Roundup: Five Lesser-Known Towns to Visit in the U.S. in October

Ask anyone and they will probably tell you that October is one of their favorite months. How can it not be? It’s magical. The air turns crisp, and with it, the leaves transform into a kaleidoscopic blaze of color. We’ve curated a list of lesser known towns that offer a unique fall experience without the madness of hotspot crowds. Here are five hidden fall gems to enjoy this October:

Bailey’s Harbor, Wisconsin

Nestled on the shores of Lake Michigan, Baileys Harbor is a quaint town known for its stunning natural beauty. In October, the fall foliage creates a vibrant backdrop for outdoor activities.

Where to Stay: The Landmark Resort offers comfortable accommodations with beautiful views of the lake and surrounding woods. Enjoy amenities like indoor pools and on-site dining.

Dining: Stop by the Baileys Harbor Cornerstone Pub and Restaurant for a hearty meal featuring local fare and craft beer. The cozy atmosphere makes it perfect for a fall evening.

Things to Do: Explore the nearby Door County Coastal Byway, which showcases breathtaking views and picturesque lighthouses. For nature enthusiasts, the Ridges Sanctuary offers trails that meander through wetlands and forests, perfect for leaf-peeping and birdwatching.

Will Daniel/Almay Stock Photo

New Hope, Pennsylvania

Known for its artistic vibe and charming streets, New Hope is a delightful spot along the Delaware River. October brings a festive atmosphere, with events celebrating the season. (Bonus: You might run into the likes of Tina Fey, the Hadid sisters, or Leonardo DiCaprio while strolling galleries).

Where to Stay: The HollyHedge Estate is a charming boutique hillside inn overlooking the Delaware River. It’s family-run and perfect for a romantic getaway.

Dining: Visit The Landing for riverfront dining with an extensive menu of seasonal dishes. The ambiance is relaxed, making it a great spot to unwind after a day of exploration.

Things to Do: Stroll through the town’s art galleries and boutiques, or take a scenic ride on the New Hope & Ivyland Railroad for stunning views of the fall foliage. If you’re feeling adventurous, consider a ghost tour to learn about the town's haunted history.

Eureka Springs, Arkansas

Eureka Springs is a charming, historic town in the Ozark Mountains known for its Victorian architecture and natural springs. October is an ideal time to visit, as the foliage paints the hills in vivid colors.

Where to Stay: The Crescent Hotel & Spa is a historic hotel with stunning views and a ghostly reputation. Enjoy the blend of modern comforts and historic charm.

Dining: The Grand Taverne offers a fine dining experience with a menu that features locally sourced ingredients. Don’t miss their seasonal dishes paired with an extensive wine list.

Things to Do: Take a guided tour of the Thorncrown Chapel, a stunning glass chapel nestled in the woods. The Ozark Mountain region offers fantastic hiking trails, so pack your boots and explore the natural beauty surrounding the town.

Camden, Maine

This picturesque coastal town is a perfect blend of stunning scenery, charming shops, and vibrant foliage. October is particularly beautiful, with the backdrop of the nearby mountains and the harbor.

Where to Stay: The Camden Harbour Inn offers luxurious accommodations with views of the harbor and personalized service, perfect for a relaxing retreat.

Dining: For a cozy meal, head to the Waterfront Restaurant, which specializes in fresh seafood and offers stunning views of Camden Harbor.

Things to Do: Explore Camden Hills State Park for hiking trails that offer panoramic views of the coast and colorful foliage. Don’t miss a visit to the local farmers’ market for seasonal produce and handmade crafts.

image: route66.com

Galena, Illinois

Galena is a historic town known for its well-preserved 19th-century buildings and vibrant fall colors. October is the perfect time to visit, as the town hosts various fall festivals.

Where to Stay: The Galena Inn is a charming boutique hotel that exudes warmth and character, perfect for a cozy fall getaway.

Dining: Enjoy a meal at the Fried Green Tomatoes restaurant, where you can savor locally sourced ingredients in a relaxed setting.

Things to Do: Take a stroll along Main Street, filled with unique shops and galleries. For history buffs, the Ulysses S. Grant Home is a must-visit, showcasing the life of the former president and the town’s history. Galena is on Kansas’ stretch of Route 66. (Read our guide to the best burgers on the Route!)

These five towns each offer unique experiences, perfect for an October getaway. From the scenic beauty of Baileys Harbor to the historic charm of Galena, there’s a hidden gem waiting to be discovered. Embrace the spirit of fall and explore the diverse landscapes and cultures that make these destinations truly special.

Be sure to reach out for individualized itineraries and to book hotels through us to receive all the perks you deserve!

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