Deadhorse hill or Lock50 are solid places for a good dinner.

For excellent fancy cocktails, go to Muse by the theater.

For culture go to the Worcester art museum.

For an up and coming Worcester vibe with that has that whole old mill factory history, go walk around the canal district where the Worcester public market is. There will be food, breweries, and fun local shops there. Very entertaining. I recommend Birch Tree Bread Co for coffee and breakfast. Seed to Stem is a fun plant store with a lot of oddities. Bedlam books is a cozy bookstore that makes good coffee and smoothies.