Fall Outfit Ideas for Going Back to the Office, Hostessing At Home, and More

By Anny Choi

The world finally started to open up this summer, from weddings coming back to vacations in Greece. As October approaches, we are venturing upstate for leaf peeping and getting ready to go back to the office. Therefore, it’s high time to pull out those chunky knits and, dare we say, some heels. But the best part about fall dressing? You don’t have to forgo your summer wardrobe completely. Simply layer a cozy cardigan over your favorite floral frock or introduce an evening jacket into your wedding guest wardrobe for crisp al fresco dining.

Whether you’re planning a dinner party in your backyard with friends or traveling somewhere for a much-needed getaway, here are 6 simple yet stylish outfit ideas to try this fall:

Back to the Office

Going back to the office at long last? Invest in a sturdy carryall and perhaps even practice wearing heels again with these chic mules from Le Monde Beryl in an autumnal hue. Ah, the joy of dressing up again!

Apple Picking

Whether you’re picking apples or pumpkins–or simply along for the ride en route to the apple cider donut stop—consider this your last chance to wear your beloved summer frock. Layering is key when it comes to fall dressing, so pack a light cardigan or a shawl in your adorable basket bag. 

A Fall Minimony

Tying the knot this fall? From backyard nuptials to civil ceremonies, there are no shortage of ways to make a big impression, no matter the size of the wedding. Opt for a pearl-encrusted headband in lieu of an over-the-top veil, dress your flower girls in something blue, and don’t forget the Champagne bucket, but of course!

Haute Hostess

For the fall hostess, a Refine x Riley Sheehey slip dress feels rather fitting. Match your tabletop to your dress with a set of festive tableware from Carolina Irving and Daughters, then top it off with vibrant glassware from Estelle Colored Glass

Best-Dressed Guest

Weddings are back! And SteamLine Luggage is a glamorous way to skip town for the weekend. You’re sure to be the best-dressed wedding guest in this new Markarian number. Don’t forget accessories, like an Asha by Ashley McCormick party clutch and timeless earrings from Joie DiGiovanni, and bring an elevated jacket if you know you’ll be dining outdoors.

A Weekend Getaway

For a mini-moon or a well-deserved weekend in the country, reach for the cutest pajamas and a deck of cards to complete your cozy, relaxing getaway. Stow your toiletries in this OTM Exclusive Neely & Chloe x Julia Berolzheimer vanity case and travel in style with a carry-on from SteamLine Luggage