Rigger goes everywhere with us. We generally stay at either Hilton Hotel properties, most are pet friendly, or LaQuinta Inns, one of their selling points is they are pet friendly.
We went to St. Petersburg, Florida last summer. It is my hometown. We found a Bed and Breakfast, The Mansion House, which is absolutely beautiful!! They have one room that they let pets stay in, so be sure to ask for it. They had homemade treats waiting for Rigger and they treated him like a king!! We will go back when we visit there again.