Take Advantage of Theater Preview and Community Nights
Start planning now for upcoming holiday events. Take advantage of local theatre's preview and community nights. You get the same performances at deeply discounted prices.
There are also free events. Our local college hosts a "community sing" of Handel's Messiah every year at the beginning of December. There's also a "Christmas in the City" tree-lighting event. And, if you're into supporting your local HS, why not go to their Winter or Christmas Program? They'd probably appreciate both your presence, and your money, more (my local HS always passes the hat during intermission).