(this is a joke, because hn)
What would you recommend as entry level beginner telescope? Is it worth observing all this via a telescope?
You can click a pic with a wide-angle lens (whether on your phone or a camera).
Yes.
> I thought planets just show up as a bright dot in the sky.
Correct. :)
There's no real way to get around that geometry problem, you can either see several at once but they're pinpricks or one at a time but potentially somewhat more clearly.
Telescopes are a bit of a rabbit hole. Many cheap mass market telescopes are also known as hobby killers. A 6" dobsonian (reflector) is a good starting point for deep space objects like nebulae and star clusters. For planetary viewing Schmidt-Cassegrain telescopes are great.
However, learning to use a telescope requires time and patience. Taking it to the field for an event like this for the first time may be frustrating as you will be spending most of the time figuring out how to collimate and align it.
I certainly don't mean to discourage you from getting one though.
A good pair of binoculars is much easier to use. They require no collimation out of the box and show an upright image that makes it much easier to navigate the sky, at the cost of reduced magnification and light gathering capability. You will be surprised how many celestial objects even 10x magnification reveals that are invisible to the naked eye.
Happy planet gazing!
edit: to those downvoting me, can you explain why?
It is rare because the further the planets are from the sun, the longer their orbit periods are. While Earth completes the circle in just a bit above 365 days, Neptune for example takes nearly 165 years to do a round trip. So it would take some time for the slower planets to meet again in the same region in the sky.