This post is in partnership with Walmart
Hosting gatherings doesn’t need to be stressful, and choosing what to wear shouldn’t add to the pressure. In my book Simple Gatherings I explored different hosting styles and ways to create memorable, welcoming events. No matter your personality, there are easy, thoughtful touches that help people feel comfortable and connected.
Below I share four simple types of gatherings and outfit ideas for each so you’ll know what to wear the next time you host or attend. Scroll down for gift and clothing suggestions.
Which style is your favorite?
Here are four outfits, all available at Walmart, to keep in your wardrobe so you’re prepared for a variety of occasions. Many of these pieces make excellent, budget-friendly gifts too — like the coziest sherpa shacket, fun hair clip sets, and plush cozy socks that are perfect for stockings or for treating yourself this winter.
Casual Themed Gathering:
A casual themed get-together — like a charcuterie-and-game night — gives the event a simple focus and makes guests feel included with minimal fuss.
What to wear? For this relaxed but intentional setting, choose jeans, a pretty sweater, and ankle boots for an effortless, stylish look.
- Purple sweater – A soft, bright sweater is a winter staple and comes in several colors.
- High rise straight jeans – Quality material and structured fit give the feel of designer jeans at an affordable price. They work well with raw hems or can be tailored if needed.
- Black ankle boots – Comfortable memory-foam soles make these versatile and easy to wear with many outfits.
Come As You Are:
This is the most relaxed kind of gathering — impromptu, cozy, and simple. Guests pop by anytime, you order a pizza or pull together snacks, and entertainment can be as informal as conversation or a holiday movie with popcorn.
What to wear? Comfort is key, but you can still look put-together. Choose cozy pieces that feel intentional rather than thrown-on.
- Sherpa shacket – Exceptionally soft and warm, this teddy-style shacket looks and feels like a blanket but has the structure and details to wear out of the house. It’s available in neutral shades and makes a thoughtful gift.
- Cargo joggers – A drawstring waist and tapered ankle give joggers a neater silhouette than traditional sweatpants while keeping them comfortable. Pockets add practicality.
- Claw clips – An easy, cute way to pull your hair up. Larger sizes are great for longer hair and they come in coordinating color sets.
- Cozy socks – Soft, plush socks are perfect for lounging and make great stocking stuffers in a variety of patterns and colors.
Celebration Party:
A celebration party tends to be more formal — an evening event or holiday dinner where the host may plan a detailed menu and set a festive mood with candles and decorations.
What to wear? For a party, elevate your look with classic, understated pieces. Unless specified otherwise, a simple black skirt, a fitted top, and delicate jewelry strike the right balance between elegant and comfortable.
- Black slip skirt – A silky, flowy skirt instantly feels more dressed up and pairs well with fitted tops or tucked-in knits.
- Black mule dress shoes – Pointed toes and subtle detailing add polish while memory-foam soles keep them comfortable for mingling.
- Long sleeve ribbed crew neck shirt – A versatile, soft basic you can dress up with jewelry or layer under a jacket.
- Hair clips and delicate jewelry – Decorative hair clips and simple gold pieces, like a beaded necklace or stretch bracelets, finish a party outfit without overpowering it.
Meet Up for Coffee
The simplest gathering is a coffee meet-up. There’s no cleaning or elaborate prep — just a chance to connect one-on-one with a friend.
What to wear? On a crisp day you can be comfortable and camera-ready in jeans, a crew neck top, ankle boots, and a sherpa shacket for warmth and style.
- Cozy sherpa shacket – Wearable warmth that looks great for errands, walks, or a coffee date. The soft texture and button details give it charm.
- Super high rise straight jeans – A flattering, modern denim option that pairs well with boots or sneakers.
- Black ankle boots – Practical and stylish for cooler weather.
- Black crew neck – A simple base layer that complements many outfits.
A close-up shows the plush texture and charming button details that make this layer feel special.
Shop these looks — images above showcase the outfits and items mentioned so you can explore the pieces and colors that work best for you.
See more winter and holiday outfit ideas in a recent post.
Find more at Walmart:
Holiday party styles
Winter styles
Family holiday pajamas and sleepwear
Gift ideas