Traveler & Travel Advisor Reviews: 4.9 out of 5 stars  

Luxury Custom Travel Packages to the Winter Games in Milan and Cortina

Attend the 2026 Winter Games with a completely customizable package for a truly personalized experience. Our friendly and knowledgeable Sports Travel Specialists will help you design your Winter Games experience with luxe Italian accommodations, round-trip airport transfers, and plenty of other extras you can choose from to elevate your vacation.

As a Roadtrips guest, you will be fully taken care of by our pre-travel specialists, our personal meet-and-greet team at the airport, and our professional onsite hosts on the ground in Italy. Take advantage of our 30+ years of experience at the world’s biggest sporting events and make this your most memorable trip yet!

Complete 6-night Winter Games travel packages start at $9,975 per person, based on double occupancy. To start planning your bespoke Winter Games experience, contact one of our Sports Travel Specialists at 1-800-465-1765 or submit a Custom Trip Quote request.

At a GlanceEvent at a Glance

2026 Winter Games
Package Pricing

Hotel PackagesPrice From
5-Star Milan Hotel
$9,975

2026 Winter Games Package Inclusions

Inclusions Details
Package FeaturesOnsite Hosts
Personalized Itinerary
Pre-Travel Assistance
Great Reviews
See full list
 

Winter Games Packages Include:

Personalized meet and greet service by Roadtrips staff upon your arrival Your choice of first-class accommodations in Milan Round-trip transfers between airport and hotel
Full Breakfast Daily Milan welcome kit Winter Games Commemorative Gift Package
Personalized itinerary VIP service from Roadtrips’ experienced onsite host team including bilingual destination specialists Expert Pre-Travel Assistance of the Roadtrips At-Your-Service team
All taxes and service charges

Winter Games Optional Add-Ons & Possibilities

  • Hotel room upgrades
  • Private event transfers
  • Private car and driver for tours and transportation
  • Day Tours
  • Pre- and/or Post-Milan extension
  • Round-trip helicopter transfers between Milan and alpine event regions

 

We Take Care of all the Details

Rest assured knowing that Roadtrips has a highly qualified team who will take great care of you every step of the way.


Before you leave, you’ll have access to a dedicated pre-travel specialist who can assist with all the small details that will make your trip perfect. They are at your service to assist with recommendations for restaurants, transportation, tours, and attractions. Your pre-travel specialist will ensure you have everything you need and that all your questions are answered before you embark on your Winter Games experience.


During your stay in Milan you’ll receive high-touch service from our friendly onsite host team, made up of experienced event specialists and bilingual local experts. We want to take the stress out of traveling and make your experience as seamless as possible. We’ll meet you upon arrival, stay in close contact with you throughout your stay, and see you off when you depart. Our onsite host team is at your disposal via phone, text, email, or in person to provide assistance during your visit to Milan.

Winter Games Ticketing Notice

Roadtrips is in no way affiliated or associated with the IOC or the Organizing Committee for the 2026 Olympic Games in Milano and Cortina. Tickets to the 2026 Winter Olympics are limited to the Authorized Ticket Reseller in your country of residence. Roadtrips is not an Authorized Ticket Reseller for the 2026 Olympic Games and therefore we do not include tickets in our base travel packages.

The official website for the 2026 Milan Cortina Winter Olympic Games is milanocortina2026.olympics.com/en/. Details on ticket categories, event sessions and how to purchase tickets for the 2026 Winter Games can be found on the Milano Cortina 2026 website.

Roadtrips is dedicated to providing high-touch service throughout your experience and we will customize your itinerary to match you chosen Winter Games events, whether or not you have already purchased your tickets. With over 30 years of experience providing travel packages to the world’s biggest sporting events, you can trust we have the knowledge and expertise to provide a personalized, comprehensive travel package to the Winter Games in Milan and Cortina.

Our Reputation

“Fantastic Experience and Memory”

Had a great trip to Seoul and a wonderful Roadtrips experience. We even had a surprise meeting with the President of Korea before we boarded our final train after the closing ceremony. Thanks for all your efforts to make the whole trip a fantastic experience and memory.

Pamela Stevenson

2018 Winter Games

Overall Rating / 104 Total 1st-Party Reviews

4.9 Out of
5 Stars

Roadtrips

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