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Our Properties

  • The Beatrice Hotel
  • The Little Lion
  • Canoe Place
  • Hammetts Hotel
  • Hotel Downstreet
  • The Porches Inn
  • Port Cunnington Lodge
  • The Red Lion Inn
  • Island House Newport
  • South Street Boston

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30 Main Street
Stockbridge, MA 01262

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PO Box 954
Stockbridge, MA 01262

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  • The Beatrice Hotel
  • The Little Lion
  • Canoe Place
  • Hammetts Hotel
  • Hotel Downstreet
  • The Porches Inn
  • Port Cunnington Lodge
  • The Red Lion Inn
  • Island House Newport
  • South Street Boston
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Rebecca Scott

Director of Compensation & Benefits

Rebecca started her career with Auberge Resort’s Collection’s White Barn Inn in Kennebunkport, Maine before pursuing HR leadership positions with Marriott International and Pink Taco. In a new role for Main Street, Rebecca will implement forward-thinking compensation and benefits strategies that attract, motivate, and retain top talent while aligning with the organization’s financial and operational goals.

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Venecia Lopez

Director of People Operations 

Venecia brings 20 years of hospitality experience, having worked across Human Resources, Front Desk, and Housekeeping at The Carlyle Hotel before joining the pre-opening team at Rosewood San Miguel de Allende and later Rosewood Little Dix Bay in Virgin Gorda. She expanded her expertise in the coffee industry with Nespresso in Mexico City and Blue Bottle Coffee in New York before returning to hospitality at The Mark Hotel and later joining Pink Taco’s Human Resources startup team. Originally from Santo Domingo, she is passionate about culture, travel, and creating meaningful experiences. Outside of work, she enjoys journaling at coffee shops, eating tacos, and dancing merengue.

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Alvin Tsuma

Executive Administrator 

With over seven years of experience, Alvin excels at supporting leadership teams in streamlining workflows, fostering seamless communication, and enhancing collaboration. As a team player, Alvin brings dependability, attention to detail, and a proactive approach to organizational efficiency. 

Outside of work, Alvin enjoys exploring new recipes and experimenting with different cuisines, bringing creativity and curiosity to the kitchen just as he does to his professional role. 

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Kelly Otto

Senior Director of Marketing 

With almost two decades of experience in the hospitality and luxury industries, Kelly is a seasoned marketing professional renowned for her strategic vision and creative expertise.

Before joining Main Street, Kelly honed her skills as a consultant, working with prestigious clients across hospitality, yachting, fashion, music, and fine jewelry sectors. She previously served as Director of eCommerce for Northwood Hospitality, where she led digital marketing for a multi-property portfolio. Prior to that, Kelly directed all marketing efforts at Caneel Bay Resort, achieving national recognition, including an HSMAI Adrian Award for a CBS Sunday Morning feature.

Dedicated to the industry, Kelly is an active member of the HSMAI Greater NY Chapter Board, currently serving as VP of Communications.

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Janine Vellucci

General Manager Hotel Downstreet/Director of Diversity, Equity, and Inclusion (DEI), Main Street Hospitality 

Has over 18 years of hospitality leadership in Williamstown/North Adams. As Director of Diversity, Equity, and Inclusion, Janine is responsible for leading and implementing strategic initiatives to foster a diverse, equitable, and inclusive work environment within our organization. She plays a critical role in developing and driving a comprehensive DEI strategy that aligns with the company’s values, mission, and business objectives. Her efforts focus on creating a workplace where all employees feel respected, valued, and empowered to contribute to their fullest potential.

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Jesse Self

Facilities & Rooms Project Manager, Red Lion Inn/Director of Community Engagement, MSH 

The Director of Community Engagement plays a key role in fostering positive relationships between our organization and the communities we serve. The leader is responsible for developing and implementing strategies that enhance our engagement with local communities, stakeholders, and relevant partners. Efforts will aim to build trust, foster collaboration, and promote a positive impact through various outreach initiatives and programs.

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Matthew Kristan

General Manager, Canoe Place Inn & Cottages 

Matthew brings 14 years of luxury hotel experience to this role with leadership roles spanning the famed NYC icon, The Carlyle, Four Seasons NYC, and the Mandarin Oriental NY. He was then brought on during the pre-opening phase as the opening Director of Housekeeping at the Equinox Hotel. At Canoe Place, he’ll work to continue to build the reputation of the restored East End hotel while ensuring exceptional guest experiences.

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Daniel Braun

Regional Vice President of Operations

With 20 years of experience with renowned establishments such as Auberge Resorts Collection, Four Seasons Hotels & Resorts, and the Grand Del Mar Resort, where he has launched and overseen award-winning culinary institutions and programming. His invaluable expertise in luxury operations will be critical in preparing for the next phase of Main Street – elevating the service and operational standards across existing hotels, while also playing a pivotal role in preparing and guiding operational strategy for the development of new properties.

