Staypineapple Boston, A Delightful Hotel, South End

Name: Staypineapple Boston, A Delightful Hotel, South End
Address: 26 Chandler Street, Boston, MA, 02116, US
Telephone: +18574446111
Price range: $$$

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Staypineapple Boston, A Delightful Hotel, South End

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Where Stays Become Stories. Dog-friendly.

This award-winning boutique hotel sits in one of Boston’s finest neighborhoods, the South End, just steps away from Back Bay and many of the city’s famous historical sites, stylish stores, and great restaurants.

10/24/2026

weekend bag + tiny bestie = ready to go

10/14/2026

New travel buddy unlocked. 🔓🐾 Dash is cute, cuddly and gives back. A portion of his "adoption fee" supports local animal shelters.

10/09/2026

Dash’s Halloween Costume Contest is officially back for the 10th year! 🎃🐾

Think your pup has a costume worth showing off? Head over to Instagram to enter for a chance to win a two-night Staypineapple stay + swag.

All entries are happening over on on Instagram, so be sure to check out the official contest post for full details and entry instructions.

Enter here: https://f.mtr.cool/hp3xhvs5n1

Good luck to all the very well-dressed pups. 💛

10/08/2026

Your dog emailed us. They said they neeeeeeed this rn.

10/05/2026

Just five more minutes. And maaaaaaaybe another cup of freshly brewed in bed. ☕

10/01/2026

Sweater weather. Getaway weather. Save-10%-weather. 🍂🍍

Use promo code JUICYFALL to save 10% on your next Staypineapple stay. Book by December 21 and travel through August 31, 2027, which means there’s plenty of time to turn those savings into your next story.

Your future getaway just got a little juicier:
https://f.mtr.cool/iqtw2jzlk9

09/24/2026

Coffee first. Boston second. ☕️

09/04/2026

25% off your next getaway? We love that for you. 🍍

Our Labor Day Flash Sale runs through September 7.

Pick your city, plan the trip and save 25% on your next Staypineapple stay. ✈️

Book now and save 25%: https://f.mtr.cool/altvmewkon

08/26/2026

International Dog Day calls for a very important team announcement. 🐾🍍

Paws on Payroll is officially HERE!

Meet Goofy, Georgia, Gucci and Harper, the Staypineapple pups bringing tail wags, lobby welcomes, security checks, zoomies and plenty of personality to the job.

They’ve got titles. They’ve got responsibilities. They’ve definitely got opinions.

Swipe to meet the team!💚

08/25/2026

Bark Week is officially here. 🐶🍍

From August 24–30, we’re celebrating the pups who make stays better while giving back to Seattle Humane. Here’s how you can join in:

🐾 Book a pet-friendly stay this week and we’ll donate the pet fee to Seattle Humane

💚 Donate directly to Seattle Humane: https://f.mtr.cool/08gvgsxhtz

🥫 Drop off unopened pet food or treats at any of our Seattle hotels for the Seattle Humane Pet Food Bank and receive a Staypineapple x Toby & Linus toy with a qualifying donation, while supplies last.

📸 Join us for Bark to School at The Maxwell Hotel on August 29: https://f.mtr.cool/4xj30xkt51

However you choose to join us, it all helps support Seattle Humane. 💛 Swipe through for the details!

Address

26 Chandler Street
Boston, MA
02116

Telephone

+18574446111

Website

https://www.staypineapple.com/south-end-boston

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