Flying with your pet: What you need to know

The countdown is on for one of the most anticipated sporting events of the decade: the 2026 Winter Olympics, officially known as Milano Cortina 2026. Scheduled to take place from February 6 to 22, 2026, this iconic event will be jointly hosted by the dynamic city of Milan and the alpine beauty of Cortina d’Ampezzo, creating a unique blend of cosmopolitan culture and snow-covered majesty.

If you're planning to attend, helping to protect your investment should be at the top of your checklist. Olympic travel often includes costly airfare, hotel bookings, and hard-to-get event tickets—all of which could be lost or forfeited due to an unexpected illness, weather disruption, or other travel mishaps. That’s where Generali Global Assistance travel protection comes in. With coverage for Trip Cancellation, Trip Interruption, and Lost Baggage, as well as non-refundable expenses like Olympic event tickets, Generali Global Assistance helps travelers recoup costs and travel with confidence.

Whether you're a winter sports enthusiast, a first-time Olympic traveler, or someone who simply wants to soak in the spectacle, this comprehensive guide will help you make the most of your trip. From must-watch events and lodging options to authentic cuisine and peace-of-mind travel protection, here’s everything you need to know to prepare for the Winter Olympics in Milan.

The Olympic Setting: Milan and Cortina d’Ampezzo

Unlike past Olympics that centered around a single city, Milano Cortina 2026 will span across northern Italy, with Milan serving as the urban gateway and Cortina d’Ampezzo providing the snow-sport backdrop. These two locations offer a compelling mix of historic architecture, fashion-forward flair, and breathtaking alpine vistas.

Milan will host indoor events like figure skating and ice hockey at venues such as the Mediolanum Forum. Cortina, famous for its role in the 1956 Winter Olympics, will be the main stage for alpine skiing and other mountain sports. Together, the regions offer a well-balanced Olympic experience—urban sophistication meets outdoor adventure.

The Winter Sports to Watch

From the icy precision of speed skating to the thrilling slopes of alpine skiing, the Winter Olympics promise a packed schedule of world-class athleticism. Here's a look at some of the marquee sports categories featured in Milano Cortina 2026:

Figure Skating

Held in Milan's Mediolanum Forum, figure skating is always a fan favorite. Watch as athletes combine artistry and athleticism, performing gravity-defying jumps and intricate routines that take years to perfect.

Alpine Skiing

In Cortina d’Ampezzo, known for its dramatic Dolomite mountains, the alpine skiing events will dazzle with steep descents and sharp turns. This is one of the most physically demanding sports and a true highlight of the games.

Ice Hockey

Two newly renovated arenas in Milan and nearby towns will host the intense, fast-paced games that always generate passionate fan energy. Expect strong showings from nations like Canada, Sweden, and the United States.

Bobsleigh, Luge, and Skeleton

The icy tracks near Cortina will see athletes rocketing downhill at speeds over 80 mph. The adrenaline factor here is unmatched, making these events some of the most exhilarating to witness live.

Snowboarding and Freestyle Skiing

Hosted at the Livigno resort, these gravity-defying sports attract a younger crowd and bring a more laid-back, energetic vibe. Don’t miss the big air and slopestyle competitions for some of the most jaw-dropping tricks of the Games.

Where to Stay: Lodging Options Near Olympic Venues

Finding the right place to stay is crucial to your Olympic experience. Whether you prefer the luxury of downtown Milan or the rustic charm of Cortina, there are accommodations for every taste and budget.

Milan: Modern Comfort in a Historic Setting

Milan, being one of Italy’s largest and most cosmopolitan cities, offers a wide range of lodging options:

Luxury Hotels: Options like the Excelsior Hotel Gallia and Armani Hotel Milano provide five-star comfort with world-class amenities, perfect for travelers seeking indulgence.
Mid-range Choices: Hotels such as Hotel Spadari al Duomo or Room Mate Giulia offer stylish, centrally-located rooms that won’t break the bank.
Budget-Friendly Hostels and Rentals: You can also explore hostels like Ostello Bello, a traveler favorite, or opt for short-term rental apartments for a more residential feel.

Staying in Milan allows you easy access to cultural landmarks like the Duomo, La Scala, and Galleria Vittorio Emanuele II, as well as Olympic events at indoor arenas.

Cortina d’Ampezzo: Alpine Elegance

In Cortina, the lodging options emphasize natural beauty and cozy alpine charm:

Charming Chalets and Lodges: Many offer direct access to ski slopes and stunning views of the Dolomites.
Boutique Hotels: Places like the Cristallo, a Luxury Collection Resort & Spa or Hotel de la Poste are renowned for their hospitality and elegant mountain décor.
Ski Resorts: Booking at a resort often includes ski passes and access to Olympic events happening on the slopes nearby.

Booking early is crucial, as Olympic season drives demand high and accommodations fill up fast.

