The fall season is almost here! From the crisp, cool autumn air to the beautiful changing landscape, ALL things pumpkin spice, and bringing out seasonal decor…what’s not to love? Fall not only ushers in the highly anticipated “sweater weather”, but officially kicks off the holiday season! With holiday cards right around the corner, now is the perfect time to start thinking about fall family photos! So, follow along for What to Wear Where: Recreating 10 Fall Outfits for Family Photos. These looks not only offer the perfect fall photo inspiration, but take the guesswork out of what to wear, so you can focus on making memories!

If you missed last week’s W2WW, I styled a Weekend Errands look that will keep you effortlessly chic while casually comfortable!

Recreating 10 Fall Outfits for Family Photos

Recreating 10 fall outfits for family photos

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For a more relaxed feel to your family photos, look no further because this comfy casual ensemble has the perfect amount of fall vibes! Who doesn’t love a cozy turtleneck sweater paired with denim jeans for a classic fall look? Both are great basics to add to any wardrobe. Sticking with neutral tones, offers the ability to mix and match, creating endless outfit options. Oversized cable, ribbed knit, or tunic sweaters perfectly pair with everything from denim to trousers and skirts. Style with suede booties, a wide-brim felt hat, and quilted tote to elevate this look!

White maxi dress with denim jacket

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A neutral midi is the perfect summer to fall transitional piece, especially if opting for photos while the weather is still moderately warm! I love the whimsical charm of this look with its romantic, breezy appeal. This piece can be worn solo or layered for added styling. The light wash denim jacket and chic rhinestone boots create an edgy vibe and add vintage appeal to this ultra-feminine style.

Recreating 10 fall outfits for family photos. Sweater dress with knee high boots.

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A sweater dress is a classic fall photo look that never goes out of style and offers versatility for on-trend styling. It not only complements all body types but also comes in a variety of lengths and styles. For this look, I choose a turtleneck with ribbed detailing and lantern sleeves for a casual oversized feel. Thanks to its neutral color palette, you can instantly add a chic, edgy vibe with a gorgeous colored boot. You can also experiment with layering by adding pieces with different textures to add dimension to your outfit. Whether body-con or loose-fit add a belt around your waist to highlight your silhouette.

Off the shoulder sweater with plaid mini and knee high boots

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I love a good off-the-shoulder sweater and mini skirt combo! A neutral cream sweater is a great staple to have in your fall and winter wardrobe. Its fitted look pairs well with skirts and your favorite denim. The off-the-shoulder element elevates the sweater giving this look a dressier, fashion-forward vibe!

I paired the sweater with a plaid mini skirt. Plaid is always a great go-to fall pattern and adds an eye-catching pop to this look. A plaid skirt is not only family photo ready but begging to be the focal point at your next holiday party! For a more casual vibe pair with a body suit, added denim jacket, and neutral booties.

Recreating 10 fall outfits for family photos. Sundress with rib knit sweater, fedora hot, and western boots

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In this look, I’m taking your staple summer sundress fall ready with an added oversized chunky rib knit for a more laid-back casual vibe. This look creates the perfect opportunity to transition a summer favorite with added layering and creative styling! White is a great color choice for family photos thanks to its bright and airy feel. It’s also the perfect neutral base when building out a cohesive color palette for the rest of the family! To elevate this look I added knee-high western boots, a fashion hat, and quilted tote.

Body suit with plaid mini, fedora hat and knee high boots

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Minis and a body suit were made for fall! Not only do the color tones seamlessly blend with the seasonal change but they offer the perfect opportunity to dust off your favorite sleek knee-high boot! If cooler weather is a concern, simply layer with a trendy cardigan for added texture.

When it comes to comfort and all-day wearability a bodysuit exceeds expectations! Not only does it sculpt your body’s natural shape, but holds you in all the right places. Pair with cutoff shorts for casual summer look, or take it night ready with a high-waist pleated midi and heels!

Knee-high boots are the perfect option for fall photo wear, thanks to their extended leg coverage. The added insulation will keep your lower half toasty, while temperatures hit that chill factor. These boots not only add a dressed-up vibe, but the beautiful creamy caramel accents the varied color tones in the skirt perfectly!

Recreating 10 fall outfits for family photos. High-low sweater with skinny jeans and booties

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This fall-ready wear ensemble is the perfect option for casual family photos and a classic go-to for the start of the fall season. Don’t throw out those skinny jeans just yet because they still offer plenty of styling options and pair well with all of your basic wear. They have a ton of great stretch and are oh-so-comfortable, which is key when corralling the kiddos for pics!! A versatile wardrobe still needs a good form-fitting skinny and slouchy sweater!!

Floral midi dress with fedora and booties

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A gorgeous floral midi creates the perfect photo op and makes for easy styling when coordinating your family’s looks. The beautiful detailing offers a unique touch while also adding a side of feminine flare. The floral pattern blends cool rustic colors that are perfect for the fall season and your picture-perfect family photo! For a more fitted look add a belt to accentuate your natural waistline. This wardrobe staple can easily be taken casual with trendy kicks or dressed up with booties or over-the-knee boots. For a fashion-forward style, add your favorite wide-brim felt hat and tote.

Recreating 10 fall outfits for family photos. Maxi dress with western boots and fedora

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Make a statement with a beautiful print maxi dress! It’s the quintessential camera-ready show stopper. The v-neck, front slit, and long peasant sleeves offer the perfect chic boho vibe. This piece might just have you floating across the scenic fall landscape singing a tune from The Sound of Music, until you’ve thoroughly embarrassed your family!

To elevate this statement maker to fashionista, pair it with a classic western boot! You might just be shocked at just how comfortable a good pair of high heel western boots are. They really are a must-have and whether dressed up with a maxi, midi, or mini or taken casual with denim wear, the styling possibilities are endless.

If your eyes were immediately drawn to my beautifully elegant Louis Vuitton Damier, I have the 30 and find it’s the perfect in-between size.

Ruffled blouse with wide leg flare pants

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If a polished look is more your style, I love the way dark denim pairs against a floral blouse! Its lightweight, soft, and breezy material create the perfect sophisticated chic look with an added touch of femininity. Not only is it photo-ready but offers versatility and can easily be taken workwear or date night ready.

While your photo session should be capturing magical family memories, that can be cherished for years to come, that doesn’t mean having the perfect outfit isn’t the icing on the cake!

Which What to Wear Where: Recreating 10 Fall Outfits for Family Photos is your favorite? Let me know in the comments below!

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XO Amanda

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