Plenty of walks/hikes in the western side of the city.

We have a nationally ranked Frisbee golf course (and another one that's just kind there)

Redemption Rock serves coffee and other non-alcoholic beverages - you can go there and play board games.

Multiple museums in the city

Railers hockey

Pirates arena football

Braveheart baseball/woo sox

School Yahd up in Boylston (about a mile past O'Connors)

There's often stuff in the oval behind city hall (they used to do Shakespeare there in the summer)

Hanover theater

West Boylston cinema is great for a cheap movie night (limited showings though)

Wrestling at the white eagle on Thursdays (we have one of the largest wrestling scenes in the country, apparently)