14 Incredible Fall Destinations that are Better Experienced on a Bicycle

Cycling is not just a mode of transportation; it’s an immersive way to explore new fall destinations and connect with the heart of a place. Whether you’re winding through cobbled streets, gliding along scenic coastlines, or navigating through bustling urban landscapes, the freedom and excitement of cycling transform any journey into an unforgettable adventure.

In this guide, we’ve curated a list of 14 breathtaking fall destinations that offer exceptional cycling experiences. Each location has been chosen for its unique charm, diverse terrain, and the opportunities it presents for both leisurely rides and challenging routes. Whether you’re a seasoned cyclist or a casual rider, these destinations promise to deliver incredible scenery, local culture, and memorable experiences. Grab your bike, pack your gear, and get ready to pedal your way through some of the world’s most stunning landscapes.

Fall Destinations

1. Puglia, Italy

Puglia, located in the southern heel of Italy’s boot, is a cyclist’s paradise, offering a mix of coastal views, historic towns, and rolling countryside. The region is dotted with whitewashed villages, olive groves, and UNESCO World Heritage Sites like the ancient city of Matera. Cyclists can pedal through quiet country roads and along the stunning Adriatic coastline, stopping at charming seaside towns such as Polignano a Mare and Otranto.

• Must-See: The trulli houses of Alberobello, the baroque city of Lecce, and the Sassi di Matera.
• Must-Do: Take a detour to swim in the crystal-clear waters at Torre Guaceto Nature Reserve, and taste the region’s famous orecchiette pasta.
• When to Go: Spring (April to June) and Fall (September to October) for mild temperatures and fewer tourists.

 

View this post on Instagram

 

A post shared by Puglia Cycle Tours (@pugliacycletours)

2. Burgundy and Champagne, France

Burgundy and Champagne are not just famous for their world-class wines but also for their scenic cycling routes. This region in France offers a gentle landscape, perfect for a relaxed ride through vineyards, medieval towns, and along quiet canals. Start in Reims, the gateway to Champagne, and cycle through charming villages, stopping at wine cellars for tastings.

• Must-See: The Gothic cathedral in Reims, the wine cellars of Épernay, and the charming town of Beaune in Burgundy.
• Must-Do: Join a guided wine-tasting tour in the vineyards and enjoy a picnic by the Canal de Bourgogne.
• When to Go: May to October, when the vineyards are lush, and the weather is pleasant.

Cycling in Burgundy, France

3. Connemara, Ireland

Connemara in western Ireland is a rugged and beautiful area in Galway Region, perfect for those who enjoy a mix of coastal and countryside cycling. The area is known for its stunning landscapes, including moorlands, bogs, and pristine beaches. The Connemara Lazy Days tour is ideal for beginners, offering a leisurely loop around the Renvyle Peninsula with breathtaking views of the Atlantic Ocean.

• Must-See: Kylemore Abbey, the Twelve Bens mountain range, and the Sky Road in Clifden.
• Must-Do: Visit a traditional Irish pub for live music in Clifden and take a boat trip to Inishbofin Island.
• When to Go: Late Spring (May to June) and early Fall (September) for the best weather and blooming landscapes.

Connemara, Ireland cycling (photo: Galway Tourism)

4. Dalmatian Coast, Croatia

The Dalmatian Coast offers a unique cycling experience, combining island-hopping with scenic rides through some of Croatia’s most beautiful landscapes. Start in Split or Dubrovnik and pedal your way through historic cities, olive groves, and vineyards. The ride can be challenging, but the stunning views of the Adriatic Sea make it all worthwhile.

• Must-See: The ancient city of Dubrovnik, the lavender fields of Hvar, and the medieval town of Korčula.
• Must-Do: Take a swim in the crystal-clear waters of the Adriatic, and enjoy fresh seafood at a local konoba (tavern).
• When to Go: Spring (April to June) and early Fall (September to October) for pleasant weather and fewer crowds.

5. Amsterdam, Netherlands

Amsterdam is a cyclist’s dream, with its flat terrain, extensive network of bike paths, and vibrant culture. The city is incredibly bike-friendly, making it easy for even the most inexperienced cyclists to explore. Ride along the picturesque canals, visit world-class museums, and enjoy the city’s laid-back atmosphere.

• Must-See: The Anne Frank House, the Van Gogh Museum, and the Vondelpark.
• Must-Do: Take a guided bike tour of the city, visit a local market like Albert Cuyp Market, and enjoy a canal cruise.
• When to Go: April to May for the tulip season or September to October for mild weather and fewer tourists.

Amsterdam

6. Colchagua Valley, Chile

Colchagua Valley is one of Chile’s premier wine regions, and it’s also a fantastic destination for a scenic bike ride. The valley is known for its rolling vineyards, beautiful landscapes, and charming towns. Cycle through the vineyards, stopping at wineries for tastings, and enjoy the tranquil atmosphere of this picturesque region.

• Must-See: The town of Santa Cruz, the Colchagua Museum, and the historic Viu Manent winery.
• Must-Do: Take a hot air balloon ride over the vineyards, and enjoy a gourmet picnic among the vines.
• When to Go: Fall (March to May) during the grape harvest season for the best wine-tasting experience.

7. Cape Breton Island, Nova Scotia, Canada

Cape Breton Island is famous for the Cabot Trail, one of the most scenic cycling routes in North America. This 300-kilometer loop offers dramatic coastal views, rolling hills, and the chance to experience the island’s rich Celtic culture. The trail is challenging but incredibly rewarding, with plenty of opportunities to stop and take in the stunning surroundings.

