After spending a few days around Rome and Vatican City, we made a quick stop in Milan. We arrived with no real expectations and no must-see list in hand. Beyond its reputation as a fashion capital, we honestly didn’t know much about what the city held in store for us.

In truth, the main reason Milan made its way onto our itinerary was the buzz surrounding the upcoming Winter Olympics. We couldn’t pass up the chance to be in the middle of that excitement, even if we weren’t there for the events themselves.

What we found instead was a city that surprised us. Wandering through the city center, we were struck by Milan’s undeniable beauty and energy. The Christmas markets were lively and festive, and easily some of the most kid-friendly markets we’ve visited. And the Duomo overwhelmed us with its intricate details.

Milan turned out to be a delightful mix of holiday cheer, incredible rooftop views, and the building anticipation of the Winter Olympics — a stop that ended up being far more memorable than we ever expected.

  1. Parco Sempione
  2. Sforza Castle
  3. Winter Olympics
  4. City Center Festivities
  5. Christmas Village
  6. Duomo di Milano

Parco Sempione

During our days in Milan, we stayed in a quiet residential neighborhood near Parco Sempione. That meant each day began and ended with a walk through the park — Milan’s largest and most beloved green space. At one time, this land served as a parade ground and military training area for the nearby Sforza Castle. It was ultimately saved from becoming a housing development thanks to local residents who wanted to preserve the space as a public park.

A view of the Arco della Pace, a triumphal arch located in Milan, Italy, featuring intricate sculptures and a quadriga on top.

Because of its size, walking through Parco Sempione feels both peaceful and full of life. Around every corner there seemed to be something happening — musicians playing, yoga classes unfolding on the grass, dogs racing along the paths, or small groups lingering and enjoying the day. The park’s many winding trails invite you to slow down and wander without any particular destination in mind.

One of our favorite spots was the lake, which offers a beautiful view of Sforza Castle rising in the distance. It was a natural gathering place, and we often found ourselves stopping there along with many others. The park is fully fenced and monitored, and even in the evenings it felt safe and welcoming — a comforting place to pass through as the city lights began to glow.

A serene landscape featuring a tranquil pond reflecting trees and a distant building with a clock tower, set against a cloudy sky.

Sforza Castle

After wandering through Parco Sempione, our path toward the city center naturally led us to Sforza Castle. Built in the 15th century atop the remains of an earlier fortification, the castle was commissioned by Francesco Sforza, the Duke of Milan. Over the 16th and 17th centuries, it underwent numerous renovations and expansions, eventually becoming the largest citadel in Europe during that time.

Walking through the castle grounds today, it’s still easy to imagine its former strength and purpose. The outlines of the moat and the drawbridge leading into the main gates remain visible, offering a glimpse into its defensive past. While Sforza Castle is no longer a working fortress, it now serves as the home of Milan’s major art and history museums.

View of a historic castle with a tall clock tower and stone walls, surrounded by greenery and people walking in the courtyard.

Considered a central landmark of the city, the castle draws a wide range of visitors — from those intentionally seeking out Milan’s history and architecture to others simply passing through on their way toward the heart of the city. It feels both monumental and accessible, a place where centuries of history quietly coexist with modern Milan life.


Winter Olympics

As we entered the plaza, the intricate rising spires of the cathedral came into view. But it was the sight of the official Winter Olympics store that truly quickened our pace and our excitement. The energy in the city center was tangible — everyone seemed to be counting down to the event that would soon draw the world’s attention to this part of Italy. Even the towering Christmas tree nearby was decorated in Olympic colors, complete with symbols representing different winter sports.

View of the Milan Cathedral with a Christmas tree in the foreground, bustling pedestrian area, and modern advertising displays.

We wandered through the Olympic store, marveling at the sheer volume of merchandise and collectibles on display. More than once, Brad asked if I was sure we couldn’t come back in a few months to actually be here for the events. Sadly, this was as close as we were going to get. Still, we took comfort in knowing that when the Olympics return to Utah in eight years, we’ll absolutely be there to experience them firsthand.

Just outside, the giant countdown clock to the opening ceremony quickly became one of our favorite stops. Ticking down to the very second, it perfectly captured the shared excitement and anticipation building throughout the city for this incredible celebration of athleticism.

A countdown clock for the 2026 Milan-Cortina Winter Olympics, displaying 66 days, 5 hours, 31 minutes, and 59 seconds remaining. Two people, a woman and a child, are posing in front of the clock, smiling and raising their hands.

City Center Festivities

We wandered around the Duomo, taking in the Christmas market that wrapped around the cathedral. Stalls were piled high with giant pretzels, rows of sausages, and mounds of fragrant spices.

No matter where we travel, I’m always fascinated by the food at Christmas markets—what people snack on as they browse handcrafted ornaments and decorations feels like a small window into local tradition.