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Shira Wilkofsky

Marketing Performance Manager

Shira was born and raised in Brooklyn, New York. She moved to Great Barrington in 2017 to escape the hustle and bustle of NYC life. As Marketing Performance Manager, she is responsible for the day-to-day implementation of hotel marketing and other performance-related initiatives across Main Street properties. In this role, she serves as the primary hub and clearinghouse for communicating and coordinating between properties and agency partners. She brings to the table more than a decade of Food & Beverage experience, having held every role from host and busser to server and Front of House Management. Prior to stepping into her current position, she served for three years as Restaurant Manager for The Red Lion Inn dining room and oversaw all of the hotel’s dining outlets.

Shira’s favorite destination will always be a sunny, sandy beach with a lounge chair, a great book and time with family.

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Benjamin Moulton

Director of Finance

Benjamin hails Haverhill, MA. He began his hospitality career working in food and beverage at country clubs before transitioning to Auberge Resorts Collection. There, he worked on the accounting team for three luxury hotels in New England and managed the financial operations of opening a 140-acre resort in New York. He currently oversees property accountants and onboards all new hotels for Main Street Hospitality.

Benjamin’s favorite place is anywhere in the Pacific Northwest – in particular the Oregon coast, and the Redwoods in California.

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Randi Milewski

General Manager, Hammetts Hotel

Randi is from Rhode Island. She brings an entrepreneurial approach to her role as General Manager of Hammetts Hotel, drawing on experience in the operations of both independent properties and brands to build a solid foundation for the creation of standards and procedures.

Her favorite place in the world is anywhere where she is with her family.

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Mel Karakaya

General Manager, The Porches Inn

Born and raised in Turkey, Mel has worked in the hospitality industry since 1994, with experience across a variety of operations roles both internationally and domestically. Prior to joining The Porches Inn as General Manager, she worked as Senior Guest Services Manager at The Breakers Palm Beach.

Her favorite places in the world are the galleries of MASS MoCA and the Clark Art Institute, and the Turkish cities of Istanbul and Antalya.

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John Harrison, CMP

Regional Director of Sales

John is from Narragansett, Rhode Island. With more than 25 years of leadership in sales and marketing for the hospitality industry, he has managed sales for some of the most prestigious luxury hotels in the Four Seasons Hotels and Resorts portfolio and led multi-property sales for Salamander Hotels & Resorts. He also has experience within the Historic Hotels of America network, founded by the National Trust for Historic Preservation. John is a Certified Meeting Professional and Notary Public.

His favorite place in the world is Tuscany, Italy.

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Andres Gutierrez

Area Director of Revenue Management

Andres hails from Houston, TX. Before joining Main Street Hospitality, he worked with a variety of branded and independent multi-property resorts, from Omni Hotels & Resorts and Nemacolin to The Biltmore Company.

His favorite place in the world is the Linville Gorge Wilderness in Pisgah National Forest, located in Western North Carolina’s Appalachian Mountains.

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Jennifer Curtin

General Manager, The Beatrice Hotel

Jennifer is from Ashland, MA. She holds a bachelor’s degree in Hotel Management from Johnson & Wales University, with a minor in Eco & Nature Based Tourism. She launched her career with Kimpton Hotels, joining their Manager in Training program and working in Boston and Aspen. Prior to joining The Beatrice, she worked for Destination Hotels as Assistant General Manager of Woodmark Hotel & Still Spa in Seattle.

Jennifer’s favorite places are the beach in the summer, and the mountains in the winter. She loves a good beach day relaxing in the sun, or cruising mountains on her snowboard.

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Beth Diskin

Assistant Director of Finance

Beth is originally from Spokane, WA. She brings a degree in Business Administration and more than 35 years in the hospitality industry, from restaurant and hotel operations to accounting, to her role as Assistant Director of Finance for The Red Lion Inn, The Porches Inn, Briarcliff Motel and Fitzpatrick Retail & Realty Co.

Her favorite place in the world is Belgium.

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Carla Child

Director of Project Management

Carla hails from The Bluegrass State of Kentucky. With a background in entertainment catering, she brings people skills, creative thinking and problem solving skills to her role as Director of Project Management, along with a “can do, let’s do” attitude!

Her favorite places in the world are New York’s theatres & museums. In the last few years, she has come to love the natural beauty of Alaska.

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Suzi Darre

Vice President, Human Resources

As Vice President of Human Resources, Suzi’s role is to bring Main Street’s purpose to life as it scales, overseeing its dynamic portfolio. She draws on extensive experience in human resource leadership, having served as director of talent across 11 states and notable hospitality names including The Carlyle, a Rosewood hotel; The Surrey, a Relais & Chateaux hotel; and the Auberge Resorts Collection.

