Special Offers & Packages | Staypineapple Boston
Book Direct & Save
You know a good deal when you see it (you’re smart that way). Check out our special offers at Staypineapple Boston. Each one comes with unrivaled hospitality, stylish furnishings and comfortable amenities you’ve come to expect from a Staypineapple hotel.
Your next great Boston adventure awaits. Start packing.
The More You Stay, The Less You Pay
Get 50% off your 3rd night or 4th night free
UNLOCK EXCLUSIVE RATES
Join The CORE to unlock instant savings, exclusive offers, and special packages and promotions! You know you want in (and we want you too).
PINEAPPLE PUP PACKAGE
Who let the dogs in?! You did, and we love it. Bring your pup to Boston and get 50% off our pet fee plus a few pup-approved perks!
Pride 2026
In celebration of Pride, get 15% off when you book your stay with us in June through August!
Auto Club Rate
Auto club member? Save now on a Staypineapple room.
MA Resident Staycation
Hey Massachusetts locals! Treat yourself to a staycay and get 20% off! Your couch won’t miss you, we promise.
Young at Heart
Are you an AARP member? Take advantage of exclusive savings now!
THANK YOU FOR YOUR SERVICE MILITARY RATE
Special rates for active Military, Veterans and their families.
Government Per Diem - Uncle Sam Special
Enjoy a special rate if you work for the US government