Classic Vacations®’ Product Team doesn’t just know hotels — they know which ones deliver exceptional experiences. This handpicked collection highlights properties that our destination experts believe shine especially bright in the fall, whether for their setting, seasonality, or standout service.
Here are this season’s standout stays, personally selected by Classic’s destination experts.
Discover the beauty of Maui this fall with a stay at Sheraton Maui Resort & Spa, perfectly situated on world-renowned Kaanapali Beach. Guests can enjoy exclusive savings with a $250 Air Credit on bookings made by 11/30 for travel through 6/30, making it an ideal time to plan your island escape. Immerse yourself in Hawaiian culture through hula, lei-making, and the resort’s signature nightly torch lighting ceremony, or take advantage of nearby golf and tennis for an active getaway. With its iconic beachfront setting, cultural experiences, and unbeatable seasonal offers, Sheraton Maui Resort & Spa is the perfect choice for your autumn retreat.
Blending barefoot luxury with the privacy of a villa stay, Beach Enclave offers personalized service, spacious residences, and direct access to some of the island’s most pristine beaches. Fall travel means quieter shores and excellent value, creating the perfect balance of seclusion and indulgence.
One of the iconic Parisian “Palaces”, The Peninsula Paris offers a perfect blend of timeless Parisian elegance and modern luxury. Located just steps from the Arc de Triomphe and the Champs-Élysées, the hotel combines a prestigious address with world-class hospitality. Guests can enjoy beautifully appointed rooms and suites, Michelin-starred dining, a serene spa, and one of the most stunning rooftop terraces in the city, with panoramic views over Paris.
The Savoy London is a legendary hotel, with classic charm and modern comfort situated in the heart of the city. Steps away from Covent Garden,the Thames and London’s best sites. The Savoy welcomes you with their warm hospitality where you can enjoy an afternoon tea, making it ideal for crisp autumn days.
Hotel Brunelleschi captures the spirit of Florence by blending centuries of history with refined contemporary comfort. Housed in a beautifully restored Byzantine tower and medieval church just steps from the Duomo, it immerses guests in the city’s Renaissance heritage while offering luxurious rooms, exceptional dining, and attentive service that make exploring Florence’s museums, artisan shops, and vibrant piazzas effortless and unforgettable
Tivoli Kopke Porto Gaia Hotel is a unique addition to our portfolio, set within the storied walls of a century-old wine warehouse and offering timeless luxury in historic Porto. Located in vibrant Vila Nova de Gaia, just across the Douro River from Porto’s UNESCO World Heritage city center, the hotel features the 1638 Restaurant & Wine Bar, overseen by three-Michelin-starred Chef Nacho Manzano, delivering a refined gastronomic experience. Housed in the ancient Kopke port wine cellars, it also offers guests exclusive Port wine tastings and educational experiences in an authentic setting.
Embrace the serene side of Cozumel this fall at InterContinental Presidente Cozumel Resort Spa, where September and October bring fewer crowds and a more relaxed pace of island life. Set along a pristine, private stretch of white-sand beach that’s sargassum-free most of the year, the resort offers the perfect backdrop for uninterrupted beach days. Just offshore, Cozumel’s world-class reef system comes alive with warm waters and excellent visibility — ideal conditions for diving and snorkeling adventures. With the island’s humidity easing in fall, guests can savor the beauty of the Caribbean in comfort, making InterContinental Presidente Cozumel the ultimate seasonal escape.
With its Bavarian-inspired architecture, Goldener Hirsch feels like a European alpine village in the heart of Utah. Fall brings crisp mountain air, golden hillsides, and a cozy après-ski–style ambiance — even before ski season begins.
Experience an unforgettable autumn escape at Rosewood Phuket, where contemporary luxury meets the natural beauty of Thailand’s Andaman coast. This season, guests can take advantage of getting their third night free, making it the perfect time to indulge in a longer stay. Set along a pristine beachfront with lush tropical surroundings, the resort offers serene villas and pavilions, world-class dining, and a rejuvenating spa. Whether savoring tranquil days by the water or exploring the vibrant culture of Phuket, Rosewood provides an idyllic setting for a fall retreat that blends relaxation, discovery, and exceptional value.
Classic makes it easy to design and deliver high-touch holiday escapes. With advisor tools, dedicated support, and curated experiences across the globe, you can turn this holiday season into something truly extraordinary. Explore festive offers and availability to design perfect holidays now.
Read more about fall travel trends in The New York Times article featuring Classic Vacations.
Read about CEO Melissa Krueger’s fall travel pick in Travel+Leisure
