• Staypineapple Hotel Boston – Image Credit CBRE   

The Staypineapple Hotel in Boston is now up for sale, offering a unique investment opportunity in a rapidly recovering market.

The Staypineapple Hotel Boston, located in the bustling Back Bay/South End area, has been listed for sale by CBRE Hotels. This boutique hotel presents a significant investment opportunity in one of the United States’ most resilient hotel markets. The property is being offered as a fee-simple interest, unencumbered by existing management or brand affiliations, providing potential buyers with the flexibility to implement their own business strategies.

Location and Features

The Staypineapple Hotel is an eight-story, 56-key hotel situated at the intersection of Berkeley and Chandler Streets in Boston’s vibrant South End. Its proximity to major transportation hubs like the Back Bay Station and Arlington T station makes it easily accessible. The hotel is also within walking distance of popular destinations such as Copley Square and the Charles River, enhancing its appeal to both leisure and business travelers.

Investment Highlights

Durable Market Recovery

Boston’s hotel market has shown remarkable resilience, ranking as the third-fastest recovering lodging market in the U.S. from 2021 to 2024, according to CBRE Hotels Research. The market has experienced significant RevPAR growth, with a 17.0% increase over 2019 and a 10.2% rise over 2022 figures. This growth is driven by Boston’s diverse demand base, including corporate, educational, healthcare, and leisure sectors.

Declining Room Supply

Despite new luxury hotel additions, Boston’s hotel room supply has declined due to high land and construction costs and conversions of hotel spaces into student housing. This trend is expected to continue, with minimal supply growth projected through 2027, making existing properties like Staypineapple more valuable.

Accessibility and Amenities

Prime Transportation Links

The hotel’s location offers excellent transportation options, being just blocks away from major transit lines and highways. This accessibility is a significant advantage for attracting a wide range of guests.

Vibrant Restaurant Scene

The hotel features the Trophy Room, a 3,500 square-foot restaurant with desirable street frontage. The South End is renowned for its dining options, and new ownership can choose to operate the restaurant or lease it to a third-party operator.

Market Position and Opportunities

Unencumbered by Management

The Staypineapple Hotel will be sold without existing management or brand ties, allowing new owners to explore various business models. Aligning with a recognized brand could enhance visibility and customer access through established reservation systems.

Surrounding Amenities

The hotel’s location in the Back Bay/South End neighborhood offers an unmatched amenity base, with numerous shopping, dining, and entertainment options. The area is also home to a diverse range of employers, including law firms, financial services, and emerging technology companies, contributing to a steady demand for hospitality services.

Inquire at CBRE.

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