From there, we walked through the long shopping arcade lined with ultra–high-end brands, perfectly fitting for a fashion capital like Milan. Every storefront glittered with twinkling lights and oversized presents, each display more elaborate than the last. In one window, we stopped short at a miniature city made entirely of gingerbread. The detail was astonishing—proof that gingerbread and icing, in the right hands, can become true works of art.

A festive display featuring intricate gingerbread houses and buildings, adorned with colorful decorations and holiday elements, showcased in a shop window.

Outside the Gucci building, we lingered as the light display shifted and transformed—candles melting into ornaments, ornaments into stars—cycling through scene after festive scene. It was mesmerizing, the kind of moment that makes you slow down even in a busy city.

What truly caught us off guard, though, was an entire street and Christmas market themed around Stranger Things. Its dark, supernatural vibe felt a little at odds with the bright lights and cheerful holiday atmosphere.

A bustling city street illuminated at night with festive lights and decorations, featuring a neon sign that reads 'Stranger Things.' People gather on the sidewalk amidst shops and vibrant holiday lights.

Still, with a new season recently released, it made for a surprisingly clever—and memorable—marketing choice. Crowds of people all gathered underneath the string of letters, watching as they would light up one by one to spell out a word.


Christmas Village

One of the recommendations we received at our hotel was to visit Milan’s Christmas Village, so after exploring the city center, we made our way there next. The park was instantly alive with brightly colored wooden shops, festive rides, and cheerful decorations. It was easy to see why this spot is such a beloved holiday tradition for families.

A large ice-skating rink had been set up just behind the main stage, where music and dance groups performed throughout the day. The sounds of the carousel music drifted through the air, mingling with the sweet scents of holiday treats and warm desserts.

A winter market scene featuring an ice skating rink, colorful carousel with lights, decorated Christmas tree, and festive decorations in a park setting.

We loved wandering past the jolly shops, watching the rides spin, and spotting the costumed characters who moved through the village greeting children with smiles and waves.

And of course, no Christmas village would be complete without a visit from the man in red himself — Babbo Natale. To meet him or Mrs. Claus, visitors reserve a time slot, and we were able to do so easily while waiting in line. The visit costs just one euro, with all proceeds benefiting a children’s organization.

A festive Christmas village display featuring a sign for 'Villaggio delle Meraviglie' with details about visiting Santa's house. There are decorated trees, a snowman wearing a hat and scarf, and a colorful building in the background amidst a snowy landscape.

Inside the meeting room, one of the elves helped the children write letters to Babbo Natale. When the doors finally opened, he warmly welcomed everyone inside, reading their letters and chatting with each child about their Christmas wishes. It was a simple, joyful moment that felt wonderfully personal and full of holiday magic.

Experiences like this were what made Milan such an unexpected highlight of our trip. The Christmas Village — full of laughter, warmth, and thoughtful traditions — showed us a softer, more playful side of the city. We have added this to our list of best Christmas markets for kids.

A child talking to Santa Claus in a decorated Christmas village setting, with a festive tree and gifts around.

Duomo di Milano

On our last morning in Milan, we headed straight for the Duomo. We had admired it from the outside as we passed through the city center, but this visit was about slowing down and really taking in the incredible work of art that the cathedral is.

Exterior view of the Milan Cathedral, showcasing its intricate Gothic architecture and numerous spires, with people gathered in the foreground.

The Duomo di Milano is the largest church in Italy and has been admired for centuries for its pale pink marble, carved into impossibly intricate designs. The richly detailed exterior features 135 spires and more than 4,000 statues, along with elaborately carved doors and stained-glass windows. Construction of this masterpiece of Gothic architecture began in 1386, and the result is nothing short of breathtaking.

Inside, the cathedral is just as stunning. Fifty-five towering stained-glass windows depict scenes from the Bible, filling the vast interior with color and light. Visitors are required to follow a strict dress code for modesty, which only adds to the sense of reverence as you step inside.

But the true highlight of our visit was experiencing the Duomo from above. We climbed the winding staircase to the rooftop and were rewarded with an entirely new perspective of the cathedral’s architecture. Walking along the roof, crossing from one side to the other, felt like stepping into the details of the building itself.

View of the rooftop of a Gothic cathedral with intricate spires and statues, surrounded by scaffolding, with visitors walking along the pathway.

Up close, the craftsmanship of the marble is even more remarkable. Every spire, window, and carved detail was created with extraordinary care, making each step feel like a walk through living art.

Walking along the roof of the Duomo is one of the most memorable experiences in Milan. Be sure to book your tickets in advance and go early to avoid the crowds. Whether you’re drawn by sweeping city views or the intricate beauty of the marblework, it is absolutely worth the climb.


