October is a magical time to visit the United States, with vibrant fall foliage, crisp autumn air, and a plethora of exciting events. If you’re planning a fall getaway, booking affordable flights or finding last-minute hotel deals, consider these top October travel destinations that are sure to impress.
New England: A Foliage Feast
New England is renowned for its spectacular fall foliage, drawing visitors from across the globe to witness the transformation of the landscape into a brilliant array of red, orange, and gold. From historic cities to charming coastal towns, New England in autumn offers a blend of natural beauty, cultural experiences, and seasonal activities.
Here are some must-visit destinations to fully immerse yourself in the fall season.
Boston, Massachusetts: A City Awash in Autumn Splendor
Boston is a vibrant city, rich in history, that becomes even more captivating in the fall. As the leaves turn, the city is draped in a stunning patchwork of colors, making it the perfect time to explore on foot. Walk the Freedom Trail, a 2.5-mile route through 16 historically significant sites, and enjoy the contrast between the vibrant foliage and the red-brick buildings. Visit the Boston Public Garden, where you can take a stroll among the colorful trees, or relax on a swan boat in the pond. For a taste of local culture, head to South End, a neighborhood known for its lively art scene, farmers’ markets, and quaint coffee shops—all set against a backdrop of autumn leaves. Don’t miss the seasonal treats, from pumpkin-flavored goodies to fresh cider.
Portland, Maine: Coastal Charm and Autumn Adventures
Portland, with its rocky coastline and lighthouse-dotted shores, is a fall destination that combines natural beauty with a rich maritime history. Take a scenic drive along Maine’s coastal byways, where you’ll be treated to panoramic views of the Atlantic Ocean framed by vibrant autumn foliage. Acadia National Park, just a short trip away, is a hiker’s paradise in the fall. Whether you’re taking a moderate trail or heading to the summit of Cadillac Mountain, the park’s colorful foliage and rugged landscapes offer breathtaking views. After a day of exploration, warm up with some of Portland’s famous fresh seafood—lobster rolls, clam chowder, and more—while watching the sunset over the harbor.
Burlington, Vermont: A Leaf-Peeping Paradise
For those seeking the quintessential New England autumn experience, Burlington, Vermont, delivers in spades. Nestled on the shores of Lake Champlain and surrounded by the Green Mountains, Burlington is a hub for leaf peepers. Take a scenic drive or a hike through the hills to admire the stunning fall foliage, or rent a bike and ride along the scenic Burlington Bike Path. Be sure to visit the nearby Ben & Jerry’s Factory for a tour and a taste of their famous ice cream—an experience made even better with the cool fall breeze and crisp air. Afterward, explore the bustling Church Street Marketplace, an open-air shopping and dining district where local artisans, shops, and cafés line the streets. From here, you can watch the vibrant colors of autumn reflect off Lake Champlain, making for a perfect photo opportunity.
Whether you’re walking through Boston’s historic streets, hiking along Maine’s rugged coastlines, or leaf-peeping in Vermont’s vibrant forests, New England in the fall is an unforgettable experience. With crisp air, warm autumn hues, and an array of seasonal activities, it’s a destination that promises a feast for the senses.
The Midwest: Warm Hospitality and Autumn Splendor
The Midwest is a region renowned for its friendly communities, stunning landscapes, and a welcoming charm that shines, especially in autumn. As the leaves transform into a breathtaking display of reds, oranges, and yellows, cities in this area offer both cultural richness and natural beauty. From bustling urban centers to serene parks, the Midwest’s warmth extends beyond its people, inviting visitors to experience its seasonal splendor.
Chicago, Illinois
Chicago is a dynamic city that marries urban excitement with autumnal charm. The crisp fall air is perfect for exploring its many iconic attractions. Take a scenic boat tour on Lake Michigan, where you’ll get panoramic views of the city skyline bathed in the golden hues of fall. A visit to Millennium Park is a must—especially to see the famous Cloud Gate (“The Bean”) as the surrounding trees change color. For sports enthusiasts, catch a Cubs game at the historic Wrigley Field, where the season’s energy is infectious. Afterward, stroll through Lincoln Park or explore one of the many farmers’ markets for a taste of Chicago’s farm-to-table offerings.
Minneapolis, Minnesota
Minneapolis is known for its vibrant arts scene, outdoor beauty, and cultural attractions that truly come alive in autumn. Begin your journey by exploring the renowned Minneapolis Institute of Art, where art from around the world meets stunning local exhibits. Nature lovers can enjoy a walk or bike ride through Minnehaha Park, where the waterfalls provide a dramatic backdrop to the fiery fall foliage. For a taste of urban life, Nicollet Mall offers bustling shops, delicious eateries, and a vibrant atmosphere—making it the perfect spot to enjoy the crisp fall air.
Milwaukee, Wisconsin
Milwaukee’s brewing culture and strong German heritage make it a unique fall destination with plenty of charm. Start your visit with a tour of the historic Pabst Mansion, an opulent 19th-century home that reflects the city’s rich history. Milwaukee’s Art Museum is another must-see, with its striking architecture and impressive collection of works from classical to contemporary artists. As the temperatures cool, nothing warms you up quite like the local cuisine—head to a beer garden for an authentic bratwurst, perfectly paired with one of Milwaukee’s many craft beers. In fall, Milwaukee’s warm hospitality and rich traditions make it a delightful escape.
These Midwestern cities invite visitors to enjoy a mix of urban attractions, cultural experiences, and the vibrant beauty of autumn. Whether you’re wandering through a museum, cheering on a local team, or savoring local fare, the Midwest is an ideal destination to experience the warmth of its people and the splendor of its fall season.
The South: Warm Weather and Southern Charm
Charleston, South Carolina: Experience the Southern charm of Charleston, with its historic architecture, beautiful gardens, and delicious cuisine. Take a horse-drawn carriage ride through the city, explore the plantations, and enjoy the warm autumn weather.
Nashville, Tennessee: Immerse yourself in the music scene of Nashville with live country music performances, honky-tonks, and historic landmarks. Visit the Country Music Hall of Fame and Museum, explore the Gulch neighborhood, and enjoy the lively atmosphere of Broadway.
New Orleans, Louisiana: Experience the unique culture and vibrant nightlife of New Orleans. Explore the French Quarter, visit the historic cemeteries, and enjoy the jazz music scene.
For affordable flights and last-minute hotel deals, head on over to Voyage Odyssey.
Our travel experts can help you plan the perfect fall getaway to any of these exciting U.S. destinations.
Whether you’re looking to book an affordable flight from Denver to Phoenix, Las Vegas to Los Angeles, or from Chicago to New York, we’ve got you covered.