Elysian Hotel, 11 E. Walton St.
Cap off an afternoon of Oak Street spending with a single-malt Scotch ($16 and up) at this hideaway. Read our mini review >>
2 The Wine Bar at the Walnut Room
Macy’s, 111 N. State St.
Don’t endure hour-long lines to eat potpie near the Great Tree; do get friendly with fellow shoppers at a 36-foot communal table.
3 Brando’s Speakeasy
343 S. Dearborn St.
On the southern end of the State Street strip: drink specials so cheap you don’t have to feel guilty about treating yourself.
4 Meier’s Tavern
235 E. Lake Ave., Glenview
One mile from Old Orchard’s mall mania, this 1933 watering hole is from another era.
5 Lottie’s Pub
1925 W. Cortland Ave.
Tote those bags a block east of Bucktown’s main drag for a cheek-warming cider made with Italian liqueur ($7).