Great idea to run through Fountain City and Alma, but if you just run 35 and 53 and 63, you'll just be travelling with the masses. Cars, trucks, motor homes pulling boats, and stupid drivers. You can run alphabet roads parallel to those, and be in motorcycling heaven (well, by Midwest standards). If you want, I'd be happy to meet you along the river and show you more interesting roads heading north. It will only cost you a few minutes more time, but be exponentially more fun. Plus, you get to smell ripe pig farms!
About 20 years ago, my wife and I rented a little place on Trego Lake for a week. Nice little lake, in a rustic setting.
My wife and I just celebrated our 37th wedding anniversary. We found the PERFECT spot to celebrate. It's called White Deer Lodge. We found it on VRBO, and it's about 3 or 4 miles from Waumandee. Check it out on Google Maps. We checked in at 3 PM, and between then and 10 PM, exactly three vehicles drove by. It's on a paved road, in a beautiful farm valley. The owners live just down the road, and are very nice people. I went for a couple of walks, and saw rose-breasted grosbeaks, orioles, a variety of woodpeckers, nuthatches, finches, bald eagles, and many other birds. And at dusk, seven or eight yearling deer came through the yard, among them an albino doe, hence the name of the lodge. We watched them for at least an hour. It's $150 a night, but worth every cent. Along the river, the motels are a little cheaper, but just average motels. My wife didn't want to leave. If I had the money, I'd buy the place and build a huge pole shed/garage, and retire there. The roads in every direction from there are magnificent. As far as dining for your anniversary, about 20 miles from White Deer Lodge, is Hillside Fish House. It's across from Winona, and then south 3 or 4 miles. Great food in an older, romantic setting. Other dining options in the area are less "romantic". Still, good basic food, and some delicious bright spots, but more bucolic, if you will. Some of the local patrons might have cow manure on their footwear from cleaning out the barn before coming in for a bite to eat.
Let me know, and I will meet you in LaCrosse or Winona, if you're interested. I ride those roads all summer, and have for over 30 years. Sounds like an awesome trip!