
Burgundy and Suede Boots
A burgundy quilted jacket and matching turtleneck over a cream maxi skirt in light snow is a considered tonal look. Brown suede knee-high boots under the skirt add the textural detail.

In December, wear a heavy, insulated winter coat, thermal layers, and waterproof boots for cold temperatures between 25°F and 39°F. This gear is essential for staying warm while enjoying outdoor festivities like the Peoples Gas Holiday Market in Market Square.
Also packing for this trip?
Full December packing list for Pittsburgh →
Checklist of clothes, shoes, and gear — separate from these outfit ideas.
Compare prices across top booking sites for Dec 1–4.
Powered by Hotellook · prices from Booking.com, Agoda, and more
top / Long-Sleeve Top
fitted long-sleeve
bottom / Jeans
straight-leg
chinos for a slightly smarter look
footwear / Waterproof Boots
ankle boots
rubber sole for traction — keep feet dry all day
outerwear / Heavy Coat
puffer coat
insulated for sub-freezing temps
top / Sweater
crew neck
mid-layer warmth between base and outer coat
fleece zip-up if it gets colder
Based on typical December conditions in Pittsburgh. Weather varies year to year — check the live forecast when you're within two weeks of your trip.
December ushers in the full force of winter in Pittsburgh, with cold temperatures, gray skies, and the increasing likelihood of snow. The city transforms into a festive holiday hub, with the ice rink at PPG Place bustling with skaters and Market Square filled with the charming wooden stalls of a European-style Christmas market. The chill in the air is part of the festive atmosphere. Navigating the city can become a challenge in December. A significant snowfall can make driving and walking on Pittsburgh's steep hills extremely difficult, a major pain point for visitors unfamiliar with the terrain. The cold is pervasive, requiring serious winter gear to comfortably enjoy any outdoor attractions, from taking in the city lights from the Duquesne Incline to walking across the Smithfield Street Bridge.

A burgundy quilted jacket and matching turtleneck over a cream maxi skirt in light snow is a considered tonal look. Brown suede knee-high boots under the skirt add the textural detail.

A camel coat over dark indigo ankle jeans with black knee-high boots adds coverage in light snow. The cream leather tote keeps it office-ready.

A camel faux fur coat over a striped long-sleeve and cream wide-leg sweatpants makes light snow feel considered. Suede knee-high boots make the casual bottom half look deliberate.

An olive puffer vest over a cream sweatshirt covers light snow with just enough layering. Dark indigo jeans and Chelsea boots keep the bottom half clean.

A black longline parka with a grey cable knit sweater for light snow — cozy layering that doesn't look shapeless. Combat boots and a grey scarf are the finishing details.
Dress in your warmest winter attire. This means a heavy, insulated coat, thermal or fleece-lined layers, winter pants, and accessories like a warm hat, a thick scarf, and insulated gloves. Layering is key to staying warm both outdoors and in heated indoor spaces.
December is a magical time to visit if you love the holiday season and a classic cold-weather atmosphere. The city is beautifully decorated and full of festive events. However, you must be prepared for cold temperatures and potential snow.
Insulated, waterproof winter boots with excellent grip are essential for December. They will keep your feet warm and dry and help you navigate potentially icy or snowy sidewalks and hills safely.
December is very cold. The average high temperature is 39°F, and the average low drops to 25°F. Temperatures are consistently below freezing at night, and daytime highs often don't climb far above that mark.
Pack your heaviest winter coat, thermal underwear, wool sweaters, and warm pants. Don't forget multiple pairs of warm, thick socks (like wool), a good hat that covers your ears, a scarf, and waterproof gloves. Lip balm is also a good idea for the cold, dry air.
Packing tools
Free calculators — city and month pre-filled when we know them. No account required. Start with how many outfits, sudoku packing, or bag fees.
Trip
Planning a trip to one city?
One city → typical weather for your month, packing counts that fit your bags, and email your plan.
Outfits
How many outfits for this trip?
Trip length, bag size, and climate → exact tops, bottoms, layers, and outfit combinations.
Jacket
Not sure about a jacket?
City + month → base / mid / shell stack and pack-or-skip verdicts for rain jacket, coat, and thermals.
Shoes
Shoes for this climate?
Climate, activities, and bag size → pair count, primary/backup types, and climate-matched picks.
Bags
Will this trip cost bag fees?
Airline + fare bucket + bags you plan to bring → fit verdicts and typical carry-on / checked fee ranges.
Capsule
Try sudoku packing for this climate?
City + month → climate-ready 3 tops / 3 bottoms / 3 layers you can edit — up to 27 mix-and-match outfits.