How To Spend a Holiday Weekend in
Greater Des Moines 

Summer, fall, and spring bring color and vibrancy to the Greater Des Moines region. But what if we were to tell you that winter is an underrated time when our metro really shines. The holiday season creates a cozy, warm, and exciting atmosphere where hot cocoa is ordered in droves from just about every cafe, and people drive miles to see twinkling light displays. If you’re lucky enough to be in our city for the holidays, then here is your best guide for a Hallmark-like holiday experience (whether there’s snow on the ground or not).

Day 1: Holiday Shopping & Spirits 

Morning 

Fuel up, and warm up, with breakfast at Cafe con Leche. Inspired by Latin cuisine, Cafe con Leche knows how to keep both hearts and bellies full. Don’t worry, they still have plenty of American-style breakfast options too! Try their tres leches pancakes for something sweet and creamy or order their huevos con chorizo to give your morning meal a bit of a kick. Don’t miss a warm mug of chocolate Abuelita or Cafe de Olla either! 

After breakfast, we recommend checking out the Highland Park neighborhood to start getting a taste of the local shopping scene. Divine Times Vintage is a two-story, sprawling store of vintage and antique collectibles and clothes. Des Moines Mercantile is your local general store for Iowa-made handcrafted goods and products. And if you’re shopping for kids, stop in The Little Book, a store created just for kids with a selection of graphic and YA novels as well.

Afternoon 

Head west to the Historic Valley Junction, a neighborhood perfect for wandering and shopping. If you’re here on a Thursday, be sure to visit during their Jingle in the Junction event, where horse-drawn carriages, Christmas music, and vendors line up the streets. But if you’re here on a different day, you can still shop the same storefronts! Bozz Prints is your quintessential mid-century/retro stop for Des Moines and Midwest merchandise, whereas Happy DSM makes gift-giving easier with unique products and DIY gift boxes. 

Hungry? Stop at St. Kilda Collective for a bite. If you’re feening, order up the Big Aussie Breakfast or one of their many tasty omelets. If snacking is more your style, you can’t go wrong with avocado toast, superfood yogurt, or one of their many pastries. 

Afterward, make your way to Candle Bar DSM to pick out a unique scent for someone you love, or make your own! Then, explore Reading in Public to find you family member’s next read, or head to Hinge on 5th for boutique-style trends. For music, both modern and vintage, you’ll definitely want to check out Skylabs Audio Shop for record players, vinyls, CDs, and more. 

Evening 

As the sun sets, because we all know it does earlier than we’d like, it’s time to head back downtown. If you’re here on a Friday, then be sure to hit up the East Village Promenade. This is the neighborhood's signature event. Every Friday during the holidays, stores are open later for extending shopping with fun pop ups, activities, and holiday spirit.  

If you’re all shopped out, it’s time to sit back and relax with a cozy beverage (or two). The Greater Des Moines region is full of holiday pop-ups, both bars and restaurants participating in “decking their halls”. It’s important to note too that every one of these bars also offers N/A drinks. 

Pro tip: We highly recommend planning ahead to make reservations at applicable holiday pop-ups. They fill fast! 

Create your own “holiday bar crawl” by starting with a drink at Rudolph’s Rooftop at the Republic on Grand. Decide if you want to start with a dessert-like cocktail with cream or espresso liqueurs or sip something straight like an old fashioned with a Christmas twist. Then, grab dinner at Verry Merry Big Grove or Exile Brewing’s SnowGlobe DSM where seasonal cocktails are stirred, and cozy meals are being served on feast-worthy platters.  

To end the evening, head to Miracle on Ingersoll, a “hidden” holiday pop-up behind The Station on Ingersoll for plenty of drink options from mulled wine and cosmos to spiked eggnog and creamy, minty grasshoppers.

Day 2: Your Weekend Warm Up 

Morning 

Hopefully you’ve avoided a headache from last night’s activities by sleeping in a little later today. Either way, soak it up with a cozy brunch at University Library Cafe. This Drake neighborhood staple is a self-proclaimed, and we’ve confirmed it ourselves, cozy old-school bar. Wood paneling and soft natural lighting create a space for steaming plates of breakfast nachos, hashbrowns, biscuits and gravy, and more. 

