What to Wear Home for the Holidays: 7 Cozy, Casual Outfit Ideas

Man in a lilac sweatshirt in a busy family kitchen during the holidays

Going home for the holidays means three things: a long trip, a crowded kitchen, and at least one relative asking what you've been doing with your life. Your outfit should survive all three. Here are seven casual holiday outfits — for Thanksgiving, Christmas and everything in between — that are comfortable on the couch and still look good in the family photo.

1. The "where have you been?" crewneck + dark jeans

Lilac crewneck sweatshirt with where have you been handwritten on the chest, holiday kitchen

A solid-color crewneck is the easiest Thanksgiving outfit there is. Pick a color that isn't black or grey — lilac, cobalt or cherry red look great in warm kitchen light and photos. Ours asks where have you been? on the front and answers on the back: in my quiet comeback era. Dark straight jeans, clean sneakers, done.

Shop it: Comeback Era Crewneck Sweatshirt

2. Travel day: zip hoodie + duffel

Woman on a train wearing an open forest green zip hoodie over a white tee

For the flight or train home, wear layers you can take off: a white tee, a lightweight zip hoodie open on top, and a coat in your bag. A zip hoodie works like a jacket in the airport and a blanket on the plane.

Shop it: Mine To Keep Zip Hoodie

3. Heavyweight hoodie + collared shirt underneath

Want to look like you tried without trying? Wear a collared shirt under a heavyweight hoodie and let the collar show. It reads "dinner" at the table and "couch" after. Brown, red and green hoodies look warmer and more festive than black.

Shop it: Same Me Hoodie (Mocha Brown)

4. The couple outfit: one red hoodie, two people

Couple walking in the snow, red hoodie with handwritten words on the back

Bringing someone home for the first time? Skip matching sweaters. One of you wears a statement piece, the other keeps it neutral. A cherry red hoodie that says you were the warmest thing about this whole winter does the talking for both of you — and it makes a good gift if you're still figuring out what to get them.

Shop it: Warmest Thing Hoodie

5. Game day at home: hockey jersey over a hoodie

Oversized navy hockey jersey with baggy jeans

If your family watches the game after dinner, an oversized jersey over a hoodie is the move. Put your own name on the back and it doubles as a conversation starter.

Shop it: Custom Hockey Jersey

6. Morning walk: boxy tee + long sleeve + puffer

Boxy black tee with handwritten quote on the back, baggy jeans

For the walk to get coffee the morning after: a long sleeve under a boxy tee, baggy jeans and an open puffer. Simple, warm, and you'll never look overdressed.

Shop it: The Cold Never Asked Boxy Tee

7. Leaving: the outfit for the drive back

Man walking down a winter street wearing a lilac sweatshirt with words on the back

Same crewneck as day one, a dark coat thrown over, and the words on your back for everyone you're leaving behind until next year.

Quick rules for casual holiday outfits

  • Color beats black. Warm, solid colors photograph better in family pictures.
  • Layer for travel. Tee, hoodie or zip, coat. Take off as needed.
  • One statement piece only. Let the sweatshirt or hoodie do the talking; keep everything else simple.
  • Comfort wins. You'll be sitting for hours. Relaxed fits, soft fleece, no stiff waistbands.

FAQ

What should I wear to Thanksgiving dinner casually?

A solid-color crewneck or hoodie with dark jeans and clean sneakers. Add a collared shirt underneath if your family dresses up a little.

Is a hoodie okay for a family holiday dinner?

For most casual family dinners, yes — especially a heavyweight hoodie in a warm color with a clean pair of jeans.

When should I order to get it before the holidays?

Our pieces are made to order. For US delivery, order by mid-November for Thanksgiving and by early December for Christmas.

See the full Cold Season collection.