By Jamila Stewart ·November 25, 2020November 25, 2020
Holiday shopping can be daunting, especially when it’s for the entire family. Whether it’s shopping for classic (but cool) pieces for the grown-ups or finding the latest stuff kiddos are wanting/wearing, it can be hard to know where to start. This season, it feels like most everyone is on the same page — anything comfy is a winner. If the past few months have taught us anything, it’s that comfortable and relaxed clothing can be simultaneously fun and cool, too. And particularly during the holiday season, nothing makes you feel cozier at home (or on the go) than warm sweaters, easy pants and the right extras and jacket to pair them with.
We’re all in need of an extra amount of joy this holiday season, and the winter lineup at Gap covers every base. If you’ve struggled to check off everyone on your list in holiday’s past, the ease of rounding up your gifts from Gap may even bring you a little joy. From the most fashion-forward in your family to those who put functionality first — this time, there’s something for everyone.
For your sister, your nana, and everyone in-between, mens, girls, and boys:
01Mockneck Column DressThis soft knit will become a closet staple for anyone looking for an alternative to sweatpants. 
BUY 02Shirred Dot Top in True Black FoilA sheer element can dress up even the comfiest of blouses: perfect for dinner, the office, or Zoom calls. 
BUY 03Kerchief Scarf in Leopard PrintLeopard print is a wardrobe mainstay. ‘Nuff said. 
BUY 04Espadrille Slip-Ons in Pure PinkThese days, the women in your life may be appreciative of all things you can throw on and go, and these Espadrille Slip-Ons are sturdy but easy. 
BUY 05Ribbed Shawl Cardigan in Fall Acorn BrownA collared cardigan is warm and roomy while also looking sleek and put together. 
BUY 06Hybrid Belted Joggers in Indigo SlateThese pants are equal parts, joggers and cargos — that means equal parts comfortable and cool. 
BUY 07Reversible Fleece Jacket in Ripe OliveThe best clothing gifts are often those that offer two looks in one. 
BUY 08Argyle Crew Socks in Red ArgyleYour favorite sock lovers will wear these through the winter season and beyond. 
BUY 09Kids ColdControl Max Reversible Puffer in Outdoor GreenGAP is making coats fun again with a little print and a lot of color. 
BUY 10Kids High Rise Ankle Tie-Dye Jeggings in Multi Tie-DyeAnything tie-dye is a fun way to keep the little ones dressed in style. 
BUY 11Kid Scalloped Ankle Boots in True BlackBooties that go with every outfit? Done. 
BUY 12GapFit Tech Kids Joggers in StormThese are a must for the athletic-loving boys on your list. 
BUY 13Kids Hiking Boots in True BlackThese hiker boots will easily become the coolest shoe option in his closet. 
BUY TOPICS: Holiday Gift Guide 2020
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