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A few questions about planning a San Diego trip! Help please!!

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My husband and I are planning a long weekend to San Diego the last week of October and we have a few questions....

1) We are flying out of Chicago and debating between flying into LAX or San Diego. He is a frequent flyer with United so that is the airline we will be flying. The price goes up quite a bit to fly into San Diego instead of LAX. We will be renting a car. Is it worth paying the extra $200 to fly to San Diego (and still encounter an LAX layover) or just fly non-stop to LAX and drive to San Diego. I am not too worried about traffic heading south when we arrive but when we leave we would be flying out on a Wednesday, late afternoon.

2) I would like to rent a convertible.... Is the weather the last week of October (22-26) going to justify the extra expense or would we be better off just renting a full size car?

3) The hotel we have been eyeing is the Pacific Shores Inn. We do not need anything fancy, we generally only use a hotel to sleep in when on vacation stateside. Is this a good choice or are there better options that would have the same views? A plus to the Pacific Shores Inn is location. I would love to be on the ocean.

Any help with this would be so appreciated!!!!!

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