• Must-See: The Highlands of Cape Breton, the rugged coastline along the Cabot Trail, and the charming village of Baddeck.
• Must-Do: Visit the Alexander Graham Bell National Historic Site, enjoy fresh seafood at a local eatery, and listen to live Celtic music in one of the island’s cozy pubs.
• When to Go: Late Spring (May to June) or early Fall (September to October) for the best weather and vibrant landscapes.

Cabot Trail, Cape Breton Island

8. Napa Valley, California, USA

Napa Valley in the fall is a cyclist’s dream. As the vineyards turn golden and the grape harvest reaches its peak, the region becomes a stunning backdrop for a leisurely ride. Cyclists can enjoy the fresh, crisp air while touring between wineries, quaint towns, and scenic countryside. The newly extended Napa Valley Vine Trail provides an accessible route to explore this famous wine region.

• Must-See: The vineyards of St. Helena, Yountville, and Calistoga.
• Must-Do: Sample world-class wines, enjoy farm-to-table dining, and relax in Calistoga’s hot springs.
• When to Go: Fall (September to November) for the grape harvest, vibrant autumn colors, and cooler cycling weather.

Photo: Napa Valley Tourism

9. The Great Ocean Road, Australia

The Great Ocean Road is one of the world’s most scenic coastal drives, and it’s also a spectacular route for cycling when it comes to fall destinations. Stretching more than 150 miles along Australia’s southeastern coast, this route offers breathtaking views of rugged cliffs, pristine beaches, and the famous Twelve Apostles rock formations.

• Must-See: The Twelve Apostles, Loch Ard Gorge, and the lush Otway Rainforest.
• Must-Do: Visit the surf towns of Lorne and Apollo Bay, and explore the waterfalls and hiking trails in the Great Otway National Park.
• When to Go: Autumn (March to May) and Spring (September to November) for mild weather and fewer tourists.

10. Victoria, BC, Canada

Victoria is a cyclist’s dream, with its mild climate, extensive network of bike lanes, and stunning coastal views. The city’s compact layout makes it easy to explore on two wheels, whether you’re cruising along the scenic Dallas Road waterfront or navigating through the charming downtown. Don’t miss a ride through the picturesque Beacon Hill Park or along the Galloping Goose Trail, which extends into the surrounding countryside.

• Must-See: The Inner Harbour, Chinatown, Fishermen’s Wharf, Chinese Cemetery at Harling Point
• Must-Do: Take a leisurely ride along the Dallas Road waterfront and enjoy a seaside picnic at Clover Point.
• When to Go: Spring (April to June) and Fall (September to October) for mild temperatures and fewer tourists.

Galloping Goose Trail

11. Cape Town, South Africa

Cape Town offers diverse cycling opportunities, from coastal routes with breathtaking ocean views to challenging mountain trails. The city’s famous route, the Cape Peninsula Loop, takes cyclists through stunning landscapes, including the iconic Table Mountain and Cape Point.

• Must-See: Table Mountain, Cape Point, and the picturesque village of Hout Bay.
• Must-Do: Ride the Cape Peninsula Loop, explore the vibrant V&A Waterfront, and visit the Kirstenbosch National Botanical Gardens.
• When to Go: Spring (September to November) and Fall (March to May) for pleasant weather and ideal cycling conditions.

12. Sapporo, Japan

One of the best fall destinations is Sapporo, located on Japan’s northern island of Hokkaido. It is known for its picturesque landscapes and well-preserved natural beauty. The city offers excellent cycling routes through lush forests, flower fields, and along scenic rivers. The Shikotsu-Toya National Park provides a range of trails with stunning lake views.

• Must-See: The Sapporo Clock Tower, Odori Park, and the hot springs in Jozankei Onsen.
• Must-Do: Cycle through the scenic Moerenuma Park, visit the annual Sapporo Snow Festival if visiting in winter, and explore the historic village of Hokkaido.
• When to Go: Summer (June to August) for warm weather and beautiful flower blooms, or Fall (September to November) for colorful foliage.

Teuri Island, off the coast of Hokkaido (photo: Instagram @Hokkaidowilds)

13. Dinan, France

Dinan, located in Brittany, France, is a charming medieval town that offers scenic cycling routes through picturesque countryside and along the Rance River. The town’s well-preserved architecture and historic streets make it a delightful destination for both casual and experienced cyclists.

• Must-See: The medieval town center, the ramparts of Dinan, and the picturesque Port of Dinan.
• Must-Do: Cycle along the towpath of the Rance River, explore the local markets, and visit the Château de Dinan.
• When to Go: Spring (April to June) and Fall (September to October) for mild weather and fewer tourists.

14. Wanaka, New Zealand

Wanaka, located on New Zealand’s South Island, is a haven for outdoor enthusiasts and offers some of the most scenic cycling routes in the country. The town is surrounded by stunning mountains, pristine lakes, and numerous trails suitable for all levels of cyclists.

• Must-See: Lake Wanaka, Roy’s Peak, and the nearby Mount Aspiring National Park.
• Must-Do: Cycle the Lake Wanaka Trail, hike to the top of Roy’s Peak for panoramic views, and visit the quirky Puzzle World.
• When to Go: Summer (December to February) for warm weather and outdoor activities, or Fall (March to May) for beautiful foliage and cooler temperatures.

Cycling opens doors to experiences that are often missed when traveling by other means. Each of these 15 fall destinations that offer a blend of beauty, culture, and adventure, making them perfect for exploring on two wheels. So, whether you’re planning your next cycling getaway or simply dreaming of future adventures, these destinations offer something for every cyclist. Happy cycling!