I would avoid Broadway cigars -- you can smoke but no drinking or food and the prorprietor is likely to hit you up (agressively) for purchases...
El Gaucho -- next door to the Benson is very good, if a little expensive. They have a nice little lounge with a TB that is usually tuned to "the game".
Just down the road a bit (about 8 miles) is the Shilo Inn on Canyon Road and they have a very nice cigar bar upstairs from the lobby. While I like El Gaucho a lot, I tend to hang at the Shilo a lot more
If you want to avoid any driving then El Gaucho is the place to go.
Unfortunately, I cannot be there tonight, but there are a lot of BOTLs at the Shilo right now. To get to the Shilo from the Benson -- head out on SW Broadway to SW Jefferson and make a right on Jefferson. Stay on Jefferson for several miles. It will end at an on-ramp on to Hwy 26 West. Get on 26 West and stay in the right lane. You want to get off at the Canyon Road exit and stay to the left lane on the exit ramp. Go under Hwy 26 and you will see the Shilo on your left in about 1.5 miles. Go into the lobby and and head up the stairs on the left. Enjoy!