As Seen on Good Day NY: Back to School Fashion Haul

As summer winds down, the hallways are about to turn into runways. This school year, it’s all about blending style, comfort, and personality — with trends that let students show off who they are.. From western wear to matching sets to must-have accessories, we’re breaking down the looks that will have your kids feeling confident and camera-ready on that first day back.

-TREND: WESTERN WEAR / BANDANA

MODEL: Alessandra (9)

Hankerchief Hem Trapeze Tank, $14.97, wrangler.com 

Wrangler Bandana Denim Skirt, $17.97, wrangler.com 

Vera Bradley Lunch Bag, $30, verabradley.com

Coconuts by Matisse Pistol Cowboy Bootie, $59.99, dsw.com

-Hit movies and country stars have brought cowboy boots, fringe, and denim back into the spotlight, making western-inspired looks a must-have for young trendsetters.
-The bandana hankerchief pattern is especially trending and love this coordinated set. 

-Paired with a Vera Bradley lunchbox that blends nostalgic charm with a modern edge

-Featuring updated heritage silhouettes in the Rachel Ditsy pattern — a soft floral print that’s equal parts sweet and sophisticated.

-TREND: MATCHING SETS:  

MODEL: Gianni (7)

Navy Space Short Set, $62.00, lolaandtheboys.com 

Flik Flak Dino Diner Watch, $60, flikflak.com 

Nike Court Sneakers, $56.96, dsw.com

-Every boy needs a matching set - can’t get enough of them for my son! 

-Love this navy hoodie short set featuring fun space-themed patches—rockets, astronauts, and more!

-Lightweight design offers easy movement and comfort for every cosmic adventure

-Founded by mom Irina and inspired by her 3 boys - Lola + The Boys creates bold, playful, and super-soft fashion kids actually love to wear. 

-Lola herself helped design many of the signature prints, making each piece as unique as the kids who wear them.

-Opening flagship store on Madison Avenue soon!

-Paired with the one-of-a-kind Flik Flak x monbento collaboration 

-Features Swiss-made watch that come in a stylish set with a matching lunch box. 

-Made with recycled PET textile straps and bio-sourced materials, and are machine washable. The Monbento boxes are designed with functionality and safety in mind, featuring an airtight container that is BPA-free, microwave-safe, and dishwasher-safe.

TREND: PURPLE DAISES:

MODEL: Meagan (7)

Cupcakes and Cashmere Floral Sweater & Skirt Set, $19.99, TJMaxx.com

Vera Bradley Backpack, $100, verabradley.com

Mix No. 6 Mary Janes, $34.99, dsw.com

TREND: COLOR BLOCK & CARGO

MODEL: Hunter (13)

Men’s 3 Pack White Tee, $24.99, wrangler.com 

Wrangler X STATE Colorblock Denim Jacket, $99.99, wrangler.com

All Terrain Cargo Pants, $19.99, wrangler.com 

Nike Court Vision Sneakers, $79.96, dsw.com

-Instantly cool, always iconic, now with a colorful twist. 

-Crafted from 100% cotton denim, this jacket hits on the throwback, retro fashion trend, combining color blocking and bold colors

-Fresh from the Wrangler® x STATE collection, I love the jacket’s authentic details and so ideal for layering as the weather gets colder

-Paired with trending cargo pants and a white T

TREND: MATCHING SETS 

MODEL: Stefania (12)

Love Doodle Set, $74, lolaandtheboys.com 

Vera Bradley Bancroft Backpack, $100, verabradley.com 

-Founded by mom Irina and inspired by her kids—Lola, Shia, and Julian—Lola + The Boys creates bold, playful, and super-soft fashion kids actually love to wear. 

-Lola herself helped design many of our signature prints, making each piece as unique as the kids who wear them.

-With over 1 million happy customers worldwide, Lola + The Boys are the go-to destination for matching sets, magical birthday outfits, and Mommy + Me styles (sizes 2–14 and select women’s). 

-Opening flagship store on Madison Avenue soon!

-When it comes to backpacks, all about function meets durability - but need some fashion in there too!  -Vera Bradley’s Back to School collection is designed with real-life needs in mind — ideal for school, work, or weekend travel.

Brittney Levine