Potential Websites

Potential Websites to get started!
(some I found while just wandering my way with random searches on Google)

FastWeb
http://www.fastweb.com/login

Scholarships.com
http://www.scholarships.com/

ScholarshipExperts.com
http://www.scholarshipexperts.com/

The above three have been my main source of straight up "scholarship surfing," and while they interlap on some scholarships, by no means are they comprehensive. Each one brings new scholarships the other missed.
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Next! Something I've notice pop up a lot, that I don't quite understand yet... but I will look into it. I think it may be worthwhile for you to look into as well. It's a rather large program called "Dollars for Scholars."
Here's a link to a (somewhat large) PDF Listing of what they do/partner colleges (MA has a lot!):
http://scholarshipamerica.org/files/2012_cp_directory.pdf   (Page 29 is MA)        

(OK! New recommendation! (I'll do this later); contact (via phone) one of the Dollars for Scholars chapters you're interested in (i.e. 'Boston University', or more local 'Plymouth County'), and ask about a brief description of the program and its scholarship opportunities) (Search 'Massachusetts' under the Collegiate Partners' tab for a listing of all the partner colleges in MA, or just enter your zipcode in 'Find a Chapter') (<--pretty self explanatory =p)
http://scholarshipamerica.org/chapter_search.php

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The Scholarship Coach
Contains some interesting information and links/ideas to scholarship opportunities
http://www.usnews.com/education/blogs/the-scholarship-coach

A listing of ScholarshipAmerica current/soon-to-be opening scholarship programs
http://scholarshipamerica.org/open_scholarships.php

Tag: "25 Great Scholarships for College Students"
http://www.superscholar.org/scholarships/25-popular-college-scholarships/

Enter Your Location: List of Scholarships/Description by State
https://www.mycollegeoptions.org/scholarship-search-by-location.aspx

Tag: "Little Known Scholarships"
http://unclaimedscholarships.us/?cat=3