Kendall Square Community Ice Skating helps you re-live yesteryear skating on the pond - but in the city! Not someplace you could spend the day, but definitely a fun place to go for an hr or 2. It's in East Cambridge- very close to MIT. Its about a 5-7 min T ride from Boston and its open 7 days/wk. If the weather is bad - call ahead to make sure they are still open. 617-492-0941
There are also lockers to rent for $1, skate sharpening, and hot chocolate!
Its located at 300 Athenaeum Street; Kendall Square, Cambridge, MA
Adults $4; seniors and students $3; children 10 and under $1. Season passes also available (you can also rent skates... I believe they're about $6 or so) It is open daily, November - mid March; call for hours and dates.
How to get there? Red Line/Kendall-MIT. When you get off the T, walk through the Marriott lobby, exit onto Broadway and turn right. The first intersection is Third Street. Turn left onto Third, walk 3 blocks to Athenaeum, and turn right. The rink is one block away, in your left.