The Dapple Does Chicago

Watching the ice skaters in Millennium Park

Watching the ice skaters in Millennium Park

I love Chicago at Christmas—Michigan Avenue is all lights and holiday windows, families are out skating together in Millennium Park, and every single year I get so caught up in the holiday spirit that I buy an overpriced cup of mulled wine at the Christkindlmarket before I remember I don't actually like mulled wine. 

We made an unexpected 24-hour stop in the Windy City on our way back from Thanksgiving in Minneapolis, and had a chance to soak up some of the holiday magic. It's a bit stressful changing your travel plans at the last minute when you're with a dog, but thankfully for us, Chicago has great pet-friendly hotels. My very favorite is The Thompson Chicago and I am dying to stay at the new Virgin Hotel Chicago, but we opted for The Westin Chicago River North, which had a good last-minute rate and no pet fees. 🙌🏻

Below are some of our pictures enjoying the beautiful city with Dave. Chicago friends, tell us what we missed in the comments. Happy holidays, everyone!

xo Heather

Snoozing hard at the Westin Chicago River North

Snoozing hard at the Westin Chicago River North

Caught stealing dad's sausage breakfast sandwich.

Caught stealing dad's sausage breakfast sandwich.

Chicago sunshine

Chicago sunshine

Exploring the Christkindlmarket

Exploring the Christkindlmarket

Sniffing out some mulled wine at the Christkindlmarket

Sniffing out some mulled wine at the Christkindlmarket

Watching ice skaters in Millennium Park

Watching ice skaters in Millennium Park

The Chicago Bean

The Chicago Bean

The Bean and the ween

The Bean and the ween

Macy's State Street Christmas decorations

Macy's State Street Christmas decorations

Macy's State Street Christmas decorations

Macy's State Street Christmas decorations

Christmas in Millennium Park

Christmas in Millennium Park

Seeing the Christmas lights in Millennium Park

Seeing the Christmas lights in Millennium Park

P.S. You can buy Dave's snowflake collar here (for just $8.99!).