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A woman knows what to wear in Italy in November as she climbs some stairs in her boots, skirt, thick sweater and layered trench coat.

What to Wear in Italy in November: Italy Outfit Ideas for Your Fall Trip

October 22, 2025 //  by Follow Me Away

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Heading to Italy in November? Wondering what to wear in Italy in November to stay comfortable, stylish, and prepared for the season’s quirks? You’re in the right place. In this article, we’ll break things down into: what weather to expect, packing tips for cold, rainy and windy days, which shoes to bring, fall‐visit key tips — and round it all off with 11 outfit ideas that nail “what to wear in Italy in November” from city strolls to vineyard visits.

A woman knows what to wear in Italy in November as she climbs stairs in a wool coat, sweater, skirt and boots.

What to Wear in Italy in November: Italy Outfit Ideas for Your Fall Trip

Weather and What to Expect

When you think about what to wear in Italy in November, it all starts with understanding the weather. November in Italy is very much a transitional time — the country is moving from the comfortable late autumn into winter.

In northern Italy (think Milan, Venice), daytime highs tend to hover in the 5 °C to 15 °C (about 41 °F to 59 °F) range, with evenings dipping toward the single digits in °C. In central Italy (cities like Florence, Rome) you’ll see somewhat milder numbers — daytime highs often between 10 °C and 18 °C (50 °F to 64 °F) but still chilly by many standards. In the south and on the islands, the weather is more forgiving: highs around 17-20 °C (63-68 °F) are possible.

What elevates the need to pack smart is that November tends to be windier, wetter, and with shorter days. For example, northern and central regions see more frequent rainfall, and even if it doesn’t rain constantly, the conditions can feel damp and raw. So for what to wear in Italy in November, layering, waterproofing, and wind protection are key.

A close up of a woman's outfit shows off her white shirt, chinos and blue trench coat.

If it is Rainy and Windy

A waterproof jacket or trench with a hood is ideal. And bring along a compact umbrella because those November showers can happen without warning! Always be prepared with water- resistant footwear and do your best to avoid fabrics that soak up water or take ages to dry: we’re thinking heavy cotton, for example! And if it’s windy, make sure your outer layer has windproof quality. A shawl or wrap can double as wind protection and warmth when inside or outside!

If it is Cold and Dark

Make sure to start with a warm coat: fabrics like wool are encouraged, or if the jacket is insulated, this is good too! Bring along a scarf as well, especially for evenings. Or early mornings! Consider trendy yet practical pieces such as cashmere sweaters, and always have thermal tights or leggings packed! This is especially a good idea if you’re spending a lot of time outdoors or visiting chilly areas!

Other Weather Packing Tips

Start with a base layer! Thermals are great, and then add a mid-layer, like a fleece sweater. Bring a trench or insulated shell so you can adapt to chilly weather and then move into a warm museum or cafe as needed. Some other packing tips? Chose neutral classic colors to mix and match. Pick transition pieces that go from day time visits to evenings out. Bring extra socks! And think accessories as both style enhances and tools to keep you warm!

A woman walking down the street knows what to wear in Italy in November with her chinos, boots, turtleneck and sweater that all match!

Which Shoes to Wear for Italy in November

When thinking about what to wear in Italy in November, shoes are crucial. You’ll likely cover a lot of ground — cobblestones, museum floors, damp sidewalks — so your footwear needs to be both comfortable and weather‐smart. Look for shoes that are:

  • Comfortable for walking: Italy is full of charming streets and historic centres, many of which have uneven pavements and cobbles.
  • Waterproof or feature water‐resistant materials: Since rain is likely, leather treated for water or quality synthetic fabrics help.
  • Have a good grip: Slippery surfaces happen when the pavements are wet or covered with fallen leaves.
  • Are versatilie: A pair that works for both daytime exploring and evening dinners (if you pack smart).

Recommended Shoe Styles

  • Stylish leather ankle boots: These hit a sweet spot between smart and practical.
  • Waterproof sneakers: If you’re going heavy on walking and sightseeing.
  • Ballet flats or loafers (water‐resistant): For nicer dinners or when you want to dress up a bit, provided you’re not expecting heavy rain.
  • Avoid brand‐new stiff shoes: Break them in at home so you don’t suffer blisters while wandering around Rome or Florence.
  • Bonus Tip: Consider carrying a lightweight foldable rain/shoe cover in your bag if you detour into wetter terrain (parks, waterfronts) or find yourself out when rain starts unexpectedly.
A woman is styling as she walks down the street in a baby blue turtleneck sweater and matching blazer.

