Holiday Shopping in Middleton — All Things Charming

Whether shopping for a family member, co-worker or yourself — Middleton is a charming and convenient place to start!

Tradition Children clothing storefront with painted winter woodland scenes on each window

Tradition Children’s Market/Middleton

Shopping can — and should be — an enjoyable experience.

Whether shopping for a family member, child, co-worker, best friend or yourself — Middleton is a charming and convenient place to start.

With more than 50 boutiques and name brand stores to choose from, all with free parking, you are sure to find the right gift! Make a day of it with friends and meet for coffee and a croissant at Grace Coffee Co. downtown or breakfast at Hubbard Avenue Diner, and then grab lunch at one of our 70 restaurants and cafes, or enjoy a cocktail in celebration of a job well done.

Holiday shopping: Christmas tree with presents and brightly colored decorative smaller trees; on the wall are mounted stuffed animal heads (toys)

Fontaine Home/Middleton


The charming downtown shopping district is a combination of historic shops and a fully rejuvenated Middleton Center, built to fit right into the downtown streetscape. Find the perfect outfit at Tradition Women’s and Tradition Children’s Markets, Journeyman Co., Cloth & Metal, and Chauette Home & Fashion. Tradition Children’s Market, Chauette’s, Little Pop Color Shop and The Regal Find will also be perfect stops to find a gift for family, friends or co-workers. You don’t want to miss the whimsical winter woodland animal scene painted onto Tradition’s windows, either!

Looking for one-of-a-kind jewelry? Cloth & Metal, Diny’s Diamonds, and John/Christine Designs are three shops downtown with local artists crafting gorgeous, unique pieces.

Looking for gifts and designer home décor? Fontaine Home is almost overwhelming with its offerings and beautiful displays.

And we cannot forget the National Mustard Museum — in addition to being a free museum, its shop offers more than 200 varieties of mustard for sale, in store or by delivery.

Greenway Station holiday tree in center with two storefronts in background, snowmelt on sidewalk and slight snow around tree; taken at dusk

Greenway Station/Middleton

Greenway Station

Greenway Station is an outdoor shopping center filled with name brand stores and restaurants like World Market, Guitar Center, DSW, Chico’s, HomeGoods, the Loft, Bath & Body Works, J. Jill’s, Maurices, Soft Surroundings, and so much more. See a full list of shopping at Greenway here and also a dining list here. All parking is free and the entire area is walkable — and don’t miss the Greenway Station holiday tree!

And Beyond

There are shops throughout the city and a few that will surely be of interest are I’m Board! Games & Family Fun, Bauer Jewelry Designs, and the new Kylee’s Gift Cottage!

For the outdoorsy & active type

Middleton’s award-winning golf course, Pleasant View Golf Course, offers gift certificates to golf, shop or take lessons.

Want to take the golf indoors — visit X-Golf in Greenway Station.

Marshall Boats at Lake Mendota is closed for the season, but water lovers might appreciate gift certificates for lessons or rentals for kayaks, canoes, pontoon boats or paddleboards.

Love to hit the trails on two wheels? Gift certificates to Playtri, Middleton Cycle, and Wheel & Sprocket in town might just be the tic

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Modified March 24, 2023