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Capture autumn on these 5 US weekend road trips

CheapInsurance.com explores five U.S. autumn weekend road trips that include fall foliage, charming towns, and unforgettable adventures.

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Car driving on black asphalt road surrounded by trees with red and yellow leaves on both sides.

ozkan ulucam // Shutterstock

As the days grow shorter and the air turns crisp, there's no better time to hit the open road for an unforgettable autumn adventure. The United States is a tapestry of diverse landscapes, each offering its unique interpretation of fall's splendor. From the vibrant hues of New England to the golden canyons of the Southwest, these five weekend road trips promise breathtaking scenery, charming towns, and unforgettable experiences.

Before you head out, check the basics. Vehicle details like engine oil levels, tire air pressure and condition. CheapInsurance.com always reminds motorists to make sure that your car insurance coverage is adequate for a long trip. A roadside assistance plan, whether part of your car warranty, insurance policy, or a stand-alone auto club is also a valuable part of your travel planning. 

So, pack your favorite sweater, grab your camera, and get ready to immerse yourself in the magic of autumn as you explore the best weekend road trips across the country.

New England's Classic Charm: Boston to Stowe

Stowe Mountain Resort in Stowe Vermont with autumn foliage around a green golf course.

Brad Balfour // Shutterstock

Discover the quintessential New England autumn experience on this classic weekend getaway. From the historic charm of Boston to the mountain majesty of Stowe, Vermont, this road trip offers a perfect blend of urban sophistication and natural beauty. Immerse yourself in the vibrant fall foliage that paints the region in breathtaking hues of red, orange, and gold. Explore charming towns, savor local cuisine, and indulge in outdoor adventures. This journey promises to be a highlight of your autumn season.

Day 1: Boston to Woodstock, Vermont

Morning: Start your day exploring Boston's iconic landmarks: Freedom Trail, Fenway Park, and the Public Garden.

Afternoon: Embark on your road trip, making a scenic drive through the Massachusetts countryside.

Evening: Arrive in Woodstock, Vermont, a picturesque town known for its covered bridges and charming shops. Enjoy a delicious New England-style dinner at a local inn.

Day 2: Woodstock to Stowe, Vermont

Morning: Visit the Vermont Country Store in nearby Rockingham for a taste of classic Vermont. Continue your drive to Stowe, stopping at scenic overlooks along the way.

Afternoon: Arrive in Stowe and explore the charming village center. Enjoy hiking, biking, or simply taking in the stunning mountain views.

Evening: Relax at a cozy lodge or inn, indulging in local craft beer and hearty Vermont cuisine.

Day 3: Stowe and Return to Boston

Morning: Enjoy a leisurely breakfast in Stowe. Take a scenic gondola ride up Mount Mansfield for panoramic views of the fall foliage.

Afternoon: Visit the Trapp Family Lodge, owned and operated by descendants of the von Trapp family portrayed in "The Sound of Music," for a guided tour or a delicious lunch.

Evening: Begin your journey back to Boston, reflecting on the beauty of your New England adventure.Other options: This is just a suggested itinerary, and you can customize it based on your interests and time available. Consider adding stops in other charming New England towns like Concord, New Hampshire, or Portland, Maine, for a longer trip.

Mountain Majesty and Urban Escape: Asheville to Chattanooga

Chattanooga, Tennessee, USA view from Lookout Mountain at dawn.

Sean Pavone // Shutterstock

Experience the perfect blend of nature and city life on this dynamic weekend adventure. From the vibrant arts scene and stunning Blue Ridge Mountains of Asheville, North Carolina, to the historic charm and outdoor recreation of Chattanooga, Tennessee, this road trip offers something for everyone. Immerse yourself in the beauty of fall foliage, explore charming towns, and indulge in delicious Southern cuisine. This journey promises to be a memorable escape from the ordinary.

Day 1: Asheville Exploration

Morning: Explore the eclectic shops and art galleries of Asheville's River Arts District. Enjoy a delicious brunch at one of the many local eateries.

Afternoon: Drive the Blue Ridge Parkway for stunning fall foliage views. Stop at lookouts like Clingmans Dome for breathtaking panoramas.

Evening: Return to Asheville for a vibrant dinner scene. Enjoy live music at a local brewery or explore the city's thriving craft beer culture.

Day 2: Asheville to Chattanooga

Morning: Start your day with a hike through the Pisgah National Forest. Enjoy the crisp autumn air and vibrant colors.

Afternoon: Drive to Chattanooga, stopping at scenic overlooks along the way. Enjoy lunch at a charming roadside diner.

Evening: Explore Chattanooga's bustling downtown area. Visit the Tennessee Aquarium or take a stroll along the Riverwalk. Enjoy a delicious Southern dinner.

Day 3: Chattanooga Adventures

Morning: Take a thrilling whitewater rafting adventure on the Tennessee River. Enjoy the adrenaline rush and beautiful scenery.

Afternoon: Visit the historic Lookout Mountain and explore the Rock City Gardens. Enjoy stunning views of the surrounding area.

Evening: Enjoy a farewell dinner at a rooftop restaurant with panoramic views of the city.

Alternatives: Consider adding stops in charming towns like Bryson City, North Carolina, or Sweetwater, Tennessee, for a longer trip.

Coastal Cruising and Vineyard Visits: Sonoma to Monterey

Sunset on the California coast lights the lone cypress on the 17-mile-drive near Carmel-by-the-sea.

Heidi Yang // Shutterstock

Indulge your senses on this coastal escape filled with breathtaking scenery, world-class wines, and charming seaside towns. From the rolling vineyards of Sonoma, California, to the stunning coastline of Monterey, this road trip offers the perfect blend of relaxation and adventure. Savor the flavors of California's wine country, explore charming coastal towns, and soak up the sun on beautiful beaches. This journey promises to be a true escape from everyday life.

