Established in 2014, Main Street Hospitality stands as a beacon in the realm of independent hospitality. As a family-owned enterprise led by women, it has carved a niche for itself, boasting nine distinctive properties. Each hotel is more than just a place to stay; it’s a canvas where art, culture, and a deep commitment to hospitality merge to create immersive experiences for guests and the local community.
Spanning across the Northeast and Canada, Main Street Hospitality’s collection of independent hotels offers a diverse array of accommodations. These nine properties, strategically positioned in key regional travel hubs, are meticulously crafted to embody the unique essence of their surroundings. From their individualized style and decor to their architecture, each hotel is a reflection of the vibrant tapestry of its locale.
Property List & News
RED LION INN, Stockbridge, MA • 108 rooms
The Red Lion Inn, founded in 1773, sits at the confluence of American history and New England charm, brought together with a hearty splash of whimsy and a modern approach to comfort and hospitality. As the cornerstone of Main Street Hospitality, this family-owned inn showcases its rich history through artifacts, and embraces Berkshire culture through art pop-up series featuring works by artists like Billy Zane, Charlotte Rose, and Isaac Pelayo, collaborations with the Norman Rockwell Museum, and partnerships with the Tanglewood music festival. The property offers four unique lodging options and newly elevated dining choices from Executive Chef Jon Sterrett to be enjoyed in the famous Main Dining Room featured in Norman Rockwell’s Freedom from Want painting or the al fresco Courtyard during the warmer seasons. The beloved speakeasy-style bar, The Lion’s Den, was recently renovated, and the quaint retail space Township Four offers curated florals and bespoke home goods. Recently recognized in Condé Nast Traveler’s 2023 Reader’s Choice Awards, the Red Lion Inn has an enduring commitment to enrich their guests’ experience.
CANOE PLACE INN, Hampton Bays, NY • 25 rooms
Opened in August 2022, Canoe Place Inn in Hampton Bays, NY, a cherished Long Island landmark since the seventeenth century, underwent a restoration featuring twenty guest rooms, five rebuilt cottages, and expansive grounds including a 350-seat event space and a 100-seat restaurant called Good Ground Tavern, with outdoor seating for 120 guests. The restaurant features a range of food and beverage experiences that share a common language of seasonal ingredients and local flavors showcasing the region’s bounty. On-site amenities include a heated pool, fitness center, private boat slips, exclusive beach shuttle, and a full-service spa by Sommetbeauty. Convenient to both New York City and the North and South Forks of the Hamptons, Canoe Place has quickly become the ideal destination for memorable events of all kinds including weddings and a thought-provoking music and speaker series entitled Front Row. Recognized on Travel + Leisure’s 2023 editor-selected It List, Canoe Place was named one of the best new hotels in the world and one of the best new resorts in the U.S.
HAMMETTS HOTEL, Newport, RI • 84 rooms
Nestled right in the center of Newport’s vibrant waterfront community, Hammetts is a boutique hotel where guests can feel the footprint of the city’s historic past carefully blended with the aesthetic of a modern yacht club. With a subtle nod to the city’s turn-of-the-century mercantile wharfs, the hotel is designed for comfort and conversation, offering open-air spaces ideal for relaxing or taking in the famous ocean sunset views. The guest rooms are serene in their simplicity, with features ranging from luxury Italian linens to Lockwood organic handcrafted bath products. Steps away from shops, restaurants, and bars, Hammetts epitomizes modern luxury and coastal elegance amidst maritime history. A stylish place full of heart and soul, the property is continually recognized in industry awards including Condé Nast Traveler’s 2023 Reader’s Choice Awards in the Northeast Hotels Category.
HOTEL DOWNSTREET, North Adams, MA • 90 rooms
Breathing new life into a space that has served generations of guests, Hotel Downstreet opened in May of 2023 as a hotel and gathering place in the heart of North Adams. Named as an ode to the local lingo, referring to the downtown movement on the beloved Main Street, Hotel Downstreet has expanded the town’s hospitality offerings to meet every type of traveler looking to explore the area. Renowned for its burgeoning arts scene, North Adams boasts attractions like MASS MoCA and the Clark Art Institute, making it a cultural hot spot. The art collections at Downstreet are displayed across the hotel, showcasing the work of local and internationally renowned artists ranging from Barbara Prey and Cory Feder to Kento Iida, Stephen Hannock, Noah Post, and Anthony Chase. As community engagement is at the forefront of Hotel Downstreet, The Studios at Downstreet serve as expansive, flexible spaces for artistic collaborations, gallery exhibitions, and events.
THE PORCHES INN AT MASS MOCA, North Adams, MA • 47 rooms
The Porches Inn at MASS MoCA is a boutique inn located in the historic community of North Adams, MA. With an expansive view of The Massachusetts Museum of Contemporary Art from its porches, this row of beautifully detailed nineteenth-century Victorian row houses pays homage to generations of mill-worker families who once called them home. The property also includes Studio 9, an intimate music venue and state-of-the-art recording studio. Porches is more than a piece of history; it is a visible manifestation of the changes brought about by the arrival of MASS MoCA. The property was recognized in Condé Nast Traveler’s esteemed Reader’s Choice Awards for 2023 in the Northeast Hotels Category.
BRIARCLIFF, Great Barrington, MA • 16 rooms
This motel-style retro-lodging destination sits at the base of Monument Mountain just a five-minute drive from Great Barrington. It’s a classic 60s motel transformed into a hip, homey, and stylish lodging, where the lounge is warmed by a roaring pellet stove, dogs are always welcome, and the tunes are always on.
THE BEATRICE, Providence, RI • 47 rooms
This boutique hotel is in the heart of Providence, steps away from locally owned shops, eateries, boutiques, and cultural experiences. The Beatrice is in a prime location near the famed RISD Museum, as well as to murals that highlight Providence’s diversity and sculptural art throughout the city. The atrium lobby highlights the town’s historic architectural charm while introducing modern design elements and comfortable quarters overlooking the city’s Financial District. Bellini by Ignazio Cipriani is housed on the ground floor with its street-level restaurant and operates a private rooftop club for members and hotel guests. The Beatrice was recognized in Condé Nast Traveler’s 2023 Reader’s Choice Awards as #6 in the Northeast Hotels Category.
PORT CUNNINGTON LODGE, Muskoka, ON• 26 rooms
This historic Muskoka resort, overlooking Lake of Bays for over 120 years, spans 22 scenic acres with chalets and cottages along 1,800 feet of shoreline. Accommodations range from cozy one-bedroom options to spacious five-bedroom chalets, all with modern amenities and exceptional housekeeping services. Guests enjoy outdoor activities like hiking, paddling, swimming, and golf, while certified wellness experts offer salon services, RMT massages, and yoga/Pilates sessions. The Lodge also offers lakeside dining that changes with the seasons to ensure there is always a fresh dish to take guests on a new culinary adventure.
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