Most lists of "amazing things in space" are lists of things you will never see. This one is the opposite: everything here is visible from the ground, and it says honestly which of them need a telescope and which need nothing but a dark night.
No equipment, no app, no membership. Some of these need a properly dark sky and all of them need your eyes to adjust for twenty minutes — which is the single most-skipped step in astronomy.
A cheap telescope, or even binoculars held steady against a fence, reaches all of these. This is the tier where the surprises live: Saturn's rings, Jupiter's moons rearranging themselves overnight, and the Orion Nebula resolving from a smudge into a shape.
These are real, and they are hard. Dark sky, no Moon, and knowing exactly where to point. Half the pleasure is that they do not come easily.
The Earth goes round the Sun, so the night side faces a different direction in each season. That is the whole reason some things are "winter objects":
Colour, mostly. And the arms of galaxies, and the shapes in the famous photographs. Those pictures are hours of exposure through telescopes the size of a house, and colour that your eye cannot collect at low light. Everything on this site is drawn as it really looks through a small telescope, on purpose, so that what you find outside is a surprise rather than a disappointment.
Pick an evening. The Planetarium will work out from your own place and date which of these are above your horizon, in what order they set, and when it gets dark enough to bother.