Milan surprised us in the very best way. We delighted in the holiday festivities, stood in awe of the incredible Duomo, and felt our excitement build as the city counted down to the upcoming Olympics. For a place we knew so little about before arriving, it didn’t take long for Milan to win us over.

There was something special about being part of that energy — surrounded by beauty, anticipation, and everyday life unfolding all at once. In just a short visit, Milan left its mark on us, and in some small but meaningful way, became a part of our story.

If you are counting down till the winter Olympics like we are, here are some other places you may be interested in:

Garmisch-Partenkirschen, Germany (1936 Winter Olympics)

Calgary, Canada (1988 Winter Olympics)

Thanks for coming along for this visit to Milan at Christmas. May the unanticipated surprise fill you with awe, wonder, and excitement.


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30 responses to “Markets, Olympics, & Rooftops-Christmas in Milan {Italy}”

  1. Diana Avatar

    Wow! I’m not even sure where to start. The Duomo is incredible, with all those spires and the intricate details. I wouldn’t have known it was pink marble, it doesn’t really look pink. I can’t believe that one scene is made out of gingerbread! And that must have been so fun to see the lead up to the Olympics. I didn’t know they were coming back to Utah! We’re hoping to go when they’re in LA, but it would be so fun to attend a Winter Olympics too.

    1. grandmisadventures Avatar

      The duomo is incredible- I would absolutely recommend walking along the roof and seeing those spires up close. I’m so excited for the Olympics to start so being there and part of the excitement was amazing. I really hope you can go to both summer and winter Olympics! I love that they are both going to be so close. 🙂

  2. Tanja Avatar

    Stranger things Christmas markets?that’s strange😂 I like the look of the other markets. Duomo is magnificent but I must admit that Milan isn’t among my favourites in Italy

    1. grandmisadventures Avatar

      Stranger Things Christmas market definitely takes the cake for strangest theme for a christmas market 🙂

  3. ourcrossings Avatar

    You captured so many beautiful photos, dear Meg. I’ve been to Milan a few times, and always loved it. I still remember the rooftop of the Duomo di Milan and how stunning the views of the city were from it. I think it is one of the most incredible things to do in Milan. I didn’t know there’s a giant countdown clock to the opening ceremony – how cool is that? My husband managed to snap up a few tickets for the winter Olympics and is heading out to Milan in a few weeks. Thanks for sharing, and have a good day 🙂 Aiva xx

    1. grandmisadventures Avatar

      Oh I am so jealous that your husband got tickets to the games! That is going to be incredible. Milan was delightful and walking along the roof of the duomo was absolutely amazing. I couldn’t get over the intricate details carved out of the marble. That is a whole different level of artistry. Thanks Aiva for your lovely comments. I hope you have a great day 🙂 xx

  4. Monkey's Tale Avatar

    How amazing to be there just before the Olympics, and that they were excited!! I volunteered at the Turin Olympics/Paralympics, but based in Sestriere. Walking through the streets of Turin, you would never know they were a host city, it was strange. Anyway, we did have a couple days at the end to enjoy Milan, but it was well past Christmas, and the city was just about fashion. I still loved it, but I think you went at a better time. Maggie

    1. grandmisadventures Avatar

      How cool to volunteer at the Olympics and to really get to be part of it all. Although I can’t believe that the hurrah about it in the city was so little. To have such a massive event taking place in your city and not make a deal about it seems really strange. We loved seeing the duomo, but the fashion scene of Milan is definitely not our scene. Have a great day Maggie 🙂

  5. Travels Through My Lens Avatar

    Italy’s Duomos are all so stunning, but Milan’s is particularly spectacular; wow! I love the photo of you and your daughter in front of the count down clock, and the one of her with the young man at the Christmas market. It sounds like you had a wonderful Italian adventure!

    1. grandmisadventures Avatar

      The duomo was really incredible- how they could carve so delicately into marble is unbelievable. Thank you, I loved the countdown clock and how excited she was about it. This is the first Olympics that she really understand what it is so it will fun to watch the games with her. 🙂

  6. The Travel Architect Avatar

    Many years ago an unexpected train strike forced us to reroute ourselves and we ended up spending an afternoon in Milan. I remember the duomo (which we saw from the outside only) and that shopping arcade. I’m glad the city was such a pleasant surprise for you.
    I’m really looking forward to the Winter Games!

    1. grandmisadventures Avatar

      Me too- I love the Olympics, but the winter Olympics I love a little more than the summer. That is probably because of the thrill when they were in Utah the first time and seeing the events so close to home. Milan definitely surprised us, and we loved the duomo and the markets…but I don’t know if it is somewhere we would necessarily go back to.

  7. thehungrytravellers.blog Avatar

    Been to Milan a few times, Meg, and I always find that the Duomo has a genuine magnetism, you just keep getting drawn back to it, and, no matter how many times that happens, you still stand and stare in awe. We did the rooftop walk too, a couple of years back.

