Good advice above. Borrow a trailer and see how it goes. My dog does not like to ride--we tried her in my daughter's old kid trailer and she jumped out when it was moving. We lashed her in and she whined and cried so loud people in their front lawns stared as we rolled by.
I ended up bungeeing a dog kennel to my flatbed trailer last summer. She still whined some.
After many, many treats and training she will lie down and stay in the kid trailer, but I can tell she doesn't like it.