This was the best vacuum I ever bought:
Hoover Platinum Lightweight Upright Vacuum with Canister, Bagged, UH30010COM
I got it before Pesach and it has been wonderful. It was $246 from Amazon.com. It is an upright, but also comes with a shoulder-held mini-vacuum which is perfect for stairs & cars. Both the upright and the mini-vac have long cords, so you don’t have to unplug going from room to room.
This was my 4th vacuum after 25+ years of marriage. The first was a Kenmore canister – worked great for 15 years, so when it died I got a new Kenmore canister for $350. It broke twice in three years, costing $75 to fix it each time. Then I got a cheap one at Target. It lasted 2 yers but wasn;t the best.
I hope this is helpful!