Just an update, I decided to tag along in the carriage with DD instead, and it was quite a long trip - I am glad I didn't try to ride. DH's horse was a bit frisky and I was uncomfortable enough jouncing in the carriage for that long.
It also POURED rain for 2 hours of the 2.5 hour ride - we were all soaked to the skin with puddles in our boots. DD escaped mostly dry since I bundled her up in a huge wool blanket.
Wife to my best friend
DD1 (4/15/10) and