OK, it sounds like HoJo's is the best fit.
You will want to get a room in Building 2, overlooking the pool, some have outdoor balconies.
I prefer Tower 1, the closest to Manchester, except the top floor. The Top Floor has SkyLights on the ceiling, and some fplks love them.
HoJo's and the Courtyard are owned by the same company, and I happen to know the Director of Marketing, William Simpson.
Send him an e-mail with your dates and what you are looking for, and he will place you in a room that matches (if available). Feel free to say that I (David Michael/Darkbeer) referred you.
william.simpson@hojoanaheim.com
You can drink next to the HoJo's pools, they sell beer and wine in the gift shop, or you can bring your own (No Glass containers).
As for crossing the streets, for HoJo and Courtyard, just cross at the light at Harbor and Manchester, no other crossing is needed.
For the Sheraton Park, you have two crosswalks, both with traffic lights, not bad at all.
Off property places to eat, starting at Hojo's and going down Harbor two blocks.
I love Mimi's Café, Panera Bread, McDonald's, The Pizza Press (Anaheim Hotel) at Disney Way, and the Subway near Katella.
Then you have the Anaheim GardenWalk options, just one block east on Harbor.
https://anaheimgardenwalk.com/
My favorites include Fire + Ice, Johnny Rockets, Cheesecake Factory, CPK, PF Changes, McCormick & Schmidts, Roy's and Bubba Gump's.
All easy walking distance if staying at any of the three mentioned.Hotels.