Shopping on Southport

Forget massive, stuffy malls or big box stores for fall shopping-head to trendy North Southport Avenue in Lakeview for a day of retail therapy and fun for the whole family. From kids and baby clothes to entertaining stops along the way to burn off some energy, Southport has everything parents need for a productive family stroll without even one whiny “Are we done yet?”

Royal attire

Got a princess in your royal family? Then don’t miss The Princess Club (3300 N. Southport) for tutus and dance attire for even the most discerning ballerina. Little princes won’t mind a pit stop here either, as the store stocks a few toys that appeal to the rough-and-tumble set.

Maternity and baby

For those with a bun in the oven or young children, Krista K Maternity + Baby boutique (3530 N. Southport) ensures moms-to-be and their offspring look runway fresh with the hippest in maternity wear, onesies and stylish toddler garb.

Outdoor gear

Nature enthusiasts will appreciate the large selection of rugged clothing and footwear for babies and up at the outdoorsy Uncle Dan’s (3551 N. Southport). Carrying brands like Patagonia, The North Face and Marmot, Uncle Dan’s ensures kids stay warm and dry all winter long without hibernating, and camping gear abounds for the Cub Scout in your crew.

Time for a trim?

Someone in the gang looking a bit straggly? Stop in for a trim at Snippets (3724 N. Southport) where no appointment is necessary and children pick from Barbie, Lightning McQueen or Thomas the Train-themed barber chairs while enjoying an animated show of their choice. Don’t leave without some tot-friendly hair products and accessories like adorable handmade headbands and ribbons.


Petite Feet (3715 N. Southport) has boots for even the tiniest tootsies. Brands like the sparkly but practical Lelli Kelly light up this upscale establishment that also offers precious baby items and memorable shower gifts.

For your canine

Don’t forget Fido! Stop in at Dogaholics (3657 N. Southport) so your pooch doesn’t feel left out (or bring him-lots of Southport venues are dog-friendly). Then spoil him with an organic canine-friendly cake, a new luxury dog house or a Cubs jersey made just for pups (yes, really).

Sweet treats

Want to reward the little ones for being such patient shoppers? Pop into Sensational Bites (3751 N. Southport) for a mouth-watering signature flower cupcake or a double doozie (scads of thick vanilla icing stuffed between two freshly baked chocolate chip cookies). Or if your tot prefers a sucker for their sweet tooth, head to Candyality (3425 N. Southport), housing a dizzying array of bulk candies such as jelly beans, salt water taffy and old-school jaw breakers.


Time to run off that sugar! If the weather allows, pop into Sheil Park (3505 N. Southport) where the up-to-date playground offers a slide, plenty of equipment to climb on and a gigantic blackboard complete with chalk. If it’s raining (or even if it’s not) pay-to-play at Explore and Much More (3827 N. Southport), a two-story dream playroom with a children’s museum atmosphere including a bounce house, costumes and a climbing wall.

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