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You can easily get by without a car during the school year. But when that 9-5 job ends, you're not left with much else to do because this is Williamstown, MA, after all. Here are some places in the "area" to spend some luxury time.
*Pittsfield is a bit closer than Vermont with 2 decent lakes. It's a "city." There's also Barrington Stage and The Colonial if your you're interested in theatre/cultural activities and have seen everything at Williamstown Theatre Festival already.
*Lake Shaftsbury, VT. A short 45 minute drive away, Lake Shaftsbury offers a nice big lake with walking path around the lake, a dirt volleyball area, a wide open field for frisbee throwing and other events, paddleboats for rent, and more! $2 or $3 per person. [http://maps.google.com/maps?daddr=262+State+Park+Rd,+Shaftsbury,+VT+05262+(Lake+Shaftsbury+State+Park)&geocode=17165859843304142990,43.022335,-73.181710&dirflg=&saddr=williamstown,+ma&f=d&hl=en&dq=Lake+Shaftsbury+State+Park&sll=43.020212,-73.182893&sspn=0.007954,0.014591&cid=43022335,-73181710,274382175053253860&ie=UTF8&z=10 Directions].