Staypineapple Boston, A Delightful Hotel, South End

06/02/2026

This summer, the world is watching soccer, and some of the most exciting host city energy is happening right where we stay. ⚽🍍

From San Francisco and Seattle to Boston and New York, Staypineapple puts you close to the action, the city buzz, and the can’t-miss moments happening all June and July.

Make your match-day getaway one worth talking about.

05/29/2026

Your Staypineapple summer starter pack is waiting. All you have to do is book it 🍍

05/13/2026

The more you stay, the less you pay 🍍 This summer, CORE members get to choose their own adventure: stay 3 nights and save 50% on your third, or go for 4 and your fourth night is on us. Use code JUICY when booking to unlock this exclusive offer: https://f.mtr.cool/iqgkzwimel

05/07/2026

We're in the South End and we're pretty happy about it. 🍍

The Freedom Trail, Fenway Park, TD Garden — and Trophy Room right here in our lobby when you're ready to eat and drink. Boston is a great city and we happen to be in the best part of it.

Explore the South End and everything around us: https://f.mtr.cool/fybdylcqol

04/28/2026

Sunny days at Staypineapple call for a good drink and even better vibes. 🍹

Staying in Boston? Stop by Trophy Room 🏆 In Seattle? Pineapple Bistro & Bar - Queen Anne has you covered. 🍍 Either way, you're sorted.

04/26/2026

An apple a day is fine. But a pineapple cookie (or a few...) from Afternoon Delights is better. 🍍

04/22/2026

Checked in and already at home. Welcome to Staypineapple Boston! 🍍 You and your pups will LOOOOOOVE it here.

04/22/2026

Happy Earth Day from your home away from home 🌿🍍

We're celebrating today with some sustainability news we're pretty proud of, from introducing a new compostable single-serve pour-over system coffee to renewable energy to 900,000+ single-use plastic bottles diverted. The full story is on our blog, and it's worth a read:

Earth Day is kind of a big deal around here — and not just for one day. At Staypineapple, we’re all about making thoughtful choices that are good for you and the planet.

04/15/2026

Each year, the Boston Athletic Association releases a Spectator Guide to help you plan your day and get the most out of cheering on participants in the world’s oldest annual marathon.💙💛 The guide includes helpful details on transportation and ways spectators can contribute to a successful 130th presented by Bank of America — including an important reminder to keep the course clear. We look forward to seeing you along the course on April 20!🦄

🔗 https://bstnmar.org/spectators

04/15/2026

Tax season is rough, so we're covering your hotel taxes. 💸 For 72 hours only, all room & amenity fee taxes are on us at every Staypineapple property. Book by April 17 with code TAXDAY and stay anytime through December 30. Book here: https://f.mtr.cool/npbllxgkzz