Stylish matching sets for winter: Loungewear, dressy and more
Shop loungewear sets, casual sets, dressy sets and vacation sets.
No matter the occasion, a matching set makes getting dressed effortless.
We're rounding up some of our favorite matching sets for 2026, including loungewear sets, casual sets for daily activities and dressier sets for special events.
Our picks include sets from brands like SKIMS, Buck Mason, Aerie, Sézane and beyond at various prices to suit your budget.
Plus, keep an eye out for cozy sets in pinks and reds to gift this Galentine's or Valentine's Day.
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Matching loungewear sets
A loungewear set can make you feel like you've pulled together an outfit without sacrificing comfort. They are ideal for days spent working from home or relaxing with family and can also be utilized for a strong travel outfit.
SKIMS recently dropped new launches for a 2026 wardrobe refresh, including the Classic Zip Up Hoodie and Classic Straight Leg Pants in a new light pink color, Halite.
Casual matching sets
When your day is a chaotic mix of errands, work and time spent at home, a casual matching set may be exactly what you need. Accessories will make all of the difference here: Style Buck Mason's Surplus Rib crewneck shirt and its matching weekender pant with a slipper for home or a chic flat for a coffee run.
SPANX's AirEssentials wide leg pant and matching half zip can be worn with athletic or fashion-forward sneakers, depending on your vibe, and a matching denim set knows no bounds: Style with a heeled bootie, flat, or sneaker, and pair with the appropriate handbag.
Dressy matching sets
Going somewhere? We love a matching set for a dressier occasion, including dressing for a formal office setting.
Style Sézane's Sami Jumper and Naelle Skirt for one of the upcoming celebratory events on your calendar -- a baby shower, bridal shower or the like -- or wear it with a knee-high boot and tailored coat for a comfortable office look.
Additionally, a matching set makes for a unique take on a wedding guest dress, pending the dress code. The Sera Silk Two Piece from Reformation is a beautiful choice.
Vacation sets
Smart packing is integral to a smooth vacation. Matching sets are ideal because they take the guesswork out of what you'll wear daily and they can be worn as separates with your other capsule wardrobe staples. For example, pack a linen matching set to wear to the beach and later style the linen shirt with a mini skirt and sandals for dinner.
In this cold winter weather, we're dreaming up warm getaways thanks to vacation collections at Anthropologie, LSPACE and more.
