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Multigenerational Trip Itinerary -Review/Make Suggestions?

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Marysville, Ohio
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Multigenerational Trip Itinerary -Review/Make Suggestions?

I am the trip planner for a multigenerational trip to Chicago over five days that include Memorial Day weekend. In our group are the grandparents (this writer and her husband) that visited Chicago 3 or 4 times a year, son #1 with his wife (limited time in Chicago previously), their 3 year old son/our grandson, and son#2 with his long time girlfriend (late 20s) that are Chicago "rookies".

Here is our tentative itinerary. We welcome suggestions, comments, etc.:

Friday - Grandparents, son#1 with his wife and grandson arrive via car and check into hotel (Residence Inn on Dearborn). Walk around area for brief orientation, etc. and then a quick dinner at Rock Bottom. Grandma and wife of son#1 attend "Motown" at Oriental while grandpa and dad watch grandson.

Saturday - Grandparents, son#1, wife, and grandson take bus #10 to Museum of Science and Industry. Either have lunch there or close to Museum (Potbelly near Museum). Son#1 and wife head to Robie House tour and grandparents bring grandson back to hotel.

Son #2 and girlfriend arrive at O'Hare at noon, metro to downtown, and check into hotel.

2:30 - Son #2 and girlfriend take "Must See Chicago" tour with Chicago Architecture Foundation.

Late afternoon - all gather at Eataly to peruse OR walk through Millennium Park (weather dependent)

Grandparents take grandson to dinner (pizza) and spend time at hotel pool while others spend dinner/evening together.

Sunday - Son #1 and "Grandpa" take History Tour with Urban Kayakers - Chicago River 10-noon

Son #2 and girlfriend - take 11:00 Tastebuds Food Tour (3 hours)

Wife of son#1, Grandma, and grandson attend performance of "The Very Hungry Caterpillar" at The Ruth Page Center for the Arts on North Dearborn - Show is at 11 - one hour long

2:00 - Five of the group travel to and tour Wrigley Field

7:00 - Reservation at Maggianos - Everyone likes Italian and this is a family friendly place

After dinner - those interested go to Willis Tower

Monday -

Girlfriend has early flight back to DC

1:00 - Grandpa and sons attend Indians/White Sox game

2:00 - Grandma, wife of son#1 and grandson go on Bobby's Bikes "Tike Hike" bike tour - 2 hours

Dinner and evening plans open for all

Tuesday -

Son#1, wife, and grandson to Shedd - arrive at opening - back to hotel by early afternoon at latest

This day is "open" for son #2 and grandparents all day (Architecture boat tour?) - joined by the others for late lunch and afternoon

3:30/4:00 - All depart

So, any suggestions? Particularly for dinner on Monday Memorial Day - and Tuesday for lunch? Considering Beatrix for lunch on Tuesday???

Any other suggestions for places to see/visit?

Also - any "favorites" for jazz or blues for those who like a late night session?

Thanks for any/all comments, suggestions, help.

Illinois
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for Chicago, Illinois
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1. Re: Multigenerational Trip Itinerary -Review/Make Suggestions?

Jazz:

http://www.andysjazzclub.com/

http://www.jazzshowcase.com/

Blues near your hotel:

http://www.bluechicago.com/

IMO a better dining option near the MSI - http://www.medici57.com/

Any chance of getting you to skip Maggiano's? There are much better choices. Just about any Italian spot here is family friendly.

Since you like baseball - https:/…Home.aspx - would be a better dinner option than Rock Bottom.

Please consider expanding your dining options here beyond the touristy areas. Take a look at www.chicagoreader.com and www.chicagomag.com for current dining information.

pgo
Chicago
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2. Re: Multigenerational Trip Itinerary -Review/Make Suggestions?

Nicely done! I think you are in great shape.

On Saturday you may as well pick up takeout dinner for the babysitters at Eataly if that's where you spend your afternoon. You'll have a fridge and microwave.

Memorial Day Monday will have quite a few closed restaurants. Sunda and Bandera will be open and have broad appeal, are suitable for a well-behaved toddler, and not far from your hotel. Farmhouse and South Water Kitchen are a little farther, but worth a visit. If there's a chance you'd go to Lincoln Park Zoo on Monday, try RJ Grunts, which is fun and casual.

Andy's Jazz Club is walking distance from your hotel. Jazz Showcase is about 1.5 miles directly south. Buddy Guy's is a couple of blocks east of Jazz Showcase.

Chicago, Illinois
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3. Re: Multigenerational Trip Itinerary -Review/Make Suggestions?