Key Tips for a Fall Visit to Italy

Here are some extra things to keep in mind for what to wear in Italy in November — beyond the clothes themselves.

  1. Check regional differences: Northern Italy is significantly cooler and wetter than the south. If your trip spans multiple regions, pack accordingly.
  2. Indoor vs. outdoor transitions: Italian buildings often have strong heating, so going from chilly outdoors to warm interiors means you’ll want layers you can easily remove.
  3. Dress for café culture: In November you’ll still have many opportunities to linger over espresso or vino in a cozy café. A stylish yet comfortable layering look works well.
  4. Dinner attire: Italians tend to dress a bit more thoughtfully for dinner than casual daytime wear. A nice jacket or dressy knit can take you from daytime exploring to a stylish evening.
  5. Be adaptable: Because of the potential for wind or rain, keep a foldable umbrella or rain jacket handy in your day-bag.
  6. Sun protection still matters: Even in November the sun can shine; a pair of sunglasses is helpful for bright afternoons.
  7. Pack a bag with “weather‐proofing” in mind: Use a crossbody or small backpack that’s comfortable even if the weather is a bit unpleasant.
  8. Colour and style: Autumn colours — burgundy, olive green, camel, deep navy — work beautifully in Italy in November; they also hide the occasional raindrop or street moisture.
  9. Layer accessories: A shawl or scarf can act as second layer, wrap, or even head cover if it gets windy.
  10. Footwear comfort matters: As already noted, you’ll be walking, standing, and maybe waiting in museum lines — comfortable shoes are non-negotiable.
  11. Check weather just before you travel: Conditions can vary year to year (and region to region), so checking a forecast before you pack helps fine‐tune what to wear in Italy in November.
This woman pauses on the street to adjust her sunglasses, knowing full well what to wear in Italy in November in her jeans and comfortable jacket .

11 Outfit Ideas for What to Wear in Italy in November

1. Urban Explorer

Begin with a nice jacket, or maybe two. We’re thinking a camel coat and a knit sweater, preferably in neutral tones! Pair with dark jeans and look chic in cities like Milan or Rome while still being practical. Add a waterproof trench and boots to handle the damp pavements. Or swap jeans for tailored trousers on windier nights!

A woman smiles while standing on cobblestone streets, wearing a turtleneck, cardigan, jeans and trainers.

2. Museum to Aperitivo

A smart knit dress, or even a midi-skirt with a turtleneck is cute when layered under a wool blazer. This gives you structure for gallery time and adds sophistication as well! Dress it up with a silk scarf, which can also be used for extra warmth. Bring leather loafers that transition into evening walks well, too! If waterproof, even better!

A close up of this woman's outfit proves she knows what to wear in Italy in November with her lined tights, skirt, leather gloves and statement purse.

3. Countryside Chic

If you’re venturing into places like Tuscany or Umbria, go for an olive parka, layered sweater, slim dark jeans or corduroys, and comfortable boots. It speaks to countryside vibes while still city-appropriate. Don’t forget to also Pack a beanie or warm hat and swap boots for hiking-inspired ones if you’re doing vineyard walks!

A woman brushes her hair out of her face and smiles at the camera while wearing a black turtleneck and leather jacket.

4. Coastal Wanderer

For a November visit to the coast (Amalfi, Liguria) you’ll want layers: striped long-sleeve shirt, light cashmere sweater, waterproof jacket, relaxed chinos or dark denim, and low-profile sneakers or boots.Use a windbreaker instead of a heavy coat oir add a scarf for breezy seaside afternoons.

A woman twirls with her arms out in a cobblestone street, knowing what to wear in Italy in November, in her plaid skirt, crossbody bag and trench.

5. Rain Ready

For those inevitable November showers make sure to have an outfit that features a waterproof overcoat, merino base layers, slim trousers (quick-dry or treated fabric), and rubber-soled leather boots. This is stylish and practical! And don’t forget to pack a compact travel umbrella. Also, make sure your bag strap is comfortable when you’ve layered up.

A woman with curly hair adjusts her hat that matches her red dress as she walks through, wearing her blue statement coat.

6. Dinner in the City

A dark wool blazer, crisp white shirt or fine knit top, tailored trousers or pencil skirt, and heeled ankle boots is the GO TO outfit for dinner out in a city. This outfit is mart enough for a nicer restaurant in Florence or Rome. It is traditional, stylish and comfortable. If needed, add a silk scarf or shawl for the journey home. And always cross check or reference that your outer layer (the coat) is elegant and warm!

