The Obama Watch: Obama Family to Spend Memorial Day Weekend in Chicago...10 spots they may visit.

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The Obama residence at 5046 S. Greenwood.

The Obama’s are planning a low-key holiday weekend with friends in Chicago. Let the guessing begin. What will they do, where will they go?  Security will be high, but if you are lucky or smart or maybe a little of both, you may be able to catch a glimpse of the family.  Show Me Chicago has compiled a list of ten spots to get you started on your search.


1. The lakefront spot, Promontory Point in Burnham Harbor, is a favorite for the whole Obama family and with the weather looking good for the weekend it is a definite maybe for an Obama sighting.   5491 S. Shore Dr. 312 747 6620.

2. Does he protest too much?  When Spiro Argiris, owner of Valois Cafe, was asked if he

thought Obama might stop by on his visit home this weekend, he said, “definitely, no way.”  That makes me wonder, could there be a cover up going on? This neighborhood  spot has been Obama’s favorite place for breakfast ever since he moved to his first apartment only a block away nearly 20 years ago. If he gets a hankering for some mashed potatoes, gravy and scrambled eggs–who knows.  1518 E. 53rd St. 773 667 0647. 5:30a.m. to 10p.m.

3. The Obama’s may take the kids to Baskin-Robbins for ice cream cones and re-live memories of their first kiss which took place at this very spot.  53rd and Dorchester

4. Calypso Cafe in Harper Square is an Obama favorite for its gumbo, jambalaya and red beans and rice.  5211 S. Harper Ave. 773 955 0229.

5.  Who could blame the President, if he just wants to get away from it all with a good beach read.  If that be the case, look for him at his favorite book store, 57th Street Books.  1301 E. 57th St. 773 684 1300.

6. Rick Bayless, just prepared dinner for the Obama’s and 225 guests at the White House and who’s to say that they might not be looking for more and stop by Topolobampo–Bayless’ upscale Mexican-inspired Chicago hotspot.  445 N. Clark St. 312 661 1434.

7. Obama loves the turkey legs and dressing at MacArthur’s and he may just have to satisfy his cravings at this soul food favorite.  5412 W. Madison St. 773 261 2316.

8. The Obama’s may decide to take in a play at the Goodman Theater.  They have visited the Goodman in the past and the current offering “The Good Negro.” may be just the ticket for their return visit.  The production features an historic look at the heart of the 1960’s Civil Rights Movement.  170 N. Dearborn, 312 443 3800.

9. Since the White Sox aren’t in town, Obama may be willing to switch to hockey and get in on the action at Saturday night’s  Blackwawk Stanley Cup Finals game. Spotting him will be the trick since if he attends he will most certainly use a private entrance and be seated in one of those $17,000 seats. United Center, 1901 W. Madison St.  Game:  7p.m.

10.  Obama may just be itching for a little basketball action. One spot he has gone to in the
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past is the East Bank Club. You have to be a member to get into this exclusive “gym,” named one of the best in America by fitness magazine.

But who is to say you can’t dine at their in-house restaurant, Maxwell’s, which is open to non-members and offers a health conscious menu at reasonable prices. Reservations recommended.  500 N. Kingsbury, 312 527 5800.

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