Main Street Hospitality Adds Hotels


Main Street Hospitality has assumed the management of two new hotels: Chebeague Island Inn on Chebeague Island, Maine, and Port Cunnington Lodge in Dwight, Ontario. The addition of the two destination properties marks a significant milestone for Main Street, whose portfolio now includes nine hotels across New England and Canada.

Built on three generations of hospitality leadership, Main Street Hospitality is a family-owned, female-led company focused on preserving properties with rich histories and strong ties to their local communities. The group’s family of properties includes a range of market niches, with each hotel reflecting its unique surroundings and creating a sense of place. From regionally inspired dining to accommodations that blend traditional charm with modern luxury, to access to nature, the destinations appeal to all generations of travelers.

“The addition of Chebeague Island Inn and Port Cunnington Lodge follows our strategy to grow our family of properties by fostering strong partnerships, in unique destination markets” says Sarah Eustis, CEO of Main Street Hospitality. “We are honored to be stewards of these iconic properties and preserve the character that has kept families returning to these historic hotels for generations.”

Chebeague Island Inn

Located in the Casco Bay region of Maine, Chebeague Island Inn has been a landmark destination since the 1880s and is one of the few remaining inns that originally dotted the New England coast. Just a 25-minute ferry ride from Portland and 1.5 north of Boston, the Inn welcomes seasonal travelers with 21 individually designed guest rooms, each tastefully restored and detailed with the work of local artists and artisans.

A summer paradise, the Inn maintains traditions yet innovates with experiences such as guided yoga on the Lower Lawn overlooking the ocean, Front Lawn games from corn hole to bocce, water activities and private boat charters. The Inn’s wedding and event venues and seasonally curated culinary offerings are destinations themselves.

Port Cunnington Lodge

This historic Muskoka resort nestled on the shore of beautiful Lake of Bays has been welcoming guests for more than 120 years. Spread out on twenty-two acres of scenic landscape, a wide range of chalets and cottages provide peace and privacy on over 1,800 feet of natural shoreline. Lodging accommodations suit families and groups of all sizes from cozy one-bedroom options to five-bedroom chalets with modern amenities coupled with exceptional housekeeping services.

Days are filled immersed in nature with a host of outdoor activities from hiking and paddling to swimming and golf at the internationally renowned Bigwin Island course. Certified wellness experts are on-site to help guests unwind offering a host of salon services, RMT massage, and yoga and Pilates sessions. The lodge also offers lakeside dining that changes with the seasons to ensure there is always a fresh dish to entice guests on a new culinary adventure.



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