    1. grandmisadventures Avatar

      Genuine magnetism is a perfect description. I just couldn’t get over the overwhelming details that cover the entire building. And seeing it from the roof was incredible.

  8. Trans India Holidays Avatar

    I loved how you captured the festive markets, Olympic buzz, and those peaceful moments in Parco Sempione. And the Duomo rooftop, just wow. Such a perfect mix of holiday magic, history, and unexpected joy. This made me want to experience Christmas in Milan myself!

    1. grandmisadventures Avatar

      Thank you! Milan at Christmas was a delightful surprise for us. We really didn’t know what to expect outside of the fashion scene, but we loved the markets and the Olympic excitement and especially the views of the duomo. I hope you have a great rest of your day — Meg

      1. Trans India Holidays Avatar

        So glad it surprised you in the best way! You really made Milan’s Christmas charm come alive, those markets, the Duomo views, and the buzz around the city sound magical. Thanks, Meg, hope you have a wonderful rest of your day too 😊

  9. Toonsarah Avatar

    Sometimes you find the most pleasure in a destination when you have fewer expectations and this post demonstrates that! I’m glad you got to visit the Duomo’s rooftop as that was my favourite thing in Milan 😀 And it’s great to read about the sense of anticipation around the Olympics – I remember the buzz in London before and during 2012, it was such a special time for us here!

    1. grandmisadventures Avatar

      I agree, I love going somewhere that I have no expectations of and can have an entirely first impression kind of experience. The duomo was incredible- I couldn’t believe the detail in the marble. I am so excited for the Olympics and I loved that they were just as excited about it 🙂

  10. Little Miss Traveller Avatar

    What a great trip Meg and how I’d love to walk on the roof of the Duomo. I’ve visited Milan.but not yet in winter.
    We are also looking forward to the Winter Olympics. I adored visiting the Seoul Olympic Museum from the 1988 Summer Games which includes highlights from the Pyeongchang 2018 Winter Olympics. I’ve been to several other summer Olympics Museums but can’t think of other winter ones right now but may have been to others! Great post!

    1. grandmisadventures Avatar

      Thanks Marion 🙂 I am just so excited for the Olympics and getting to be there in the middle of the energy for it was amazing. Now I’m just counting down the days till they start. How interesting to see the Seoul Olympic Museum.

  11. WanderingCanadians Avatar

    We’ve been to Italy a couple of times, but haven’t made it to Milan yet. I appreciated you showing us the sights. Love the gingerbread city. The attention to detail is pretty amazing! The Duomo is beautiful and the views from the top are fantastic.

    1. grandmisadventures Avatar

      Milan was a great surprise for us. I’m always amazed at what someone can create out of gingerbread! Or out of marble like at the duomo. Both are works of art in their own way 🙂

  12. Little Old World Avatar

    I’m so glad you enjoyed Milan 🙂 I went a few years ago (also around Christmas time) and loved it. There was so much more to the city than I’d realised. And to be there in the run up to the Winter Olympics makes it so much more special, it must be such an exciting time in the city right now. I’m looking forward to watching the games when they start. Isn’t the Duomo extraordinary? I love that they let visitors on the roof as it offers such a different perspective to the building and the views over the city are superb. The city made from gingerbread is breathtaking – it’s so creative and must have taken so much skill and precision to build.

    1. grandmisadventures Avatar

      Milan really surprised us, like you there was so much more than we realized. The Duomo is incredible. I cant even fathom the time and skill that went into carving such details out of marble. And to be there with the buzz of the Olympics was so fun. I cant wait for the games to start! Have a great weekend

  13. travelling_han Avatar

    Thanks for this wonderful snapshot of Christmas in Milan; I loved how your post captured both the festive spirit and the city’s unexpected charm! The Christmas markets and decorations are so cosy 🙂

    1. grandmisadventures Avatar

      That is a perfect way to describe our visit- festive spirit and unexpected charm. We really loved Milan at Christmas and were.surprised at how much we loved it. The only thing that would have made it better would being there for the Olympics 🙂

  14. Forestwood Avatar

    The Duomo is impressive and I am sad I missed out on walking along its roof. I loved Scorza Castle and the connecting with Leonardo Da Vinci.
    I was in Milan at sale week so snagged some great fashion bargains but it looks equally enjoyat Xmastime.

    1. grandmisadventures Avatar

      I didn’t know there was a sale week in Milan- that so great to be there then to get the all the fashion without the prices. I would love to go back and see more of the castle. Thanks for your comment. I hope you have a great day — Meg

      1. Forestwood Avatar

        Thanks, Meg. The sale week in Milan is set by the government each year. I was there at the end of the week, so it had calmed down a little but heaps of bargains to be had. It was at the beginning of July. Wishing you a great (Australia) day back.

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