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Staypineapple 2025 & 2026

Moderate

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Award-winning hotel
Complimentary welcome drink
Complimentary Pineapple bike use to see the city
Complimentary afternoon treats and coffee
Less than 1 mile from Boston Common and Back Bay

Staypineapple offers a modern hotel experience in one of the USA’s most historic cities, Boston. The award-winning hotel is located in the popular South End, just steps from Back Bay and the city’s best attractions, landmarks, and eateries.

The 55 rooms are thoughtfully-designed, with plush pillow top beds and European-style double duvets to help you feel at home. Designer bath products and high-speed WiFi complete the upscale amenities, while rooms also feature high-definition TVs.

Stay energised during your stay with Afternoon Delights, offering coffee and signature pineapple treats during the lobby — complimentary for guests. Or make a purchase from the Quick Bites and Bevvies cooler at any time, day or night. The on-site restaurant offers a menu of familiar favourites and original cocktails, plus a lively Sunday brunch that’s not to be missed.

Staying at this hotel, you'll enjoy high speed WiFi on unlimited devices, streaming services, in-room coffee and tea, unlimited bottled water, and use of the hotel’s Pineapple bikes to see the city.

At a Glance
At a Glance
Best For : Multi Centre,Sale,Short Break,Twin Centre
Hotel Rating : Moderate
Style : Couple
Approximate Flight Times : 6 hours and 35 minutes
How To Get There :  20 minute drive from the airport
Time Difference : GMT -5

 Facilities / Amenities
 Facilities / Amenities 
Modern and stylish interiors
Prime location
 Onsite restaurant
Complimentary pineapple bikes
near by small park
quick access to the city
 European-style double duvets

Hotel Room Types

Room Types

Staypineapple Boston offers 55 guest rooms, designed with the charm and spirit of a neighbourhood inn. Each room features a comfortable pillow-top bed topped with a European-style double duvet, as well as a high-definition TV with streaming capability.

Back Bay King

Boasting a king bed and thoughtful amenities, the hotel’s Back Bay King rooms are perfect for couples looking to explore Boston. Retire to your room and enjoy the spacious walk-in shower, in-room Keurig coffee machine, and signature cosy bathrobe available on request. You’ll also enjoy designer bath products in the marble-tiled bathroom.

South End Corner King

Offering plenty of natural light thanks to its corner setting, the South End Corner King also enjoys views of the stunning Boston skyline. You’ll enjoy all the same amenities as a Back Bay King Room, including an in-room Keurig coffee machine, designer bath products, and a spacious and sumptuous walk-in shower.

Location & Things Nearby

Approximate flight time : 6 hours and 35 minutes

20 minute drive from the airport

Staypineapple Boston is perfectly located in Boston’s South End, less than one mile from both Boston Common and Back Bay. The city’s historic Freedom Trail and Faneuil Hall Marketplace are less than a two-mile walk or cab ride, as is Fenway Park — home to the Boston Red Sox. Logan Airport is a little over three miles away.

View Things Nearby

Dining

Start your stay at Staypineapple Boston with a complimentary welcome drink, with a choice of house wine, beer, or non-alcoholic beverages. Each afternoon, guests will also enjoy Afternoon Delights, a complimentary pick-me-up of coffees and signature treats.

Quick Bites & Bevvies

Cuisine : Snacks and Drinks
Children's Menu: No
Vegetarian Option: No

Feeling peckish? Quick Bites & Bevvies offers a variety of snacks, plus locally sourced craft beers and wines. Simply ask an Everything Person at the front desk for assistance.

Trophy Room

Cuisine : American
Children's Menu: No
Vegetarian Option: No

With an all-American menu offering a little bit some something for everyone, Trophy Room offers brunch, dinner, and late drink menus. Occasionally you can even catch a live performance.

Leisure

This comfortable and cosy Boston hotel offers a $19.95 daily amenity fee, giving you access to high-speed WiFi, unlimited streaming, and coffee and tea facilities, plus use of the hotel’s Pineapple Bikes.

Pineapple Bikes

Enjoy exploring Boston by bike with the use of Staypineapple’s exclusive bikes.

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