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Staypineapple, A Delightful Hotel, South End in Boston, MA

26 Chandler Street • Boston, MA 02116

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Starting at

$312.00

avg/night (USD)

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Based on 611 reviews

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Discover Playful Comfort in Every Room at Staypineapple Boston

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About Staypineapple, A Delightful Hotel, South End Boston

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, this hotel sits steps from Back Bay, Fenway Park, and Boston’s best dining and shopping.

up to 2 people

Good To Know

Minimum age to check in is 18.
Pet-friendly rooms are subject to fees and availability. See FAQs for details.
Features the signature “Naked Experience” bedding for a cozy, restful night’s sleep.
HDTVs offer streaming access through StreamPineapple.
Complimentary high-speed WiFi available on unlimited devices via SurfPineapple.
Afternoon Delights coffee and pineapple treats served daily.
Complimentary reusable water bottles and refills available at the Water Bar.
The View Boston Observatory is a 10-minute drive away.
Fenway Park is a 15-minute drive away.

24 Hour Front Desk
Elevator
Handicapped Access
Inside Corridors
Bar/Lounge
Non-Smoking Rooms
Pet Friendly
Restaurant on Property
Internet Access in Public Areas (free)
Concierge Services
Breakfast (surcharge)
Smoke-free Property

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Description

Check-In: 4:00pm Check-Out: 12:00pm

Located in Boston’s South End, Staypineapple, A Delightful Hotel, offers bright pops of color, bold artwork, and signature pineapple touches. Try the Afternoon Delights with coffee and pineapple treats, or the CORE Welcome Drink offering alcoholic and non-alcoholic drinks. At the Water Bar, refill your reusable bottle anytime, one of many eco-friendly touches that make Staypineapple special.

Each guest room features the brand’s famous “Naked Experience” bedding with ultra-soft duvets and European-style sheets, along with high-speed SurfPineapple WiFi on unlimited devices. Unwind with StreamPineapple HDTV for easy streaming, or brew your morning coffee with an in-room Keurig before exploring the city.

If you're travelling with your pets, the hotel provides dog-obsessed service, including plush beds, treats, and bowls for furry companions. Whether traveling for work or play, the hotel’s central location offers easy access to Back Bay, the Prudential Center, Fenway Park, and the Boston Public Garden.

Important Information

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

Staypineapple, A Delightful Hotel, South End Boston is located at 26 Chandler Street • Boston, MA 02116

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Frequently Asked Questions about Staypineapple, A Delightful Hotel, South End Boston

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 Grden 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