Day Itinerary
7 Activities
Day 3
382 mi1 mi
Windy City Architecture Cruise, Michelle Obama's Dressmaker, and Cleveland Historic Hotel
Take a 90-minute cruise along the Chicago River narrated by an architecture expert, then head over to Ikram, where Ikram Goldman displays her fabulous finery. Enjoy lunch at the café at Ikram then take a turn or two through the shop. Hop in the car and head back east to Cleveland, where you'll stay at a French Gothic historic mansion-turned-boutique hotel and dine on creative Mexican fare.
0.3 mi
10 min
08:0045 min
Wildberry Pancakes & Cafe
Wake up and walk up North Michigan Avenue and around the corner to Wildberry Pancakes & Cafe for a great pancake breakfast before your second and last day in Chicago.
Open daily 7am - 2pm
Open daily 7am - 2pm
0.4 mi
10 min
09:002 hrs
Chicago Architecture Center
Next, wander over to the Chicago Architecture Center for a Chicago Architecture Center Foundation River Cruise. Be there half hour early for a morning departure, and for 90 minutes hear a CAC-trained docent volunteer tell stories about more than 50 buildings along the Chicago River. Listen to how Chicago grew from a small settlement into one of the world's largest cities in less than 100 years. Book your cruise on the website.
0.9 mi
20 min
11:301 hr 30 min
ikram
After your architecture cruise, make your way over to Ikram, the luxury dress shop of designer Ikram Goldman, unofficial stylist to former first lady Michelle Obama. Eat lunch at the Café at Ikram then wander through the shop, and maybe even spurge on a fabulous new frock!
Open daily 10am-6pm except Sundays, when Ikram is closed.
Open daily 10am-6pm except Sundays, when Ikram is closed.
92.1 mi
1 hr 50 min
16:0030 min
Studebaker National Museum
This South Bend, Indiana museum displays a full range of historic autos, carriages, and other vehicles made by the Studebaker Corporation. A visit to this unique museum is a slice of American history.
Open 10-5 daily except Sundays, when it opens at noon.
Open 10-5 daily except Sundays, when it opens at noon.
202.4 mi
3 hrs 30 min
20:0015 min
Marblehead Lighthouse Historical Society at Marblehead Lighthouse State Park
Stop for a look at this historic structure, the oldest continuously operating lighthouse on the American side of the Great Lakes.
84.8 mi
1 hr 30 min
21:451 hr
Barrio Tacos Cleveland Heights
Dine at this Tex Mex favorite and order the shrimp tacos and a margherita. Sit on the back patio and enjoy the starts. It's the perfect relaxing dinner after a long drive from Chicago.
2.5 mi
10 min
23:008 hrs 30 min
The Glidden House
Check in for the night at the French Gothic Glidden House, a boutique hotel in leafy University Circle on the city's east side with gorgeous outdoor gardens, a gazebo, and a carriage house. The National Register of Historic Places–ranked, 1910 Glidden House is within minutes of the Cleveland Orchestra’s Severance Hall and the Cleveland Museum of Art.