These dusty striations in the door jamb point to large volumes of air (and money) escaping into the attic. The attic will be properly insulated and ventilated eventually, but sealing this frame with weatherstripping will definitely help keep drafts out of the hall.
Corner treatment: Lay the top in first, then cut the end of the side strip at an angle to meet the top. Keep the strip far enough from the stop that it doesn't rub up against it. Then tack the nails in a little over an inch apart (I went with a spacing similar to the old spring-bronze I found in the front door frame.) Nails must be kept in the middle of the flat margin to keep the sprung profile of the strip to stay up. Contrary to popular belief, it is not at all necessary to pre-drill any holes in the strip or the doorframe, our ancestors certainly didn't do this. Ripping out remnants of the original spring-bronze on my front door frame and examining the nail holes seems to support this. Just keep the nails far enough apart and away from the reveal to avoid splitting the wood. Use nails of the proper size, made of copper, to avoid electrolytic corrosion.
To make the strip hug the hinges, give them a tap at the top and bottom of the mortise. You can caulk behind the hinge to minimize air movement further.
Better to cut a little long and lose a few inches here and there than to cut short and have to splice a piece in later.
Test the fit of the installed stripping by laying in a piece of paper against the stop and shutting the door. You should feel some resistance as you pull it out.
If the stripping isn't contacting the door, you can pry it back out with some pliers. Be careful not to make any creases that will allow air to escape.
Spring-bronze weatherstripping is difficult to source and very expensive nowadays, but before the second world war that's all there was. It is not the most effective in the short term, but will last a hundred years. All you're going to find in the big-box stores will be made of plastic and vinyl, which performs better in the short-term but will need replacing in a few short years. Who wants to do this over again so soon? The good stuff is hard to find, but so worth it. People forget that before the war, domestic life for the average person was very hard. Modern conveniences were very expensive and energy was neither cheap nor plentiful. Not only that, but before the postwar boom no one had any reason to think things were going to get any easier anytime soon. For these reasons, people tended to take the long view on things, and construct things in such a way that they would last as long as possible. This is one of the biggest reasons that prewar homes in original condition are so desirable, and that keeping them that way makes so much sense in the post-industrial age that awaits us.