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Look at my class year. My kids will be 29 and 27 this year. So just we old farts. Haven't ever RVed before, so we're thinking start small, upgrade if needed. Looks like a 25' with a slide out might be good.
Our 5th wheel is 38 1/2' long. I haven't had any problems in RV parks ..so far. Just have to stay alert. I enjoy the extra space, especially when it's raining or others are staying with us. Cons- had to buy a dually to pull it, and to clean it is like washing a bus.
Something else to consider is there are a lot of fixed costs to an RV. They all need a Bed, couch, dual axles + tires, appliances, tanks, etc. There aren't significant price differences between 25' trailers and 28-30 footers. Start getting into dual AC and 30+ feet and costs start to climb
We love our travel trailer. By far my favorite toy. We upgraded from a pop-up and have used our RV more in 18 months than we used our pop-up in 4 years. Find something in the 3-4 year old range and you'll save a ton of money up front and they'll hold value well for the next 4-5 years in case you decide to go bigger down the road.