Afternoon 

After a hearty breakfast, head to the Greater Des Moines Botanical Garden, one of the best spots in the region to warm up. Wander through this true urban oasis with tropical gardens made from bright blooms and towering palms. While you’re there, grab a light bite or a drink from Flora Cafe to make your visit even better. During the holiday season only, the Greater Des Moines Botanical Gardens hosts their signature event series, “Dome for the Holidays”. You can purchase special admission to see the gardens after hours (and after dark) while the iconic dome is lit up in festive lighting made for lingering longer.

Get in the festive spirit with an afternoon of ice skating at Brenton Skating Plaza. Nestled along the river between the East Village and downtown Des Moines, this is one of the best spots for skyline views. As you glide across the ice, warm up with a hot cocoa or a treat from their concession stand. And if it’s late enough in the day, you can watch the sun set right behind downtown buildings.  

Evening 

Now that the sun has set, it’s time to get in the car to explore some holiday lights around Greater Des Moines. Drive through neighborhoods like Drake, Beaverdale, and Windsor Heights for displays that feel like you were transported into a classic Christmas film. Or head out to Ankeny for Gingerbread Lane and/or Uptown Wonderlights, where light displays take a whole new level with sounds and animations. 

To end the evening, you have two options for entertainment. For those who enjoy something that’s classically Christmas to keep the festive cheer going, Noce Jazz + Cabaret offers holiday events and shows all month long. Nothing says cozy than a night of holiday music, a stiff drink, and a dimly lit jazz bar to round out a perfect night. 

If you’re needing a break from the red, green, and everything in between, attend a sporting event at Casey’s Center. Winter is when the Iowa Wild, our AHL affiliate of the Minnesota Wild, shreds the ice with flying nonstop puck action. Or, get in on some high energy basketball with the Iowa Wolves, an NBA affiliate to the Minnesota Timberwolves. 

But wait... there’s more! Not quite ready to call it a night? Sister bars, Nothing Major and Secret Admirer, host their own seasonal holiday pop-up menus unique to each vibe.

Day 3: There’s Nothing Like “Snow-Biz" 

Morning 

Do the holidays make you dream of a snowy cabin up north? You’re not alone, we had the same thought. Thankfully, Guesthouse Tavern + Oyster is Des Moines’ next best thing. Where Northwoods cuisine is their specialty, grab a filling brunch of hot dish casserole, poutine, short rib sandwich, prime rib or walleye sliders, smoked trout toast, and more. 

Afternoon 

Catch the latest blockbuster hit, or a Christmas movie classic, at one of the many movie theaters around the metro. Varsity Cinema is a local restored, retro theater hosting everything from short films and foreign masterpieces, to hit new movies and oldies. There's also Fleur Cinema and Cafe, another local movie hot spot with mid-century furnishings. Or take your movie to the big screen with the Palms Theater & IMAX in Waukee. We are also home to Cinemark theaters in both West Des Moines and Altoona. 

Evening 

And last, but definitely never least, is a dinner and a show at The Ingersoll. This newly renovated and reopened event venue hosts shows every single weekend. The best part? They include a themed dinner for each one. From November to December, The Ingersoll hosts a plethora of holiday guests from cover artists and full revues to comedians and variety shows. With comfortable seating and a full-service dining experience, this is the perfect end to a holiday weekend well spent in Des Moines.

Create Your Own Greater Des Moines Holiday Itinerary  

We’ve put together our recommendations and a framework, but you ultimately get to choose when, where, and how you want to spend your holidays in Greater Des Moines! Start by checking out our ultimate guide to the holidays in Des Moines for a brief summary of what you can expect this year. Then, take a look at all of the holiday events and shows happening around the metro to plan your trip. Once you’ve decided what to see, plan meals and drink stops with our guide to holiday pop-ups around the region. And while you're here, why not get some holiday shopping done with our local gift guide, handpicked by our locals!