As Don said, TT's first reunion was at the BW Inn of the Ozarks. It is a really nice place with a large lower area for gatherings before organized rides. Also had a restaurant on site, with good evening meals.
Our last stay there was at Motel 62. Much more economical, but much less amenities. It was good, adequate accommodations.
A couple of years ago, a group of us stayed at the Regency Inn, a little farther east on Hy-62. It was another economical motel, but the owners made the difference. They were actually appreciative of our business, would stop by a group of us BS'ing and ask if they could do anything for us, they left buckets of old towels/rags outside our doors to clean the trikes. The place was mentioned by OJ/Big Juice also in his post.