The holidays are magical—from waking up on Christmas morning to the gifts under the tree to laughing with family and friends on a chilly evening. But with so many options, it can be overwhelming to decide what to do. Here’s a guide to some of the best holiday activities in Chicago.

Dress Warmly

First things first: Dress for the weather! Don’t be fooled by the cute, trendy outfits you see online. Your new UGG slippers may look stylish, but they won’t keep your feet warm or dry in the cold and slush. Instead, opt for layers. Start with a long-sleeve base layer, preferably thick enough to trap warmth, and pair it with comfortable pants. Then, add a hoodie and sweatpants for extra coziness. Thick socks and boots are essential—thank me later. Top it off with a hat, scarf and gloves. Then, you’re ready to hit the town.

Take the Train

When you’re heading downtown, skip the hassle of driving. Chicagoans struggle to drive in good weather, let alone snow and slush. The Metra is a fun and easy way to travel. Hop on at the Flossmoor station and enjoy the snowy scenery from the warmth of the train. Then hop off at the last stop which is Millennium Park station.

Ice Skating at Millennium Park

Once you arrive, head to Millennium Park for some ice skating. Even if you’re not an expert, falling on the ice is part of the fun. You’ll likely look like a toddler learning to skate, but don’t worry—it’s all in good holiday spirit!

After skating, head to the McDonald’s nearby on E. Washington St. and N. Wabash Ave. Warm up with a hot chocolate or coffee, and if you’re hungry, grab a cookie or large fries. It’s the perfect way to refuel after all that activity.

Macy’s Holiday Windows & Shopping

Next, visit Macy’s (formerly Marshall Field’s) to see the iconic holiday window displays. Every year, the windows feature intricate figurines and animated scenes. This year’s theme? Think red.

After marveling at the windows, it’s time for some holiday shopping. State Street is home to dozens of stores, including Macy’s, with multiple floors of merchandise. Macy’s first floor is great for perfumes and high-end body care—perfect for gifts. If you get lost (which is easy to do in such a large store), just check the floor directory for guidance.

If you’re looking for something a little more affordable, Nordstrom Rack is a great option for discounted designer goods. 

Wrap Up Your Day at Acanto

After a few hours of shopping, you’re likely ready for a bite. Suppose you’re in the mood for Italian, Head to Acanto, located at 18 S. Michigan Ave. If you’re looking for something more upscale, there’s a Remington classic steakhouse on  Michigan Ave. Although, if none of those places are to your taste (or price range), there is a Raising Canes right next door. You can also return to the Millennium Park area for a final stop at the glittering holiday tree. It’s the perfect way to wrap up your day. Take a few pictures with friends, then head back to the station feeling accomplished and full of holiday cheer.

With bags filled with gifts and memories of a fun day in the city, you’ll know your first-holiday outing on your own was a success.