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Joe Gallo

Strategic Advisor

Joe leads strategic growth initiatives, development projects, strategic capital and acquisitions, financial relationships and investor development.  He is also responsible for Main Street’s corporate operations, administration, human resources and IT.  He brings 30+ years of finance and management expertise to his role. As Managing Director in Citigroup’s Investment Bank in New York, Milan Italy, and Boston, as well as other CFO and executive roles, Joe has worked with numerous lodging companies such as Marriott, Hilton, Starwood, Wyndham, Doubletree and Meristar.

Joe holds degrees from Brown University and NYU School of Law and is Chairman of the Board of Dorrance Dance Company. He hikes, skis and road trips in his free time in Tyringham, MA where he lives with his wife Ann.

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Greta Kipp

Chief Operating Officer

Greta is responsible for optimizing performance for all Main Street in areas such as business intelligence, pricing/distribution strategies, asset management, financial reporting/budgeting and business planning. She is a US Army veteran and following her service and university studies she began a hotel management career in leading independent hotels, including Topnotch Resort in Stowe and The Williams Inn at Williams College.

Greta serves on the boards of New England Inns & Resorts and the Turner House Living Center for Veterans. She partakes in dog-friendly travel, checking out up-and-coming nano breweries and exploring backroads and off-road.

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Sarah Eustis

Chief Executive Officer

Sarah Eustis founded Main Street Hospitality in 2014 with a vision that leverages three generations of family hospitality leadership. Now at the forefront of the independent hospitality landscape, Sarah evolved Main Street into an expanding collection of properties through her commitment to stewarding a meaningful and memorable guest experience, unique to each destination and hotel. Her hospitality career began at fourteen in the housekeeping department at the Red Lion Inn in Stockbridge, MA, which has been in her family for over 50 years.

Following a prosperous 20-year career rising to the role of designer, merchandiser, and brand developer for world renowned brands such as Ralph Lauren, Gap Inc., Limited Brands, and Etam in Paris, Sarah returned to the Berkshires to carry on her family business. With properties ranging from new builds to landmark establishments, Main Street now owns and operates five properties in The Berkshires, two in Rhode Island, and maintains a growing pipeline of projects in one-of-a-kind destinations throughout the Northeast. A passionate leader, Sarah pioneers the organization with a continued commitment to community and an approach to hospitality that focuses on connecting people in meaningful ways.

Sarah Eustis recently shared a TEDx talk on connection and resilience, reflecting our commitment to community and preservation. Watch Old Wine in New Bottles: Generational Hospitality & Reinvention | Sarah Eustis | TEDxBerkshires.

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Stacey Gravanis

General Manager of The Red Lion Inn 

John Siddall

General Manager, Port Cunnington Lodge

John Siddall brings more than three decades of knowledge acquired in the Club & Hospitality Industry to his role as General Manager of Port Cunnington Lodge. He has held senior management roles for numerous golf and country clubs, as well as with Georgian College, Muskoka Lakes Navigation & Hotel Company, and McMichael Canadian Collection Art Gallery. With a personal focus on Service Excellence, John brings an eye for detail, passion for Food & Beverage and a hands-on management style to his role, with a dedication to mentoring employees and inspiring his teams to exceed expectations.

John enjoys participating in fundraising for local hospitals and his communities’ worthy causes.

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Katie Myers

Accounts Payable Specialist

Katie is from Stephentown, NY, in Rensselaer County. Before moving into her current role, she worked as a Reservations Manager and Rooms Director at The Red Lion Inn, and as General Manager of The Seven Hills Inn in Lenox, MA.

Her favorite place is Keen Valley, NY, where she loves to hike the high peaks of the Adirondacks.

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Terry Coughlin

Hospitality Leadership Coach

Terry has been involved in hospitality since his very first job at age 16. He worked in various restaurants throughout high school and college, but truly recognized his love for the industry when he was hired as a waiter at Danny Meyer’s Gramercy Tavern. He spent more than two decades working for Danny’s Union Square Hospitality Group, ultimately earning the title of Managing Partner and Director of Operations; helping to conceptualize and open four restaurants, overseeing seven different businesses and mentoring dozens of young leaders.

Terry lives with his family in Great Barrington, MA, where they own and operate Granville House, a five-guest room Bed & Breakfast. He continues to share his passion for all things service related as a hospitality leadership coach.

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Bonnie Bonn-Buffoni

Bonnie Bonn-Buffoni

Bonnie currently lives in West Stockbridge, MA. She has more than a decade of experience in the banking industry, and more than 18 years of experience in payroll & bookkeeping for firms ranging from construction and civil engineering to social welfare and financial law.

Outside of work, Bonnie’s life revolves around her five boys and their activities. She has coached soccer, basketball and baseball and sat on the board of directors for the Great Barrington Little League and Housatonic Youth Basketball League. She is a longtime Treasurer of the Stockbridge Sportsmen’s Club and has supported many booster clubs throughout the years for youth and high school sports teams. She is currently a member of the Berkshire Hills Regional School District’s school committee, and their finance and superintendent evaluation subcommittees.

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