Most Helpful Guy
Surprised more people haven't responded to this.
Here's what we do:
Art galleries and "art strolls" (where you visit multiple venues, they have drinks and hors d'oeuvres, etc.); museums (usually have days/evenings with free admission); bargain hunting at thrift stores (not to keep talking about art, but you'd be amazed at the prints and paintings you can find there); political rallies; volunteer events; road trips, for example to see the leaves changing; etc.
The best times are always free anyway. :)
Most Helpful Girl
A walk in the park and eating sandwich at the park lol