Annie Fagan and Alicia Witham met in the Florida Keys in 2017, working on hurricane recovery efforts for the Hurricane Island Outward Bound School after Hurricane Irma. Both Maine natives, they had spent much of their careers on the water, working in sailing, marine education, and nonprofit organizations. Neither imagined their next chapter would involve running a bed-and-breakfast in Newcastle.
Today, they own the Tipsy Butler, a year-round inn within walking distance of downtown Damariscotta.
They discovered the property entirely by accident. Alicia booked a sauna session for Annie's birthday, and the couple enjoyed it enough to return later to talk with the owners about what running an inn actually entailed. During that visit, the owners mentioned they might eventually consider selling. What began as an informal conversation turned into a private sale, and six months later, the inn was theirs.
For Alicia, who spent years in nonprofit leadership, the change offered a chance to step away from professional burnout. Annie continues her work in marine science, education, and coastal outreach through Maine Sea Grant while sharing the responsibilities of running the inn.
"I didn't realize that I would be this happy," Alicia says.
The Tipsy Butler offers four guest rooms, including a family-friendly suite with additional sleeping space, along with a separate two-bedroom cottage suited to longer visits, families, and guests traveling with dogs. The entire property can also accommodate private group stays, family gatherings, and holiday celebrations.
Breakfast is a particular point of pride. Guests gather for a two-course meal featuring dishes such as Maine blueberry crisp, shakshuka, and pancakes, prepared with seasonal ingredients sourced locally whenever possible. With only a handful of guests to serve, Annie and Alicia can accommodate individual preferences and make the experience feel personal.
Beyond the guest rooms, the property's sauna and cold plunge have developed their own following. Sauna sessions are available to the public, with complimentary access for overnight guests staying two nights or longer. Fire pits, outdoor gathering areas, and a porch made for lingering over a glass of wine round out the experience.
The location is another draw. Downtown Damariscotta's independent shops, restaurants, and the Lincoln Theater are a short walk away, while nearby preserves, the Damariscotta River, and Pemaquid Point offer plenty of reasons to explore.
For two women whose careers have largely centered on serving communities and protecting Maine's coastal resources, innkeeping has provided an unexpected continuation of that work.
"It really does feel like we are taking care of people in an authentic way," Annie says.
The Tipsy Butler is open year-round in Newcastle, Maine, welcoming overnight guests, private groups, and visitors booking the sauna experience.
11 High St, Newcastle, ME | tipsybutler.com
photos by Aaron Snow