Leave time to nap, recover, sit, have a cappuccino and a chocolate. You have yourself and your family on a pretty tight leash. Relax. Play it by ear and be open to changing your outline in favor another member of the family. How about you allow the kids to do what they want when they want but the whole group gets back together at a specific restaurant at a specific time and talk about their different days. It's sweet that you are up to babysitting during your vacation but why can't the parents take the kid with them and give you some time to pamper your husband and yourself? Have them take their son to the Children's Museum at Navy Pier and The (free) Lincoln Park zoo while you go to a spa and hubby has a microbrewery tasting. Your 20 yr olds may want to take the Blue Line "L" to Wicker Park and have an evening on their own. Perhaps the elder brother and their wife would like to go to Blue Man Group and dinner in Wrigleyville on their own after your group tours Wrigley. (Payback for your personal time at the Spa = you babysit). You don't need to choose mediocre restaurants in advance. On your first day walk around see what else is available to your family. You can do better than Maggiano's and Rock Bottom. Grandma & daughter-in-law at the theatre while Grandpa and Dad are going to sit in the hotel room with the kid from 7:00-11:00pm? That's a lot of raiding the minibar.

chicago
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4. Re: Multigenerational Trip Itinerary -Review/Make Suggestions?

if your grandson is going to the hungary caterpillar then hes too young for a bike tour, ive lived here my whole life and my five year old goes everywhere but i wouldnt dream of allowing her to ride her bike on the street or the bike path from the zoo to the shedd, its very congested and dangerous for kids

go to la scarola instead of maggianos

harry careys is a good suggestion by dave instead of rock bottom

skip the food tour and have them go to wicker park like shallow said

Chicago
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5. Re: Multigenerational Trip Itinerary -Review/Make Suggestions?

Museum of Science and Industry is too much for a 3 year old. Do the zoo instead if weather permits.

Chicago
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6. Re: Multigenerational Trip Itinerary -Review/Make Suggestions?

agree with MSJ the bike bath is not for a 5 year old on their own bike. You can do better than Rock Bottom and Maggiono's. Trattoria Isabella is quite delicious and has a lovely outside area, wonderful food, free parking and family friendly in the west loop. Another fun little free museum in the loop is the money museum, run by the Federal Bank. A fun place for all, including the kids.

Chicago
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7. Re: Multigenerational Trip Itinerary -Review/Make Suggestions?

The grandson is 3

Marysville, Ohio
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8. Re: Multigenerational Trip Itinerary -Review/Make Suggestions?

Hello to All!

Just a couple of clarifications:

For the Tike Bike Tour - The 3 year old will be riding on the back of his mom's bike - not on his own bike

The grandparents really do not mind watching the grandson for one night. As I wrote, we visit Chicago 3/4 times a year (last in March for St. Patrick's Day) so don't mind one night of a pizza dinner (either delivered or at one of the pizza places in River North) and some time in the hotel pool for the grandson who thinks hotel pools are cool

Thanks for all the suggestions for places to eat. We will reconsider our Friday and Sunday night dining choices. We were looking on Friday night for a place where 5 of us (including grandson) could eat in a reasonable amount of time prior to the two of us walking to Oriental theater for the Motown show. I will check into all the dining spots listed in the TA postings - Much appreciated!

Perhaps Grandma and Grandpa could take grandson to Lincoln Park Zoo on Saturday morning while his mom and dad explore Museum of Science and Industry and the Robie House. The only reason we did not plan on Lincoln Park Zoo is that we (including grandson) are frequent visitors to the Columbus (Ohio) Zoo (within 10 miles of our home).

Childrens Museum at Navy Pier was also considered but we have found Navy Pier to be touristy (It is where we took our eighth grade students when traveling to Chicago on school trips when I was a principal) so not my favorite place for a family trip.

Again, will take all suggestions and follow up. Keep them coming! We are treating our family to this special time together and want to make it as special as possible!

pgo
Chicago
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9. Re: Multigenerational Trip Itinerary -Review/Make Suggestions?

In response to all the comments about riding alone on the bike path - this a "Tike Hike" with bike trailers behind the parents. However, I just looked up the site and the kids' tour is only offered on Saturdays.

Marysville, Ohio
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10. Re: Multigenerational Trip Itinerary -Review/Make Suggestions?

Dave 148

Thanks for the jazz links - and also the Medici restaurant link. That is a better choice for lunch near the museum. And husband is always on the lockout for new/different jazz and blues places. Can't beat Chicago for variety of venues.

Do you know about how far a walk it is from the Museum to Medici?

OhioIrish