Did our almost 50 mile "Fruit farm" ride up to Hollis, NH. This is probably the earliest in the year we've done it. The farm wasn't even open yet, but they let us in to use the bathroom and fill our bottles. We start at a ball field in Boxborough, as it has a porta potty. This ride is beautiful, except for one part near the beginning, where there's a lot of traffic on RT 119 in Groton and a weird and dangerous left turn I despise. We ate lunch at the top of the hill at the farm, at their picnic tables, and headed back through Hollis, Nashua,NH, Dunstable, and Tyngsborough, MA, and then up through Lost Lake in Groton and back through Littleton.
Last year we changed the second half of the ride, so there's an additional steep climb after lunch. The road up to the farm is also a long, 6 part hill. I "chicked" another guy going up that. When I made a comment that the climb kinda sucked, he said "oh no, it doesn't" and started weaving all over the road to catch me. He couldn't, which made me feel a little bit good, except that I was riding the Guru, with super low gears (although I was not in the lowest or even second lowest).
We got lucky that it stayed cloudy, as it's hot and humid.
2015 Trek Silque SSL
Specialized Oura
2011 Guru Praemio
Specialized Oura
2017 Specialized Ariel Sport