Staypineapple, A Delightful Hotel, South End Boston

Welcome to Staypineapple, A Delightful Hotel, South End Boston, a distinctive boutique accommodation nestled in the heart of Boston's historic South End. As a premier option within the "Hotels Near Of Me" category, Staypineapple offers a refreshing and vibrant experience for those seeking comfort, style, and convenience in a prime city location. Situated at 26 Chandler St, Boston, MA 02116, USA, this hotel is easily accessible, making it an ideal choice for local users looking for a memorable stay nearby. You can reach them by phone at (866) 866-7977 or mobile phone at +1 866-866-7977.

Staypineapple, A Delightful Hotel, South End Boston is housed within a beautifully restored building dating back to the early 1900s, perfectly blending the area's rich historical character with a playful, modern aesthetic. The hotel's environment is designed to be both inviting and unique, stepping away from the conventional hotel experience. Guests are greeted by a charming atmosphere, with decor that incorporates a fun and funky pineapple theme throughout the property. This whimsical touch extends from the lobby to the individual rooms, creating a distinctive and memorable visual identity.

The hotel is located in Boston's historic South End, a neighborhood renowned for its stunning Victorian brownstones, thriving arts scene, and vibrant culinary landscape. This tree-lined street location offers a serene escape while keeping guests within easy walking distance of numerous popular restaurants, trendy cafes, and unique boutiques. For those looking to explore Boston's green spaces, the hotel is a short stroll from the picturesque Southwest Corridor Park and the iconic Boston Public Garden. Its proximity to public transportation, including Arlington Station and Tufts Medical Center Station, also makes it incredibly convenient for accessing other city attractions like Newbury Street, Copley Square, Copley Place, and even Fenway Park. While the hotel offers a central location, some guests have noted that rooms directly above the bar, like room 208, can experience noise and vibrations, particularly on weekend nights. This is a factor to consider for light sleepers, though the hotel does offer earplugs and aims to address such concerns. The overall neighborhood is described as "cute" and quiet, making it an appealing base for exploration.

Staypineapple prides itself on providing a range of services designed to enhance guest comfort and convenience. Upon arrival, guests are often greeted by friendly staff, though some reviews have highlighted instances of less welcoming initial impressions, which the hotel aims to address. The front desk operates 24 hours a day, ensuring assistance is always available. The hotel is renowned for its "Naked Experience" bedding, featuring cloud-like European-style individual duvets, premium bedding, pillowtop mattresses, and down duvets, aiming to provide an exceptionally comfortable and luxurious sleep. Each of the 56 well-appointed rooms, spread over 7 or 8 floors, is thoughtfully designed to maximize space, even in smaller configurations, and includes upscale amenities such as 50-inch flat-screen TVs with streaming services and satellite channels, iPod docking stations, and complimentary high-speed Wi-Fi accessible on unlimited devices (SurfPineapple and StreamPineapple).

In-room conveniences also include a Keurig coffee/tea maker with a choice of beverages, free bottled water in reusable PATH water bottles, and signature lightweight robes for ultimate coziness. Private bathrooms feature walk-in marble showers and are stocked with designer toiletries and hairdryers, boasting great water pressure. The hotel also offers a "Water Bar" in the lobby for convenient water refills. Complimentary bicycle rentals (Pineapple Bikes) are a popular service, allowing guests to explore Boston's compact city with ease. Other services include luggage storage, concierge services, and multilingual staff, all contributing to a seamless travel experience. Daily housekeeping is provided, and ironing facilities are available upon request. It's worth noting that a daily amenity fee of $24.95 is applied, covering many of these services and amenities.

One of the standout features of Staypineapple is its distinctive brand identity, centered around the pineapple, a symbol of hospitality. This translates into unique touches such as "Afternoon Delights," where guests can enjoy complimentary pineapple treats and coffee in the afternoon. The hotel also boasts an on-site restaurant and bar called Trophy Room, which serves American cuisine for breakfast and dinner. This lively space offers a warm and welcoming atmosphere for dining and unwinding, though guests in rooms directly above it, like room 208, have reported significant noise levels from the bar, especially on weekend nights.

A significant feature that sets Staypineapple apart is its highly pet-friendly policy. The hotel is not just dog-friendly but "dog-obsessed," welcoming up to two dogs of any size per room for an additional daily fee of $29.95. Guests with dogs are typically assigned to rooms on the first two floors. They provide pet-friendly amenities such as a special dog bed, treats, a collapsible water bowl to keep, and walk-friendly waste bags, making it an excellent choice for travelers with furry companions. Well-behaved dogs may be left unattended in the room, but housekeeping will not service the room if a dog is alone. Cats are not permitted. Another notable feature is their commitment to providing a 100% smoke-free environment throughout the entire property, including vaping. For families, the hotel allows children aged 0 to 17 to stay free of charge, making it a viable option for family vacations. The hotel also participates in the Travel Proud program, signifying it is a Proud Certified property committed to providing a welcoming stay for guests of all sexual orientations and gender identities (LGBTQ+ friendly).

Staypineapple, A Delightful Hotel, South End Boston frequently offers a variety of promotions and special deals to cater to different travel needs and preferences. These can be found on their official website and through various booking platforms. Some common promotions include:

• Stay Longer and Save: Guests can often receive discounts when booking three nights or more, with potential savings of up to 15%.

• 4th Night Free: A popular offer where guests can stay for four nights but only pay for three.

• Resident Staycation: Special discounts, often around 20% off, for local residents (e.g., Massachusetts residents) looking for a nearby getaway.

• Road Trip Parking Package / Park and Play Package: For those traveling by car, some packages offer a daily parking credit (e.g., $20 daily credit with the SpotHero app) or a 50% discount on parking when booking for two nights or more, easing the burden of city parking.

• Pineapple Pup Package / Bark and Park Package: There's no need to leave your furry friend behind. These packages offer a 50% discount on the daily pet fee for guests traveling with their dogs.

• Seasonal and Event-Based Promotions: The hotel may offer discounts for specific events or seasons, such as Pride 2025 (15% off for stays in June through August).

• Membership Rates: Special rates are often available for Auto Club members, AARP members ("Young at Heart" promotion), active military personnel, veterans, and their families ("Thank You For Your Service Military Rate"), and government employees ("Government Per Diem - Uncle Sam Special").

• Group Perks: For bookings of 30 or more room nights, the hotel may offer perks such as complimentary night stays, suite upgrades, or Staypineapple SWAG care packages.

It's always recommended to check the Staypineapple website or contact them directly at (866) 866-7977 for the most current and applicable promotions, as offers can change seasonally or based on availability.

In summary, Staypineapple, A Delightful Hotel, South End Boston provides a unique and enjoyable stay within the "Hotels Near Of Me" category. Its charming environment, thoughtful services like the "Naked Experience" and complimentary bikes, and distinctive features such as its pet-friendly policy and on-site bar make it a compelling choice for travelers. While some noise concerns have been raised regarding specific rooms, the overall guest experience, highlighted by comfortable amenities and a prime location, generally receives positive feedback, making it a delightful option for your next Boston visit.