foliage along the James River is the cherry on top.

• You Have To: Go brewery-hopping in Scott’s Addition, a former industrial neighborhood that’s now home to some of the best craft beer in the state. Then, spend an afternoon exploring the quirky boutiques and amazing restaurants in the famous Carytown neighborhood.

🔥 Providence, Rhode Island

The Charming & Unique Coastal Gem

The capital of America’s smallest state remains one of the most underrated gems on the East Coast. What it lacks in size, it more than makes up for with its Ivy League charm, stunning architecture, and a one-of-a-kind art scene. The cool temps in the 50s and 60s are perfect for exploring.

• You Have To: Plan your weekend around WaterFire, a stunning art installation of bonfires blazing just above the surface of the three rivers that run through the city. It’s a completely unique and magical experience, perfect for a crisp autumn night. Afterward, head to Federal Hill for some of the best and most authentic Italian food in the country.

So this fall, skip the usual tourist traps and make some memories in a city that feels like a real discovery. Happy travels, and enjoy all the autumn vibes! 🍂