Staypineapple

Staypineapple Boston: Boutique Charm for Group Adventures in the South End

Perched at 26 Chandler Street in Boston’s historic South End, Staypineapple Boston offers a delightful European-inspired retreat for groups seeking a blend of style, comfort, and urban excitement. This boutique hotel, housed in a beautifully restored brownstone, places you in the heart of one of the city’s most picturesque neighborhoods, famed for its Victorian architecture and tree-lined streets. Steps from a vibrant dining scene and iconic attractions, it’s an ideal base for exploring Boston’s cultural treasures. Whether your group is in town for a wedding, a team outing, or a family celebration, Staypineapple delivers a chic yet welcoming vibe that elevates any stay.

Each of the 56 guest rooms exudes modern sophistication with a nod to boutique charm, featuring plush bedding, flat-screen TVs, and iPod docking stations. Marble walk-in showers in private bathrooms add a touch of luxury, while free WiFi keeps everyone connected. The hotel’s intimate size fosters a cozy atmosphere, perfect for groups wanting a personalized experience. A 24-hour front desk stands ready to assist, and the on-site restaurant and bar/lounge offer convenient spots to unwind. With free bicycles available, your group can pedal through the South End or venture to nearby Back Bay, just a 10-minute stroll away.

Staypineapple Boston shines as a group-friendly gem with its pet-welcoming policy and thoughtful amenities like complimentary water and multilingual staff. The completely smoke-free property caters to diverse needs, from romance packages for couples within your party to accessible features for all travelers. Its prime location means you’re moments from Newbury Street’s upscale boutiques, the Boston Public Garden’s serene beauty, and the buzzing Theater District. For groups craving a mix of local flavor and city access, this South End standout promises a memorable stay.

Room Essentials

• Stylish Stays: 56 rooms with air conditioning, work desks, flat-screen TVs, and marble showers with premium toiletries.
• Tech Touches: Free WiFi, iPod docks, and free local calls for staying in touch.
• Comfort Extras: Irons, hair dryers, and daily housekeeping on request.

Property Perks

• Dining & Drinks: On-site restaurant and bar/lounge serving up tasty bites and cocktails.
• Explore with Ease: Free bike rentals to cruise the neighborhood or beyond.
• Group Goodies: Pet-friendly with food and water bowls, plus off-site parking options nearby.

Accessibility & Convenience

• Inclusive Design: Wheelchair-accessible paths, concierge desk, and registration area.
• Support Services: 24-hour front desk, luggage storage, and ticket assistance for local tours.
• Eco & Safety: Cashless payments, masks available, and property-wide sterilization measures.

South End Highlights

• Walkable Wonders: Newbury Street shops and Back Bay charm within 10 minutes; Prudential Center a short hop away.
• Cultural Draws: Close to the Boston Symphony Orchestra, Museum of Fine Arts, and Copley Square.
• Foodie Haven: South End’s renowned eateries like Toro and Myers + Chang right around the corner.

Staypineapple Boston thrives on its boutique appeal, offering groups a chance to soak in the South End’s artsy, laid-back energy. The neighborhood’s café culture and galleries invite leisurely afternoons, while proximity to public transit via the Orange Line at Back Bay Station keeps downtown Boston—think Fenway Park or the Freedom Trail—just minutes away. Golf enthusiasts can hit nearby courses, and the hotel’s concierge can arrange tours or childcare, making it a versatile pick for any group itinerary.

Plan Your Group Getaway with Engine.com

Ready to bring your group to Boston’s South End? Engine.com makes booking Staypineapple Boston a breeze, connecting you with top-tier accommodations designed for large parties. Our platform streamlines the process, offering unbeatable rates and expert guidance to match your group’s vision—be it a corporate retreat, family reunion, or special event. Head to engine.com/groups now to lock in this boutique beauty, where European flair meets Boston hospitality for a group trip that’s as unique as your crew.