Lake Country Family Fun’s Shop Small Holiday Guide

This is an advertorial post.

Welcome to the annual Lake Country Family Fun’s Shop Small Holiday Guide!

If it isn’t painfully obvious at this point, we love Lake Country – we love Waukesha County, and of course, we love Wisconsin. The area is full of fun events, the people are absolutely outstanding, the food can’t be beat, and we have some of the greatest small businesses around.  I always try to shop local and shop small when possible. It helps another small business owner provide for their family, lets their dreams flourish, and it is what makes us unique here in our area.  As a Mom with an action-packed schedule, I love to stop for what I need instead of going through mazes of aisles.  This holiday season and throughout the year, let’s skip the big box store when possible and head to these businesses to support our local businesses and neighbors.  Gift cards are the perfect gift for you hard-to-buy-for relative and friend. All the business featured below have been recommended and approved by Lake Country Family Fun followers!

What’s even better than shopping small? Giving back to the kids in our community! Nine of the shops below are participating as drop off centers for our Toy, Book, and Mitten Drive for the Christmas Clearing Council of Waukesha County! Some are offering incentives to drop off at their location. Check it out!

Feel free to comment below with where you like to shop!

Boutiques and Specialty Shops

The Barn Owl Boutique

The Barn Owl, a boutique in downtown Delafield, providing a handpicked touch of whimsical, rustic and the unexpected for both your home and wardrobe.

Hush Little Lanie: A Baby Boutique

Hush Little Lanie is a baby boutique featuring a fabulous collection of gifts for baby, unique handmade goods, and adorable pieces perfect for bringing along to your child’s next photo session. Make your next purchase conveniently online via their etsy shop or at their storefront location in Merton.

Lovejoy Travel Agency

Where your destination begins. Lovejoy Travel Agency is a professional travel company offering leisure and corporate travel services while valuing relationships among clients and vendors.

Board and Brush

Our goal is to turn you into a ‘woodworking master’ by encouraging you to understand and appreciate the beauty of raw materials.

Lava By E

Lava by E creates pieces of jewelry with lava beads that you can add your favorite essential oils to; take your diffuser with you anywhere! Simply apply 1-2 drops of your favorite essential oils to the black lava beads with your fingers. Lava by E works with you to create a peice of jewelry you’ll love!

Mama Said Tees

Mama Said Tees is a company run by 2 mamas on a mission to instill messages of love & kindness. Join the kindness campaign with their tees, bags, and cute sayings today.

The Purple Giraffe

The Purple Giraffe is a children’s boutique in downtown Oconomowoc. Their offerings are varied–toys to delight, special outfits for babies to big kids and everything in between–but the mission is simple: to make you feel appreciated, welcomed and comfortable every time you shop at The Purple Giraffe.

American Caliber

American products for the American shooter. Handcrafted in Oconomowoc, our products feature hunting, shooting, military, and American pride themes. Available on the web or check out our local store locations and events.

Other Lake Country Family Fun favorite boutiques:

Smitten Country Kitten in Okauchee
Hammer Down in Oconomowoc
Harvest Home Collection in Pewaukee
Design Xchange in Hartland
There is no Place Like Home in Oconomowoc


Coffee Shops 

The Scizzory Hair Design

The Scizzory Hair Design in Merton is a full service hair salon for all your hair needs. They represent an outstanding level of service and technical standards, with an exceeding level of customer service and attention to detail. They believe that every client should enjoy a fabulous experience every time they visit their salon.

Silly Willyz

Silly Willyz toy store is located in downtown Pewaukee. They offer the perfect mix of educational toys, novelty items, puzzles, games, books, and arts and crafts. Silly Willyz offers unique gift items for people of all ages (did we mention we offer free gift wrap)… come on in and play today!

Brewers Two Cafe

Brewers Two Cafe is located in downtown Pewaukee overlooking beautiful Pewaukee Lake. Their menu includes gourmet coffee and espresso beverages and their made from scratch fresh baked goods. Your specialty coffeehouse and sandwich shop!

Pink Mocha Cafe

Heidi’s Pink Mocha Cafe is conveniently located right off Hwy 16 across from Walgreens in Hartland. Heidi makes all her bakery and dessert items from scratch. Nothing but the best for her customers!

