Venue photo 1

Staypineapple, A Delightful Hotel, South End Boston

4.4(932)
Hotel

About

Staypineapple Boston, A Delightful Hotel, offers a bright, modern stay in the South End, just steps from Back Bay and key city landmarks. Its playful pineapple-themed design and thoughtful touches, like plush dog welcomes and USB-equipped pineapple stands, create a distinctive, inviting atmosphere for business travelers.

The hotel features cozy rooms with signature bedding and complimentary Wi-Fi, alongside a casual restaurant and bar that balance lively evenings with quiet mornings. Pet-friendly and close to transit, it’s a convenient base for meetings and exploring Boston’s vibrant neighborhoods.

Best for

  • Multi-night group stays near Back Bay
  • Casual client stays with local dining access
  • Pet-friendly business travel accommodations

Request a Package

Tell the venue what you're planning and they'll respond with a custom proposal within 1–2 business days.

Group Meeting

Custom request

Professional meeting space for your team — whether it's a meeting, training, workshop, or multi-day offsite. Half-day, full-day, or multi-day — with the option to request AV, catering, and your preferred room layout.

What's typically included

  • Meeting room & layout
  • Food & beverage
  • AV & technology

Room Block

Custom request

Reserve a block of rooms for your group — ideal for multi-day conferences, offsites, or any event where attendees are traveling from out of town.

What's typically included

  • Reserved guest rooms for your group
  • Flexible check-in & check-out dates
  • Negotiated group rates

Meeting + Room Block

Custom request

Bundle your meeting space and guest rooms in one request — perfect for multi-day offsites and conferences where the team meets by day and stays overnight.

What's typically included

  • Meeting room & layout
  • Food & beverage
  • AV & technology
  • Reserved guest rooms for your group

Venue Details

Standout features

Design & Atmosphere
Playful pineapple-themed decor
Distinctive pineapple motifs appear throughout the hotel, from ceiling accents to themed pillows and plush toys, creating a quirky and cheerful vibe that guests remember.
Pet-Friendly Amenities
Welcoming to dogs with thoughtful touches
The hotel offers dog treats and water bowls in public areas, making it a rare pet-friendly option in Boston’s South End for business travelers who bring their pets along.
Location
Prime South End location near Back Bay and transit
Situated in one of Boston’s finest neighborhoods, just steps from Back Bay, historic sites, and major train stations, the hotel offers convenient access to downtown and local dining and shopping.

At a glance

Rated 4.4 on Google · 932 reviews