The woman in this photo poses on the street knowing what to wear in Italy in November in her flowy pants, sheer top, and hat.

7. Morning Market and Cafe

Mornings can be chillier in Italy, so choose a collared shirt under a crew sweater, topped with a lightweight down vest, straight-leg jeans, and comfortable sneakers. Easy for coffee, exploring local markets, and layered for changeable weather. If needed, swap your vest for a light jacket if the forecast predicts rain! And carry a small crossbody bag to keep hands free during your exploration!

A woman with curly hair looks over her sunglasses as she carries her purse while wearing a skirt, red turtleneck and wool jacket .

8. Elegant Church or Gallery Visit

Italy has many beautiful indoor spaces; choose a midi dress in a rich autumn colour (burgundy?), paired with opaque tights, low-heeled boots, and a structured coat. It honors the setting and will keep you toasty! Opt in for waterproof boots if walking between venues, and add a lightweight pashmina for extra warmth.

A woman knows what to wear in Italy in November from a casual point of view in her long trench, crossbody, slim jeans and trainers.

9. Truffle Season Outing

If you’re in northern Italy in November for the truffle fairs (and if you aren’t, you need to go and plan this!), wear a wool peacoat, cable-knit sweater, dark chinos, leather gloves and sturdy boots. Practical for rural excursions but stylish enough for a lunch stop. Don’t forget to pack a hat or ear covers if needed, and boots with traction are encouraged as you navigate damp vineyards and woodlands.

A woman with a short haircut and a hat sits on the stairs of a building, holding her phone, wearing a waterproof jacket, scarf and more.

10. Late Afternoon Stroll

Late afternoons get cooler quickly; think a light turtleneck, tailored blazer, slim jeans, ankle boots, and a chunky scarf. Comfortable for strolling hillsides, piazzas, or riverfronts in the “golden hour”. If you need more warmth, bring a wind-resistant outer layer and as always, prep by packing a foldable umbrella if you know you’ll be walking by water. Say Venice Lagoon anyone?

A young girl leans against a corner fence, serving looks as she knows what to wear in Italy in November for a statement with her houndstooth pants, striped turtleneck and faux fur red coat.

11. Holiday Market Evening

November often sees the first holiday markets; for evenings, layer a cashmere sweater, leather skirt or dark jeans, tights, heeled boots, a statement coat (maybe a vibrant colour or pattern?) and simple jewellery. This outfit is warm, festive, and stylish! Opt in for a waterproof or water-sheltered coat if rain is on the forecast, and don’t forget a warm wrap or gloves if you plan to linger outdoors while browsing.

A woman glances over her shoulder as she adjusts her hat and walks down cobblestone streets in a button down and pants.

Other Essentials to Add to Your Italy Packing List:

There are also a few essentials you’ll want to include in your Italy packing list. But before we get to that, check out our article on 15 things from Amazon that will be useful for your trip too!

  • Reusable water bottles to stay hydrated while walking.
  • Portable phone charger for long days of sightseeing.
  • Sunscreen and lip balm to protect your skin from the elements.
  • Compact umbrella for unexpected rain showers.
  • Comfortable walking shoes for exploring cities and ancient sites.
A woman smiles at the camera, knowing what to wear in Italy in November with her hoop earrings trench coat jacket and thick blacks shirt.

Final Thoughts on What to Wear in Italy in November

Travelling to Italy in November is a wonderful choice: fewer crowds, gorgeous late autumn light, and a more relaxed pace. But as you plan what to wear in Italy in November, the key is flexibility and layering. Prepare for cool, wet, and sometimes windy conditions, but you also want to feel chic and comfortable whether you’re sipping espresso in Rome, wandering through Tuscan countryside, or admiring Venetian canals.

Choose footwear that works hard, pack layers and weather-protective outerwear, and bring pieces that can transition from midday sightseeing to evening dining. With the 11 outfit ideas above, you’ll have a solid starting point to mix, match and adapt based on your itinerary and preferences.Enjoy your journey — and feel confidently dressed for every moment in Italy in November. Buon viaggio!

Category: Destinations, Europe, Italy

Previous Post: «A woman looks up at the sky while leaning by red telephone booth: she knows what to wear in London in November in her turtleneck, matching beanie, jeans and denim jacket. What to War in London in November: London Outfit Ideas for Your Fall Trip
Next Post: What to Wear in NYC in November: New York City Outfit Ideas for your Fall Trip A close up shot of a woman who knows what to wear in New York City in November shows her plaid pants, thick turtle neck, beige jacket and plaid scarf: all fall colors and on theme too!»

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