Main Street Hospitality

Two of our properties — The Red Lion Inn and The Porches Inn at Mass MoCA — are featured in Smart Luxury’s Travel Guide to the Berkshires. From historic charm to artful stays, these destinations continue to offer guests a deep sense of place and possibility. 📖 Read the full article here: https://lnkd.in/emRqRNaS #MainStreetHospitality #TheRedLionInn #PorchesatMassMoca #SmartLuxury #BerkshiresTravel #HospitalityWithHeart

As the leaves begin to turn in Muskoka, we’re savoring the final weeks of the season at Port Cunnington Lodge. Our last day for guest stays is October 14, and there’s still time to enjoy this lakeside gem nestled in the heart of Lake of Bays. Don’t miss the chance to soak up autumn’s beauty before we close for the season. #PortCunningtonLodge #MainStreetHospitality #MuskokaRetreat #FallTravel #LakeOfBays

We had a blast this summer welcoming guests — from poolside afternoons to unforgettable meals and cultural discoveries across our communities. As Labor Day weekend arrives, we’re soaking up the last golden moments of the season and looking ahead to the cozy rhythms of fall. How are you spending the long weekend?   #LaborDayWeekend #MainStreetMoments #SummerToFall #WeekendGetaway #BoutiqueHospitality #BerkshiresAndBeyond #MainStreetHospitality

Door Prize Brings European Comfort Food to Hotel Downstreet Door Prize has officially opened inside Hotel Downstreet, offering European and Mediterranean comfort food in the heart of downtown North Adams. From paella to pierogi and brunch every weekend, the menu is inspired, bold, and rooted in local flavor. We’re thrilled to welcome this celebrated pop-up to its new permanent home. #DoorPrize #HotelDownstreet #MainStreetHospitality #NowOpen #BerkshiresDining #NorthAdamsEats

Three Years of Timeless Hospitality: Canoe Place Inn This month marks three years since Canoe Place Inn & Cottages reopened on its historic Hamptons site. The inn blends 300 years of legacy with modern coastal luxury, steps from the beach. Here’s to many more sunsets by the sea. #CanoePlaceInn #CanoePlace #MainStreetHospitality #ThreeYearsStrong #HamptonsRetreat #HistoricHotels #BoutiqueLuxury

Hospitality Starts with Understanding: Know Your Guest Exceptional hospitality begins with knowing exactly who you’re serving. When you understand your target guest—what they value, how they travel, and what they expect—you’re better equipped to design spaces, experiences, and messaging that resonate. From room amenities to communication style, aligning your offering with your ideal guest lifts satisfaction, loyalty, and performance. We unpack this in our blog post: 🔗 https://lnkd.in/d8EKxfbP #HospitalityStrategy #KnowYourGuest #MainStreetHospitality #BoutiqueHotels #HotelMarketing #GuestExperience #PeopleFirst

A Thoughtfully Reimagined Stay at The Red Lion Inn: Welcome to Maple Glen Tucked within The Red Lion Inn campus, Maple Glen is a 17-room guest house offering a modern country retreat—complete with eclectic décor, vibrant colors, and rustic New England charm. Guests enjoy amenities like Nespresso machines, rain-head showers, heated bathroom floors—blending comfort with convenience in the heart of the Berkshires. Heritage, reimagined. #MapleGlen #RedLionInn #MainStreetHospitality #BerkshiresGetaway #BoutiqueHotels #HeritageHospitality #ModernCountryRetreat #BuildingHighlight

Sarah Eustis Moderates at BHIC 2025: Purpose-Driven Growth in Boutique Hospitality Just recently our CEO, Sarah Eustis, joined the stage at the Boutique Hotel Investment Conference (BHIC) in New York—hosted by the BLLA - Boutique & Luxury Lodging Association—to moderate a conversation on how boutique hospitality can scale while staying grounded in what matters most. The discussion brought together leaders in development, investment, and design to explore how thoughtful growth, strong communities, and place-based identity can drive long-term success in the independent hotel space. We are proud to say that this ethos lives in our bones at Main Street and play out each day in different ways- thanks to BLLA for letting us preach the gospel with other great professionals! #BHIC2025 #SarahEustis #BLLA #MainStreetHospitality #BoutiqueHotels #IndependentHotels #HospitalityLeadership #PurposeDrivenGrowth

135 Years of Muskoka Legacy: Port Cunnington Lodge Since 1890, Port Cunnington Lodge has stood as a beloved retreat on the shores of Lake of Bays—a place where generations return to reconnect, recharge, and remember what slow, intentional travel feels like. Rooted in Canadian cottage tradition and family hospitality, the Lodge is more than a destination—it’s a legacy we’re proud to carry forward, season after season. #PortCunningtonLodge #HistoricLodges #LakeOfBays #Muskoka #LegacyHospitality #MainStreetHospitality #CottageCountry #BoutiqueRetreats

Meet The Little Lion: A Modern Twist on a Stockbridge Classic Just three miles from the Red Lion Inn, The Little Lion is our groovy little sister—bringing a fresh take on Berkshire hospitality. With eclectic design, retro flair, and plenty of personality, it’s the perfect base for guests craving nature, creativity, and connection. Enjoy nearby hiking, fly fishing, and outdoor movies—or kick back by the campfire after a day exploring Stockbridge. Guests also enjoy access to Red Lion Inn amenities including the pool, fitness center, and live music. All the charm. A little more edge. #TheLittleLion #RedLionInn #MainStreetHospitality #BerkshiresGetaway #BoutiqueHotels #ModernRetreat #StockbridgeMA #HotelHighlight