Staypineapple, A Delightful Hotel, South End, Boston

Staypineapple, A Delightful Hotel, South End - A boutique 4-star hotel with European-style bedding, Trophy Room bar, and South End dining access

Located in the charming South End neighborhood bordering Back Bay, this 4-star Boston hotel features the signature Naked Experience with European-style individual duvets and plush pillow-top beds. Each room at Staypineapple comes equipped with a flat-screen TV with streaming capability, high-speed Wi-Fi, designer bath products, and a Keurig coffee maker. The Trophy Room bar serves American classics and creative cocktails until 2 AM, while the adjacent Berkeley Perk Café offers breakfast tacos and omelets. The lobby provides complimentary afternoon coffee service and signature pineapple treats from 3:30-6:30 PM. Yellow beach cruiser bikes are available for guest use. Staypineapple, A Delightful Hotel positions visitors within walking distance to Arlington Station, Copley Square, and Trinity Church, with direct train access to Fenway Park.

Pros

Historic building features original black painted iron staircase

Vintage-style windows flood rooms with natural light

Walking distance to SoWa Open Market and First Friday art events

Trophy Wife signature cocktail blends passion fruit and elderflower with vodka

Cons

1 mile distance to Faneuil Hall Marketplace and New England Aquarium

Limited parking options in the South End area