Madewell offers style inspirations for 80° days and 60° nights in its new style edit called “Wear Now, Wear Again.” It highlights essential pieces that are stylish and versatile for a no-fuss approach to dressing up from day to night.
Breezy dresses and strappy flat sandals are perfect for keeping cool during warm weather. But add a jacket and swap the flats for heels, and you get a completely different look for chilly nights.
Scroll through the images below for outfit inspirations, and shop for the featured items from Madewell:
Madewell: Wear Now, Wear Again
This lightweight sweater tank comes in a vapor grey designer color. It also has a crocheted design and ribbed edges.
Cali Demi-Boot Jeans in Donovan Wash, $128
These jeans feature an extra-high 10” rise and a dark indigo wash with light fading. They also have copper hardware, contrast stitching, and a mini flare silhouette.
The Boardwalk Lace-Up Sandal, $64.50
These lace-up sandals have smooth leather uppers and gladiator-style laces. They also feature faux crepe soles and a handmade tassel trim.
Chambray Ex-Boyfriend Shirt in Buckley Wash, $72
Crafted in soft chambray, this button-down shirt has a slightly oversized fit and is lightly distressed along the edges.
The Jean Jacket in Pinter Wash, $118
Made from premium cotton denim, this jacket has long sleeves, a front button closure, and buttoned chest pockets.
Madewell: Wear Now, Wear Again
Striped Knit Dress, $98
This dress features a striped design and a low-key nautical feel. It also has three-quarter sleeves and a button detail.
Washed Leather Motorcycle Jacket, $498
This motorcycle jacket features buttery washed leather and an authentic biker style. It also has lapel snaps, sleeve zips, and chunky silver hardware.
Bandana, $12.50
Crafted in cotton, this bandana comes in a tropical coral designer shade.
Madewell: Wear Now, Wear Again
Madewell x James Ulmer Two Eyes Tee, $45
This graphic cotton tee comes from an exclusive T-shirt collaboration with artist James Ulmer. It features Ulmer’s “Two Eyes, Two Faces” painting, and it also has short sleeves and a cropped fit.
Cruiser Straight Chino Pants, $98
These chinos come in a camouflage green color, and they feature a straight-leg silhouette.
The Boardwalk Lace-Up Sandal, $64.50
These lace-up sandals feature smooth leather uppers, gladiator-style laces, and a desert camel designer color. They also have handmade tassel trims and faux crepe soles.
Central Shirt in Chambray Stripe, $69.50
This shirt has drapey sleeves, a striped design, and a slightly oversized fit.
Catskills Jacket, $118
This military jacket features a worn-in vintage look and a military surplus designer color. It also has tonal accents, flap pockets, and a waist-defining drawstring.
Madewell x Biltmore Panama Hat, $49.50
Crafted in Toyo straw, this hat has a 2 1/2” brim.
The Transport Crossbody, $148
This bag features vegetable-tanned leather, a detachable crossbody strap, a zip closure, and two interior side pockets.
The Classic Clog, $168
These clogs come in a dark chestnut designer color. They also have leather uppers, a buckle style, a nailhead trim, rubber soles, and a fringe detail.
Madewell: Wear Now, Wear Again
Chambray Cutout Jumpsuit, $128
This cami one-piece features textural chambray and a wide-leg silhouette. It also has a button-front placket, side cutouts, and a relaxed fit.
Drapey Oversized Boyshirt, $72
This button-down shirt has a drapey weave, a split shirttail hem, and a slightly oversized fit.
The Lisbon O-Ring Saddlebag, $178
This ‘70s-inspired bag comes in a burnished mahogany designer color. It features semi vegetable-tanned leather, an interior pocket, and a custom O-ring closure.
Madewell: Wear Now, Wear Again
Embroidered Eyelet Tunic Dress, $138
This mini dress features embroidered eyelet lace, a tassel detail, and a subtle V-shaped back.
The Inga Lace-Up Flat, $108
These flats have round toes, leather uppers, and tassel-tipped laces.
Madewell: Wear Now, Wear Again
Tune Mockneck Tank Top in Harmon Stripe, $42
This fitted tank top has a mock neckline and a striped design.
Scallop-Hem Pull-On Shorts, $59.50
These shorts come in a coastal blue designer color and feature a scalloped hemline.
The Boardwalk Crisscross Sandal, $64.50
These sandals have slotted crisscross straps, adjustable closures, rubber soles, and leather uppers.
Riverside Texture Sweater, $79.50
This sweater comes in a marled stone designer color, and it has an elliptical hem and a relaxed shape.
Slim Ex-Boyfriend Shirt in Coltrane Plaid, $79.50
Crafted in plaid flannel, this shirt has long sleeves and a front button closure.
Madewell: Wear Now, Wear Again
Indigo Popover Shirt, $79.50
This popover shirt has long sleeves, two chest pockets, and a slightly oversized fit.
High-Rise Denim Boyshorts in Bo Wash, $69.50
Made from premium cotton and elastane denim, these shorts have copper hardware, contrast stitching, and a fixed waistband. They also feature a vintage-inspired high rise and a bright wash with light fading.
The Elliot Sandal, $89.99
These sandals come in a dark cabernet designer color. They also feature crisscross straps, leather uppers, and adjustable buckle closures.
This lightweight sweater tank comes in a designer color called night vision. It has a crocheted design and ribbed edges.
The Lisbon O-Ring Mini Saddlebag, $138
This ‘70s-inspired saddlebag features a custom O-ring closure, an interior pocket, and semi vegetable-tanned leather.
Madewell: Wear Now, Wear Again
Fringe Sweater Tank, $69.50
This sleeveless top features a ‘70s-inspired open stitch, a tassel trim along the hem, and a slightly cropped fit.
Whisper Cotton Crewneck Tee, $29.50
Crafted in slub cotton, this shirt has a crew neckline and short sleeves.
Wide-Leg Crop Jeans: Drop-Hem Edition, $135
These jeans feature a medium indigo wash, a raw-edged finish, a distressed detail, and a wide-leg silhouette. They also have a cropped length, contrast stitching, a copper button, and a coin pocket.
The Elliott Sandal in Python Print, $89.99
These sandals feature desert camel python, crisscross straps, leather uppers, and adjustable buckle closures.
The Alena Sandal in Dotted Calf Hair, $158
These sandals come in a designer color called espresso bean, and they feature textural calf hair. They also have leather uppers, adjustable buckle closures, and sculptural stacked heels.
Photo Credit: Madewell
What do you think of the latest style guide from Madewell? Which items have made it onto your wishlist?
