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Our Stylist-Approved Labor Day Weekend Packing Guide

From long weekend getaways that make the most of the season to outdoor dinner parties where the food and drinks are flowing, there are plenty of ways to celebrate the unofficial end of summer that is Labor Day Weekend. Regardless of what you may have on your itinerary for the weekend ahead, we’re here to make sure style is at top of mind with these five Labor Day outfits that are set to inspire a summer send-off that you’ll remember forever.

1. Neutral Simplicity

A great Labor Day outfit will take you from day to tonight without missing a beat—that’s where our Linen T-Shirt Dress (or any lightweight dress, to be exact) comes into play. With a relaxed yet elevated silhouette, this dress is a must-have for any weekend activity. Add a pair of always-elevated Leather Strap Sandals and everyday accessories and you’ll be well on your way.
Linen T-Shirt Dress, Willow, $275

2. Fall-Ready Foundations

When it comes to Labor Day outfits, we’re focused on pieces that are equally set for sunny skies and primed for all your fall outings. The Classic Shirt in navy stripe is the ultimate staple for this purpose exactly. Give your favorite button-up new life by styling it with jeans, shorts, or even a bathing suit underneath—regardless of how you wear it, it will swiftly become your favorite way to look put-together while still relying on the styles of summer.
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Wide Leg Pant

3. Loungewear Forever

It wouldn’t be a long weekend outfit roundup without the Saturday Sweatshirt and Sweatpant in the mix. Perfect for relaxed days at home or casual moments out with friends, the shade of dark sage turns this comfortable classic into something special. Recreating this look is simple: settle into your go-to loungewear and add in a pair of sneakers to give the entire look a touch of California cool.

4. Weekend Comfort

One of our favorite stylist-sourced outfit tricks is pairing comfortable essentials with polished basics. This specific look is the perfect example of this: an oversized knit, shearling footwear, light denim, and a wear-anywhere bag to pull it all together. To try this look on your own, play around with mixed silhouettes and textures for a comfort-first outfit you’ll take into fall.

5. Daytime Versatility

It’s safe to say that the Palmer Dress is our late-summer staple that we’ll be wearing all fall long. With one-step outfit ease, you can style this dress in a multitude of ways—like this casual take with a knit or sweatshirt around your waist. Slide into a pair of Mules to dress it up or your go-to sneakers (our Canvas Slider Sneaker is a favorite) to make it more casual. When it comes to Labor Day Weekend, it’s all about versatility.
Photos by David Kitz Styled by Kate Brien