---
title: Staypineapple, A Delightful Hotel, South End Boston
slug: staypineapple-south-end-boston
type: hotel
sub_type: hotels
source_url: https://www.tripster.com/detail/staypineapple-south-end-boston
city: Boston
state: MA
country: US
address: 26 Chandler Street
geo:
  lat: 42.34692
  lng: -71.07064
cancellation_policy: All sales are final. No cancellations or changes.
extracted_at: 2026-06-16T21:24:05.889Z
price_from:
  amount: 295
  currency: USD
  unit: per_night
availability: InStock
rating:
  value: 4
  count: 659
  scale: 5
room_rates:
  - name: Back Bay King, Non-Smoking
    price: 210.75
    regular_price: 229
    savings: 18.25
---
## Overview

Staypineapple, A Delightful Hotel, offers a modern boutique escape in the historic South End in Boston with stylish rooms, signature “Naked Experience” bedding, high-speed WiFi, and pet-friendly perks, located steps from Back Bay, Fenway Park, and Boston’s best dining and shopping.

## What's Included

- Complimentary high-speed WiFi on unlimited devices via SurfPineapple
- Signature “Naked Experience” bedding with ultra-soft duvets and European-style sheets
- StreamPineapple HDTV with streaming access
- Afternoon Delights coffee and pineapple treats served daily
- Complimentary reusable water bottles and refills at the Water Bar
- Dog-obsessed service for pets including plush beds, treats, and bowls (pet fee applies)
- Access to on-site restaurant Trophy Room and Quick Bites & Bevvies (breakfast available for purchase)
- CORE Welcome Drink (alcoholic and non-alcoholic options)

## What's Not Included

- On-site parking
- Breakfast (available for purchase)
- Shuttle service
- Swimming pool access (hotel does not have a pool)
- Pet fee of USD 29.95 per pet per night
- Daily amenity fee of USD 24.95 + tax (includes in-room bottled water, coffee, internet access, sporting facilities or equipment)
- Additional fees: 1.5% Boston-Cambridge Tourism Destination Marketing District Assessment, 2.75% Convention Center Fee, $50 incidental charge per day
- Smoking rooms (hotel is 100% smoke-free)

<!-- tripster:ticket-options:start -->
## Room Rates

- **Back Bay King, Non-Smoking** — $210.75/night (regularly $229.00/night, save $18.25)

<!-- tripster:ticket-options:end -->

## Good to Know

* Minimum age to check in is 18.
* Pet-friendly rooms are subject to fees and availability; notify hotel prior to arrival if traveling with a pet. No weight limits or breed restrictions.
* HDTVs offer streaming access through StreamPineapple.
* Afternoon Delights with coffee and pineapple treats served daily.
* Complimentary reusable water bottles and refills available at the Water Bar.
* Check-in time: 4:00 PM; check-out time: 12:00 PM.
* Hotel has limited accessibility; contact hotel directly for specific accessible needs.
* The hotel has no on-site parking; several nearby garages and metered street parking options available; use SpotHero app for parking locations.
* A daily amenity fee of USD 24.95 + tax applies, including in-room bottled water, coffee, internet access, and sporting facilities or equipment.
* Smoking is strictly prohibited; fees up to USD 500 will be charged for smoking in non-smoking rooms.
* Pet fee and other fees are subject to change without prior notice and applicable taxes.
* Nearby attractions include Back Bay, Fenway Park, The View Boston Observatory, Boston Public Garden, and more within a few miles.
* The nearest airport is Boston Logan International Airport, approximately 4.1 miles away.

## Cancellation Policy

*No cancellation policy information provided in source.*

## FAQs

### What is the minimum age to check in?

The reservation holder must be at least 18 years old to check in with a matching, valid, government-issued photo ID and credit card.

### Is Staypineapple, A Delightful Hotel, South End Boston pet-friendly?

Dogs are allowed. The pet fee is USD 29.95 per pet per night. The hotel has no weight limits or breed restrictions. Please notify the hotel directly prior to your arrival date if traveling with a pet. Pet-friendly rooms are limited. All fees mentioned are subject to change without prior notice and applicable taxes.

### Is parking available?

The hotel does not have on-site parking. However, there are several nearby garages and metered street parking options. You can use the SpotHero app to locate parking spots easily.

### What time is check-in and check-out?

Check-in time starts at 4:00 PM and check-out is until 12:00 PM.

### Does the property have WiFi?

Yes, free WiFi access is available.

### Does the property have a restaurant?

Yes. Guests can dine at Trophy Room and Quick Bites & Bevvies.

### Does the property serve a complimentary breakfast?

No. However, guests can purchase breakfast at the on-site restaurant.

### Does the hotel have a pool?

This hotel does not have an on-site pool.

### Does the property offers a shuttle service?

No, this property does not offer an airport or area shuttle.

### Is there a resort fee?

A daily amenity fee of USD 24.95 + tax will be collected upon arrival. This fee includes the following: - In-room bottled water - In-room coffee - Internet access - Sporting facilities or equipment *All fees mentioned are subject to change without prior notice and applicable taxes.

### Are there any additional charges besides room and tax?

The following fees apply: - A 1.5% fee for Boston-Cambridge Tourism Destination Marketing District Assessment and a 2.75% fee for Convention Center Fee are added to your booking. - A $50.00 fee for incidental charges will be debited to your card for each day of the planned stay. *All fees mentioned are subject to change without prior notice and applicable taxes.

### Can I reserve a smoking room?

No. This property is 100% smoke-free. A fee of up to USD 500 will be assessed for smoking in a non-smoking room.

### Is the hotel accessible? What accessible amenities are available?

The hotel has limited accessibility. Please contact the hotel directly for specific accessible needs to ensure the hotel will be able to meet your requirements.

### What are the attractions nearby?

Below are the top attractions near Staypineapple, A Delightful Hotel, South End Boston, and their approximate distances: Back Bay 0.7 miles, The View Boston Observatory 1.3 miles, Boston Tea Party Ship & Museum 1.4 miles, Boston Museum of Fine Arts 1.7 miles, Old State House 1.7 miles, Custom House Tower 1.8 miles, TD Garden 1.9 miles, Central Square 3.9 miles, JFK Presidential Library & Museum 4.1 miles, Inman Square 4.8 miles, LEGO Discovery Center Boston 5.2 miles, Fenway Park 6.3 miles, Boston Public Garden 9.4 miles, Boston Common 9.5 miles.

### How far is the nearest airport from Staypineapple, A Delightful Hotel, South End Boston?

The nearest airport is Boston Logan International Airport, about 4.1 miles from the property.

## Reviews

> "Great Stay!"
> — Theschecks, Hagerstown, Maryland, May 30, 2026

> "Great location with great potential"
> — R7074DYcarolw, May 30, 2026

> "Tiny but good location"
> — kcb3708, May 27, 2026

> "Comfortable and friendly"
> — lisanY9638YM, Baton Rouge, Louisiana, May 18, 2026

> "Fun"
> — Happiness02632621218, June 14, 2026