I was at two different hotels in the last month. One, a Marriott in Birmingham, Alabama on a business trip, and one was a Quality Inn in Chattanooga, where I took my kids for a mini-vacation.

LEO will try and lure you into the room and bust you there, not later when you are at home watching a movie.
If you are seeing professional women with excellent reputations, this further lessens the risk as girls who screen well are extraordinarily tough, if not close to impossible, to sting per your example. In other words, I am saying you are greatly overstating the risk.

You being at the hotel the same time a provider was is no proof of wrongdoing. Just pay the 10 bucks and move along. No worries!

They would need a lot more than you exiting a parking lot to arrest you. There would be no connection to the provider. Of course, people who get stopped often end up incriminating themselves.

I was there to get a drink at the hotel bar with a friend. I was there to have an affair with the mayor’s wife, and of course she will deny it. Or, it’s none of your fucking business why I was in a building that’s a public accommodation that has 200 rooms only one of which you think naughty stuff was happening in.  

By LEO you mean your wife (if you're on vacation with your kids, I'm assuming you're married).  The issue is the paper and electronic trail. Also, depending on where you live, parking can add another $15 to $20 to your visit (Washington, DC).

I am NOT referring to my wife. I’m not married. I’m a widower and a single dad. My wife passed away from cancer in 2018.

problem solved. When traveling some hotels I stay in charge for parking in their garages/lots
Majority of my clients park on the street and then just walk a short distance to the hotel.
Some also do park in the garage.
I don't really think this is really an issue.
For instance I booked a hotel where the front entrance was keycard only. Didn't realize until I was already there/
Had to eat the cost of the room $100+  and move somewhere else for discretion purposes and still pay for another hotel.
This is not a one-off experience either.
I would call this scenario hotels making it difficult.

I assume that there are cameras everywhere, including the lobby, elevators, corridors, vending machines, lounge areas, .... (1) The Boston Craigslist mugger was caught on hotel videos, including the elevator. Turned out he was a med student and engaged to be married. (2) Some famous retired athlete was caught on hotel elevator video slugging his wife, right in the jaw; one punch and she went down like a sack of potatoes. Then he dragged her out of the elevator.  He lost endorsements and got into other trouble. Cameras are EVERYWHERE but that doesn't make you guilty of anything.
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One time, I was traveling and I went to a hotel to meet an old college classmate at the hotel bar.  I thought someone was going to call the cops!
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Consider parking "anywhere" and taking an Uber for the final mile. Don't Uber to the hotel but to an address nearby. If the hotel is 666 6th St., Uber to 646 6th St..    
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Many people here remember the early and middle days of cell phone proliferation. They believed, "Whatever you do, don't talk on your cell phone while in the hotel lobby!!! The only people who use cell phones in hotels are clients calling hookers for the room number!" NOT.  
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As far as keycard access is concerned (for Jaydalee), some have suggested calling long in advance to ask about hotel policy. I think one excuse was "Family travel but I don't want the kids losing key cards. Can they come and go w/o key cards?"  In some hotels, key card restrictions only kick in outside daytime hours (e.g.., 8 PM to 6 AM or such). If you check in at 3 PM (no key card restrictions), don't assume that guests can get in for an evening visit.

That's as solid as they need.   They don't need to invest thousands of extra dollars in research to get you.

so the chances of someone NOT being caught on one is slim to none. I'm sure I'm on too many to count. Lol.

Yes, paying to park sucks but The Ritz, and others have been doing this for years in Orlando. I know when I go that I'm either paying for valet or paying to park and hike from the parking lot, so I'm prepared (and I charge enough to cover it myself hahaha). But I book a lot of 3 stars for incalls to avoid difficult parking and bc most of them haven't ever required a key to get up to the room. The key is what turns me off!! I LOVE the butterflies that come right before the door opens! Whichever side of it I'm on. But the Holiday Inn and a few others have changed to elevators to require a key. So me waiting in the room for you wearing whatever the F you requested and amping myself up like a prize fighter, are all out the window! I have to F-ing get dressed, put on a mask and walk my happy/turned-on ass downstairs to meet you.  

get yourself a Vanilla Visa ... you can get one anonymously at most drug stores.   put a couple hundred on it and use it for misc expenses like garages.      if you were a terrorist or murder suspect, yes they could still trace it back to the drug purchase but they arent going to go through that for a hooker bust !   LOL and certainly there would be no paper trail for someone else to find  ie  employer, SO   etc etc  

If this is your worst fear you are a happy man

Cash is king (or queen)!

I'm more annoyed at being forced to use a CC  than a fear of getting busted.
We started going paperless long before covid and as a cash carrying monger I resent being forced to whip out the plastic when I have some perfectly good cocaine/poop/god-knows-what encrusted paper currency!