Chicago at Christmastime
- jennylynncotton
- Jul 12
- 2 min read
Who is going - Jenn (52) and Terry (53) Date of trip = December 2026 Length of trip = 4 days Hotel = 3 nights at Renaissance Chicago Downtown Hotel Day 1 12:30P - Arrive O'Hare 2:30P - Lunch at JoJo's Shake Bar (diner with over-the-top holiday decorations) (make reservations)
4P - Chicago Cultural Center (stained glass domes, holiday decor)
530P - Drinks at Drawing Room (in the Chicago Athletic Association) 730P - Christmas Carol at Goodman Theatre 10P - Late dinner at Monk's Pub Day 2 830A - Wildberry Pancakes & Cafe (popular, get in virtual queue early)
930A - Millennium Park (The Bean, Christmas Tree, Maggie Daley Ice Ribbon - also check out decorated lions at the Art Institute of Chicago) 11A - Christkindlmarket (Christmas Market) 2P - Holiday Afternoon Tea at LondonHouse Chicago (popular, need reservations) 4P - Lincoln Park Conservatory (take UBER) - decorated for Christmas, tickets are free but will sell out 5P - Zoolights at Lincoln Park Zoo
730P - Twin Anchors Restaurant - no reservations, expect to wait 30 minutes
9P - Drinks at The Lodge Tavern (take UBER) - puts us in the right place to walk Mag Mile to see lights back to the hotel
Day 3 830A - Breakfast at Lou Mitchells (take UBER) - iconic diner on Route 66 930A - Griffin Museum of Science and Industry (take UBER) - Christmas Around the World exhibit 1P - Lunch at the Walnut Room in Macy's (take UBER) - MUST get reservations on 10/1 - will sell out quickly 330P - 360 Chicago - sunset tour 7P - Dinner at Miller's Pub - Pub decked out for the holidays
830P - Drinks at Rudolph's Rooftop (in LondonHouse Chicago)
Day 4
830A - Kohler Water Spa at Lincoln Park (take UBER)
1230P - Lunch at Butch McGuire's (take UBER) - restaurant with over-the-top holiday decor
230P - Depart hotel for flight home



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