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.

10/29/2026

No tricks, just treats! 🎃🍍

Our Halloween Flash Sale is HERE! CORE Members get 25% OFF their next Staypineapple stay when booking by October 31. 👻

Book with code JUICYFLASH: https://f.mtr.cool/kv1k6k1puo

10/28/2026

10/26/2026

Not a doctor, but we're pretty sure this is exactly what you need. 🍍💚

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. ☕️

Address

26 Chandler Street
Boston, MA
02116

Telephone

+18574446111

Website

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

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