Day 1: Sonoma Wine Country

Morning: Start your day with a visit to a local winery for a tasting. Explore the charming town of Sonoma, with its historic buildings and boutique shops.

Afternoon: Continue your wine tasting adventure, visiting other renowned wineries in the area. Enjoy a picnic lunch amidst the vineyards.

Evening: Indulge in a delicious dinner at a Michelin-starred restaurant, pairing your meal with local wines.

Day 2: Sonoma to Monterey

Morning: Embark on your scenic drive along the Pacific Coast Highway. Stop at picturesque California towns like Bodega Bay and Point Reyes National Seashore.

Afternoon: Arrive in Monterey and explore the historic Cannery Row. Enjoy fresh seafood at a waterfront restaurant.

Evening: Take a leisurely stroll along the Monterey Bay, enjoying the stunning sunset views.

Day 3: Monterey and Carmel-by-the-Sea

Morning: Visit the Monterey Bay Aquarium for an unforgettable encounter with marine life.

Afternoon: Explore the charming town of Carmel-by-the-Sea, known for its art galleries and boutique shops. Enjoy a relaxing afternoon on the beach.

Evening: Indulge in a romantic dinner at a fine dining restaurant in Carmel-by-the-Sea, overlooking the ocean.

Mix it up: Consider adding stops in other coastal towns like Big Sur or Santa Cruz for a longer trip.

Southern Hospitality and Scenic Drives: Charleston to Savannah

Forsyth Park fountain in Savannah, GA in October with a man in an orange shirt walking his BMX bike.

Rolf_52 // Shutterstock

Experience the charm of the South on this leisurely road trip through historic cities and stunning coastal landscapes. From the elegant architecture and rich history of Charleston, South Carolina, to the vibrant energy and oak-lined streets of Savannah, Georgia, this journey offers a taste of the true Southern experience. Immerse yourself in the region's warm hospitality, savor delicious cuisine, and explore charming coastal towns. This road trip promises to be a relaxing and unforgettable getaway.

Day 1: Charleston Charm

Morning: Explore the historic Charleston City Market, indulging in local crafts and delicacies. Enjoy a leisurely stroll through Rainbow Row, admiring the colorful architecture.

Afternoon: Take a carriage ride through Charleston's historic district, learning about the city's rich history. Visit Fort Sumter National Monument for a glimpse into the Civil War.

Evening: Savor a delicious Lowcountry cuisine dinner at a waterfront restaurant, accompanied by live jazz music.

Day 2: Charleston to Savannah

Morning: Enjoy a leisurely breakfast at a charming Charleston café. Drive along the scenic coastal route, stopping at Folly Beach for a short walk.

Afternoon: Continue your drive to Savannah, stopping at the charming town of Beaufort, South Carolina, for a quick exploration.

Evening: Check into your Savannah hotel and explore the historic district. Enjoy a rooftop cocktail while taking in the city skyline.

Day 3: Savannah Serenity

Morning: Take a guided walking tour of Savannah's historic district, learning about the city's architecture and culture. Visit Forsyth Park for a picnic and people-watching.

Afternoon: Enjoy a leisurely boat tour along the Savannah River, admiring the city's skyline from a different perspective.

Evening: Indulge in a delicious Southern dinner at a renowned Savannah restaurant. Enjoy live music at a local jazz club.

Add other stops: Consider adding stops at other charming coastal towns like Hilton Head Island, South Carolina, or Tybee Island, Georgia, for a longer trip.

Desert Dreaming and Red Rock Rambling: Phoenix to Sedona

Visitors enjoying the beauty of Slide Rock State Park in October with its natural rock water slides in the Oak Creek Canyon near Sedona.

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Embrace the natural beauty of the Southwest on this adventurous road trip. From the vibrant energy of Phoenix to the stunning red rock formations of Sedona, this journey offers a perfect escape into the desert landscape. Explore the natural wonders of the region, indulge in outdoor adventures, and experience the unique charm of Southwestern culture. This road trip promises to be a rejuvenating and unforgettable experience.

Day 1: Phoenix Exploration

Morning: Start your day with a visit to the Desert Botanical Garden, immersing yourself in the unique flora of the desert.

Afternoon: Explore the vibrant downtown Phoenix area, visiting art galleries and boutique shops. Enjoy a delicious lunch at a local food truck.

Evening: Experience the nightlife scene of Phoenix, with rooftop bars offering stunning city views.

Day 2: Phoenix to Sedona

Morning: Embark on your scenic drive to Sedona, Arizona, stopping at the Apache Junction for a taste of the Old West.

Afternoon: Arrive in Sedona and explore the charming town center. Enjoy lunch at a local eatery with outdoor seating.

Evening: Take a jeep tour through the red rock formations, witnessing the stunning sunset over the landscape.

Day 3: Sedona Adventures

Morning: Enjoy a guided hiking tour through one of Sedona's iconic red rock formations, such as Cathedral Rock or Red Rock Crossing.

Afternoon: Visit the Tlaquepaque Arts and Crafts Village, a charming shopping destination with unique finds.

Evening: Relax at a spa, indulging in a rejuvenating massage or body treatment.

Take more time: Consider adding stops at other natural wonders like the Grand Canyon or the Antelope Canyon for a longer trip.

Explore More

From the vibrant fall foliage of New England to the majestic red rocks of the Southwest, the United States offers an endless array of breathtaking landscapes perfect for an autumn road trip. Whether you crave coastal charm, mountain majesty, or urban exploration, these five itineraries provide a starting point for your own unforgettable adventure. So pack your bags, hit the open road, and immerse yourself in the beauty and wonder of the fall season.

This story was produced by CheapInsurance.com and reviewed and distributed by Stacker Media.