J.Jill Community | Our Favorite Fall Outfit Ideas
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What to Wear: Fall Edition

Step outside and take a deep breath. Fall has arrived—and what a year it’s been. Get moving, get comfortable. Get inspired. Wrap yourself in versatile layers in deep, rich hues and patterns that suit your style. Allow the season to refresh you—here are a few of our favorite fall outfit ideas.

Apple Picking

Dressing for your outdoor adventure means keeping it simple. Start with our premium-flex high-rise denim leggings. With 4-way stretch, they’re truly the most practical (and comfortable) option for ladder climbing and hayrides. Fall temperatures can sometimes be unpredictable—layers are the key, and our quilted puffer vest has just the right balance of warmth (without bulk) and style. We love how the tone-on-tone pairing with our vest and Luxe Supima® tunic elevates this casual fall outfit. Don’t forget your smile when you reach for that sweet Autumn Crisp—this outfit is Instagram ready.

Outdoor Hike

Whether it’s a beach walk or a mountain trail, fall is a time to refresh and take it all in. Our J.Jill Fit styles are the perfect choice for your fall hiking outfit. No matter the length of your hike, you definitely need great leggings, and our moisture-wicking Fit Performance leggings do everything you do. Their wide, smoothing waistband has a zippered back pocket and (phone-sized) side pockets to hold your essentials. Pair these with our Fit Progress shirttail tee—it’s an activewear must-have that feels so luxurious while keeping you cool and dry. If your hike, walk or run leads to coffee with friends, you’ll look fantastic and your friends will be none the wiser of how active or how relaxing your day has been.

Wine Tasting

Whether your getaway is near or far, comfort is key to any fall going-out outfit. Texture-rich knits and sweaters go as great with flowing floral skirts as wine with good friends. (Both make life so much better.) We love the comfort and timeless style lace-up booties bring to this look.

Now you’re ready for whatever the afternoon brings—wine tasting and beyond. Grab your bestie and just go. Take the time to catch up and relax. You deserve it.