Activities Beyond the Games: Explore Milan and Cortina

While the Winter Olympics will be the main attraction, there's no shortage of unforgettable experiences just beyond the competition venues. From cultural landmarks to outdoor adventures, here's how you can enrich your Olympic journey:

Discover Milan’s Culture and Style

When in Milan, don’t miss the chance to:

Visit the Duomo di Milano: One of the most spectacular cathedrals in Europe.
Explore the Last Supper: Leonardo da Vinci’s masterpiece is on display at the Convent of Santa Maria delle Grazie.
Shop in the Fashion Capital: Milan is known for haute couture. Explore boutiques in the Quadrilatero della Moda or shop global brands in Galleria Vittorio Emanuele II.
Stroll Brera District: This artsy area offers cobblestone streets, independent galleries, and charming cafes.

Enjoy Outdoor Activities in Cortina

Cortina is an outdoor lover’s dream. Beyond watching Olympic events, you can:

Go skiing or snowboarding: Take on the world-class slopes used by Olympians.
Try snowshoeing or sledding: A great way to enjoy the winter landscape at a slower pace.
Visit Lake Misurina: A scenic frozen lake surrounded by dramatic peaks.
Take a cable car ride: Enjoy panoramic views of the Dolomites from the Tofana di Mezzo summit.

Food and Drink Around the Olympic Village

Italy is a culinary paradise, and both Milan and Cortina bring their own regional flair to the table. During the Olympics, expect a festive atmosphere with pop-up food vendors, themed menus, and local delicacies.

Milan: Urban Italian Cuisine

In Milan, food is a fusion of northern Italian tradition and international innovation:

Risotto alla Milanese: Saffron-flavored rice, rich and creamy, often served with ossobuco.
Cotoletta alla Milanese: A breaded veal cutlet that’s crispy and satisfying.
Aperitivo Culture: Join the locals in pre-dinner drinks with small bites at places like Nottingham Forest or Camparino in Galleria.
Coffee and Pastries: Don’t leave without a cappuccino and a panettone—especially in winter.

Cortina: Alpine Specialties

Cortina offers hearty mountain fare that’s perfect after a chilly day outdoors:

Pizzoccheri: Buckwheat pasta served with potatoes, greens, and cheese.
Speck and Polenta: A traditional pairing of cured ham and creamy cornmeal.
Mountain Wines and Grappa: Warm yourself with a glass of Amarone or a shot of the local spirit.

Dining in both regions blends casual and fine dining, so whether you're indulging in a Michelin-starred meal or a street food snack, you’re in for a culinary treat.

Travel Planning Tips and Peace of Mind with Generali Global Assistance

Planning a trip to the Olympics is no small feat. From booking flights and hotels to securing event tickets and navigating foreign transit systems, there’s a lot that can go wrong. That’s where Generali Global Assistance can help you protect your travel investment and enjoy peace of mind throughout your Olympic adventure. Get a fast and free quote here.

Why Travel Protection Matters for the Olympics

Traveling during a global event like the Winter Olympics comes with extra unpredictability:

· Trip Delays and Interruptions:
Traveling to northern Italy during the Winter Olympics can be unpredictable. Harsh winter weather and increased airport congestion may lead to delayed or canceled flights. In the event of a travel delay, Generali Global Assistance may reimburse you for eligible out-of-pocket expenses such as meals, lodging, and local transportation incurred during the delay.

o On the other hand, a trip interruption—such as needing to cut your trip short or rearrange your travel due to illness, injury, or other covered reasons—may be covered differently. In these cases, Generali can reimburse for unused prepaid land or water arrangements and may also cover additional transportation expenses to help you catch up to your trip or return home early.

Trip Cancellation: When travelers can’t go on their trip due to a covered reason, Trip Cancellation coverage helps reimburse pays for forfeited, pre-paid, non-refundable travel arrangements. Travelers can get maximum coverage for Trip Cancellation if they purchase their plan as soon as they make their first trip payment, like airfare, reservations, and most importantly those Olympic tickets.
Medical Emergencies or Illness: Whether it’s a skiing mishap in Cortina or a sudden flu in Milan, travel protection with medical coverage may help protect you with dealing with hospital bills abroad.
Lost or Delayed Baggage: Winter travel means heavy luggage—ski gear (May not apply to standard baggage/baggage delay coverage but can with sporting equipment coverage), boots, coats. If your bag doesn’t arrive, coverage can help you replace essential items.

With Generali Global Assistance, you gain access to a 24/7 multilingual support team, Trip Cancellation and interruption benefits, and baggage coverage. It’s an easy way to reduce the stress that can come with major trips.

Make the Most of Milano Cortina 2026

The 2026 Winter Olympics in Milan and Cortina d’Ampezzo promise to be more than just a sporting event—it’s a cultural celebration, an alpine adventure, and a once-in-a-lifetime travel opportunity. With spectacular venues, thrilling sports, rich local cuisine, and the backing of travel protection from Generali Global Assistance, there’s no reason not to start planning your Olympic journey now.

Book early, pack for the cold, stay curious, and above all, get ready to experience the Winter Games in one of the most beautiful and diverse corners of Europe. With the right preparation and protection, your Olympic trip could be the highlight of a lifetime.