1-800-465-1765

Winter Games icon for promoting luxury travel and tours in Milan and Cortina, highlighting event features and package pricing.

2026 Winter Games Packages

Milan and Cortina, Italy
February 5 - 23, 2026

Winter Games Menu

Event at a Glance

Feature Inclusions

  • Design your preferred Winter Games experience with a completely customized itinerary
  • Arrive in style with a personalized meet-and-greet upon arrival and private airport transfers
  • Enjoy highly sought-after luxury accommodations in Milan, convenient to popular Winter Games venues and events
  • Access to expert pre-travel specialists who will help you personalize your itinerary and answer all your questions
  • Knowledgeable onsite hosts and multilingual destination specialists to elevate your experience in Italy

Package Pricing

Luxury Milan Accommodations – Executive Roomsfrom $9,975
Luxury Milan Accommodations – Deluxe Roomsfrom $11,325
Luxury Milan Accommodations – Junior SuitesCall for Rates
* per person, based on double occupancy.
A skier competes in a downhill race, carving through snow with speed, showcasing athleticism at a winter sports event likely to appear in luxury travel guides for sports enthusiasts.
Speed skaters compete intensely on an ice track, captured in vivid detail, perfect for those interested in Winter Games Travel Packages and Tours.

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.

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 S.

Winter Games

Trustpilot

Our Reputation

“Attentive, available and informative assistance”

We were very grateful to have the attentive, available and informative assistance that Samantha and Raphael gave to us. We must also acknowledge one of our delightful hosts – Abby. We can’t imagine managing this very overwhelming event without them.

Helen N. and Andrew W.

Winter Games

Trustpilot

Our Reputation

“You made us feel special”

The trip was outstanding and the in-country hosts were absolutely wonderful. We have amazing memories of our trip. You made us feel special, especially on my birthday, while also making all the other travelers feel special. That ability is an amazing talent.

Sandy E.

Winter Games

Trustpilot

Our Reputation

“I felt safe and well taken care of.”

Roadtrips is exceptional. They work really hard to make sure the clients enjoy their trip. Everything about the packages is highest quality. As a client, I felt safe and well taken care of. The hosts are kind, approachable, accessible and knowledgeable of the city being visited.

Jane S.

Winter Games

Trustpilot

Our Reputation

“I will not hesitate to use your company again.”

Just wanted to say thank you…they had a FANTASTIC time, in no small part due to the wonderful help they had from your company while they were over there. They could not say enough about how terrific your staff was in helping in whatever way they needed. I will not hesitate to use your company again or recommend you to others.

Jill R., Gold Rush Getaways, An Ensemble Travel Agency

Winter Games

Trustpilot
Snow-covered slopes and chairlifts with a mountain backdrop showcase a Winter Games venue in Milan and Cortina.

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.

2026 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
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

2026 Winter Games Optional Add-Ons & Possibilities

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

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 2026 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 2026 Winter Games in Milan and Cortina.