Springfield has the Basketball Hall of Fame.
Further North, there is Northampton, which has absolutely FANTASTIC dining. Regardless of your tastes, you will find something you'll like.
There's also a ton of boutique-type shops downtown (or, shoppes, as they tend to call themselves).
Further north still is "The Scenter of the Universe". Yankee Candle Company. Scented Candles and a year-round Christmas village. A great place for a little early Christmas shopping.
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"I will not be pushed, filed, stamped, indexed, briefed, debriefed or numbered. My life is my own."