Yes, you will have to plug or cap the hole or the car won't run right. 1000 miles / qt is a lot. Too much to make the oil change thing practical. If there is access from under the valve cover to get the stick out, then that's the best route.
The other question is... why is the dip stick stuck? Rust? Sludge? Grunge?
The other question is... why is the dip stick stuck? Rust? Sludge? Grunge?