As the leaves begin to turn and a crispness fills the air, fall invites us to slow down, cozy up, and explore somewhere extraordinary. Whether you’re chasing vibrant foliage, harvest-season cuisine, or just a touch of romance before winter sets in, this is the perfect time to plan your next escape.

This curated list of the best fall travel destinations highlights where to go in October and November—plus the luxury hotels (and a cruise!) that make each spot truly unforgettable. Each pick pairs seasonal beauty with refined stays to help you soak up all the magic autumn has to offer.

✨ Ready to book a cozy autumn getaway? Let me take care of every detail. You can schedule your planning call with me here.

October Destinations

Kyoto, Japan

Kyoto in October is a living painting—temples, shrines, and gardens draped in crimson and gold. The air is crisp, the matcha is warm, and the cultural experiences are unmatched.

Where to Stay: The Ritz-Carlton, Kyoto
This riverfront property blends modern luxury with traditional Japanese aesthetics. Enjoy fine dining, peaceful gardens, and Michelin-starred cuisine—perfect for travelers seeking elegance with a cultural twist.

New England Cruise (USA)

Leaf-Peeping by Sea
Want to take in the fall colors without the hassle of road-tripping? Cruise the picturesque waterways of New England aboard American Cruise Lines. Sail past charming coastal towns, historic lighthouses, and forests ablaze in autumn color—all while enjoying locally inspired cuisine and guided shore excursions.

Cruise Highlight: American Cruise Lines – New England Fall Foliage Cruise
Travel in comfort on a small ship designed for relaxed, scenic cruising. With spacious staterooms, regionally sourced menus, and a focus on personalized service, it’s a refined way to enjoy fall’s finest display.

Tuscany, Italy

Wine Harvest + Hilltop Charm
October in Tuscany is pure magic—fewer crowds, golden vineyards, and cozy evenings by the fire. It’s the perfect time for slow travel.

Where to Stay: Castello di Casole, a Belmond Hotel

A restored 10th-century castle offering sweeping views, candlelit dinners, and spa indulgences in the heart of the countryside. Ideal for couples or solo travelers wanting a quiet, luxurious retreat.

November Destinations

Kyoto, Japan (Again!)

Still Glorious, Still Glowing
Didn’t make it in October? Kyoto’s fall foliage stretches into November. The colors deepen, the crowds thin, and the city’s beauty becomes even more surreal.

Where to Stay: The Ritz-Carlton, Kyoto
Still the perfect base for autumn strolls and cultural immersion.

Patagonia, Chile

Epic Landscapes + Fewer Crowds
November marks the start of summer in the Southern Hemisphere, but Patagonia is still refreshingly cool. Hike through Torres del Paine, kayak near glaciers, and spot guanacos in the wild.

Where to Stay: Tierra Patagonia Hotel & Spa
Sustainably designed with panoramic views and adventure-focused amenities, this property is ideal for nature lovers who want their comfort, too.

Santorini, Greece

Sunsets + Serenity
Without the summer crowds, Santorini in November feels like your own private island. The weather is mild, the food is still fabulous, and the sunsets? Still golden.

Where to Stay: Canaves Oia Suites
Whitewashed luxury with infinity pools and unbeatable caldera views—perfect for honeymoons, anniversaries, or anyone needing a bit of beauty and calm.

✨ Why Book with Styled Getaways?

When you work with me, you get more than a booking—you get personalized service, tailored recommendations, and stress-free planning from start to finish.

🌍 Tailored Itineraries: I design every trip around your style, goals, and preferences.
💎 Exclusive Perks: Enjoy VIP upgrades, resort credits, and special touches at top hotels and cruise lines.
✈️ Peace of Mind: I handle every detail, from flights and transfers to dinner reservations and excursions.

Fall is fleeting—don’t miss your chance to experience it at its most magical.

📅 Schedule your complimentary planning call today, and let’s create something beautiful together.

🍂 Keep Planning Your Autumn Escape

Looking for more inspiration this season? Don’t miss these handpicked guides to help you plan your perfect fall getaway:

• ✈️ 16 Travel Essentials to Pack for a Smoother Trip
• Kimpton De Witt Amsterdam: A Convenient and Charming Stay Near Amsterdam Centraal
• A Scenic Journey from Italy to Switzerland on the Bernina Express
• 🍷 Colors of Provence River Cruise: Everything You Need to Know

Whether you’re dreaming of cozy countryside stays, scenic cruises, or crisp mountain air, Styled Getaways is here to take care of every detail—so you can simply show up and enjoy.

Affiliate Disclaimer

Some links in this post are affiliate links, which means I may earn a small commission if you make a purchase, at no extra cost to you. I only recommend products and properties I truly love and would book for myself or my clients.