Tribeca Gallery Cafe and Books

Memories of the Manhattan neighborhood brought to Watertown WI in the form of a book store and coffee house. Espresso, smoothies, wine/beer, salads, wraps, gifts, and locally owned and operated. Eclectic Art, Exquisite Café, Essential Atmosphere

Mama D's Coffee

Mama D’s Coffee is conveniently located in Wales and downtown Waukesha. Stay tuned for their soon to be open third location! Mama D’s is a great meeting place with an extensive menu, including coffee, tea, breakfast, sandwiches, and kid-friendly options.

Roots Coffee Bar and Cafe

Roots is conveniently located in downtown Oconomowoc as well as downtown Waukesha. They have an extensive menu of organic and fair trade coffee, tea, sandwiches, and kid-friendly options. They also offer live music and many events throughout the year.

The Great Coffee Place

This Great Coffee Place is conveniently located in downtown Hartland. They offer a complete espresso bar, Cedarburg coffee, smoothies, frappes, chai, Rishi tea, and so much more! Their bakery is made from scratch on site daily and includes muffins, scones, cinnamon rolls, bread, bagels, and granola!

Other Lake Country Family Fun Favorite Coffee Shops:

Whelans Coffee & Ice Cream in Oconomowoc
Cafe Buzzz in Wales 
Cafe De Arts Roastery in Waukesha

Restaurants and Eats

Bella Gusto

Downtown Oconomowoc’s own Italian market and deli. They offer a full lunch and dinner menu as well as gift certificates and holiday baskets. Book them to cater your upcoming holiday event!

Revere's Well Street Tavern

Revere’s offers a full menu, located in downtown Delafield. **Give a Revere’s gift card for the holidays. Show this ad to receive a $5 gift card for each $50 gift card purchased by 12/24/16.**

Kim's Gourmet Pizza Pub

Kim’s Gourmet Pizza Pub in Stonebank serves delicious hand-tossed pizzas and boasts that their Friday night fish fry is one of the best in Lake Country. Be sure to check out their other weekend specials.

Sweet P's Pantry

Sweet P’s Pantry is located in downtown Oconomowoc. Every confection is made with natural, high quality ingredients to create the most delicious toffee and chocolates that you ever tasted!

Other Lake Country Family Fun Favorite Restaurants and Eats:

Sally’s Sweet Shoppe in Genesee Depot
Sally’s Sweet Shoppe Too in Delafield
Doc’s Dry Dock in Pewaukee
Vino Etcetera in Oconomowoc
Allo Chocolat in Waukesha
Sweet Dreams in Hartland
Casa Tequila in Pewaukee
Fiesta Cancun in Oconomowoc

Golosi Gelato in Oconomowoc
Becky’s Blissful Bakery in New Berlin
Spitfire Pub and Grill in Okauchee
The Picnic Basket in Nashotah

Children’s Salons

Snips and Giggles

Snips and Giggles is located downtown Oconomowoc. It is a full service hair salon for children and adults. They offer a variety of services, including hosting birthday parties.

Other Lake Country Family Fun Favorite Children Salons:

Lago Salon in Pewaukee
ElleBelle Salon in Wales

Outdoor and Active Shops

Endurance House Delafield

Endurance House Delafield is a retail experience redefined. It is a place for endurance sports enthusiasts to learn, shop, and congregate. Join their free Tuesday night runs! They carry all items running, biking, and swimming related. Print this ad or show it in store and save $15 on your next pair of shoes!


Sherpers is located in downtown Oconomowoc and also has a store in Hales Corners. They carry everything from camping and hiking gear to tactical gear – and everything in between! With the recent addition of their online store, you can shop local at home for all your outdoor adventures.

Orangetheory Fitness Delafield

Orangetheory Fitness in Delafield offers professionally coached 60-minute workout classes split into intervals of cardiovascular and strength training with heart rate monitors to track intensity and maximize metabolic burn. Personal training in a group setting. Stop in to see why the New York Times calls it the best one hour workout in the country. Gift certificates are a great gift of health!



Flabbergast is tons of fun in Sussex! Flabbergast is the ideal environment for parties of all sizes, and our doors open to walk-ins as well. Gift certificates make the perfect experience gift this holiday!

Stonefire Pizza Co.

Stonefire Pizza Co. in New Berlin is the height of fun for food and activity. A birthday setting or fun night out to eat. You cannot go wrong with a gift certificate to Stonefire Pizza Co. this holiday season!