San Benito is the best place I could think to raise a family. It offers an amazing plethora of restaurants, arts, and culture. It has all of the charm and pleasantries of a "small town" with all of the amenities of a good sized city! Living in San Benito has really been a blessing for our family.
One of the best areas in San Benito would definitely be the Kennedy Park. I take my 3 daughters there every weekend. It has plenty to keep them entertained, plus a community garden and fitness stations for us grown ups. It's a great place to meet new friends that will actually stick around! I love the slow-paced, community-driven feel of San Benito. Plus, it's a pretty close drive to the ocean!
The summers are pretty hot and humid, but the winters are cool and mild. It's really just a great place to live and raise a family. Great weather, great values, and great amenities!