7 Dress and Boot Combinations to Usher in the Fall Weather

Every season has a perfect uniform. In summer, it might be wedges, distressed denim and a ruffled blouse. In winter, it may be a cable-knit sweater and any footwear with a warm, fuzzy lining. For fall, we love the combination of a dress and boots—a soft transition from hot weather to cooler temps. Below, a few of our favorite combos for you to try.

walmart list image 1

Ruffled Cami Dress + Tall Heeled Boots

The ruffle hem detail on this blush maxi dress leaves just the right amount of room to highlight a luxurious pair of tall boots. Accessorize the cami dress with a mini snake-print shoulder purse and layer with a chunky woven sweater. 

Get the look: Love Sadie ruffle maxi dress ($27); Brinley Co. side-strap riding boots ($60)

walmart list image 2

Peasant Dress + Stacked- Heel Ankle Boots

The prairie-chic trend is on for fall, and these soft, heeled boots add just enough warmth for colder weather. 

Get the look: Time and Tru embroidered peasant dress ($30); Melrose Ave booties ($42)

walmart list image 3

Floral Maxi + Peep-toe Booties

A floral maxi dress has the ability to span the seasons, just like peep-toe booties. Pair them for the ultimate transitional look. 

Get the look: maurices floral maxi dress ($49); Melrose Ave peep-toe booties ($46)

walmart list image 4

Slip Dress + Snakeskin Booties

We are all about exotic prints for fall, and these booties check all the boxes. Balance the bold print with a simple, sophisticated dress.

Get the look: Love Sadie midi slip dress ($18); Circus by Sam Edelman snake-print booties ($63)

walmart list image 5

Leopard-print Dress + Black Pointed-toe Booties

On the flip side, let your dress do the talking. Wear it with sharp booties that are just as chic but give the dress its moment.

Get the look: Terra & Sky plus-size midi wrap dress ($20); Melrose Ave vegan leather booties ($39)

walmart list image 8

Ruffled Dress + Lace-up Boots

The ruffles on this floral maxi dress add a feminine contrast to the edgy shoe style.

Get the look: maurices ruffled maxi dress (from $20); Melrose Ave lace-up boots ($42)

walmart list image 7

Patterned Wrap Dress + Soft Sock Booties

We love the combination of a trendy vintage ’70s print and super-modern boots.  

Get the look: Love Sadie wrap dress ($27); Time and Tru knit boots ($25)

purewow mark salmon

Director, Branded Content

Cristina Polchinski is a director of branded content at Gallery Media Group. She produces sponsored content campaigns across all verticals and platforms, in addition to...