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See prices from 9 sites
from$1,545
See prices from 9 sites
from$1,545
  • bedroom
  • bathroom

1 / 44

About Staypineapple, A Delightful Hotel, South End

  • Historic South End boutique charm

    Experience a European-style stay in a 100-year-old building featuring quirky pineapple-themed decor and a welcoming, community-focused atmosphere.

  • Pet-friendly hospitality with Dash

    Discover a truly dog-welcoming environment featuring on-site treats, water bowls, and the chance to adopt a signature plush husky mascot.

  • Walkable access to Newbury Street

    Stroll 10 minutes to reach the city's premier shopping district, featuring high-end boutiques, historic brownstones, and gourmet dining options.

  • Efficiently designed urban rooms

    Maximize your stay in cleverly organized spaces featuring under-bed storage, fold-down desks, and walk-in marble showers with spa heads.

  • Lively Trophy Room bar

    Savor expertly crafted cocktails like the Trophy Wife and enjoy a vibrant, LGBTQ-friendly atmosphere at the on-site restaurant and local hangout.

  • Afternoon pineapple treat service

    Indulge in a daily tradition of complimentary signature pineapple sugar cookies and fresh coffee served in the lobby every afternoon.

  • Signature Naked Experience bedding

    Enjoy an exceptionally comfortable sleep with the unique European-style double duvet system, designed to eliminate cover-stealing between guests.

Staypineapple, A Delightful Hotel, South End is a 3-star hotel located in Boston's historic South End, featuring unique pineapple-themed decor and a pet-friendly policy with amenities for furry companions. Guests can dine at the on-site Trophy Room bar and restaurant, offering American cuisine and complimentary welcome drinks, or explore the city using loaner beach cruiser bicycles. The hotel provides "The Naked Experience" bedding with European-style duvets and plush towels. It has a review score of 8.6 based on over 3,000 reviews, with pets, the restaurant, and the overall experience highlighted positively by guests.

This summary was created by AI and might not be 100% accurate.

Rooms

  • South End Corner King

    • 1 1 King Bed
    • Sleeps 2

  • Back Bay King

    • 1 1 King Bed
    • Sleeps 2

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  • Free WiFi
  • Pets
  • A/C
See prices from 9 sites
from$1,545

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Price trend

Based on lowest prices on trivago from the last 30 days
$5,433
$2,715
$0

02/11/26 (Mon)

$3,228

03/11/26 (Tue)

$3,529

04/11/26 (Wed)

N/A

05/11/26 (Thu)

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06/11/26 (Fri)

$4,699

07/11/26 (Sat)

N/A

08/11/26 (Sun)

$2,321

09/11/26 (Mon)

$2,074

10/11/26 (Tue)

$2,799

11/11/26 (Wed)

$2,731

12/11/26 (Thu)

$2,731

13/11/26 (Fri)

$2,719

14/11/26 (Sat)

$2,829

15/11/26 (Sun)

$2,865

16/11/26 (Mon)

$4,514

17/11/26 (Tue)

$5,433

18/11/26 (Wed)

$4,926

19/11/26 (Thu)

$3,113

20/11/26 (Fri)

$1,934

21/11/26 (Sat)

$2,646

22/11/26 (Sun)

$1,626

23/11/26 (Mon)

$1,757

24/11/26 (Tue)

$1,737

25/11/26 (Wed)

$1,511

26/11/26 (Thu)

$854

27/11/26 (Fri)

$1,761

28/11/26 (Sat)

$1,837

29/11/26 (Sun)

$1,797

30/11/26 (Mon)

$2,153

01/12/26 (Tue)

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12/12/26 (Sat)

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13/12/26 (Sun)

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14/12/26 (Mon)

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15/12/26 (Tue)

$847

16/12/26 (Wed)

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19/12/26 (Sat)

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20/12/26 (Sun)

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21/12/26 (Mon)

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22/12/26 (Tue)

$789

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26/12/26 (Sat)

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27/12/26 (Sun)

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29/12/26 (Tue)

$789

30/12/26 (Wed)

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31/12/26 (Thu)

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01/01/27 (Fri)

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02/01/27 (Sat)

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Reviews

8.7
Excellent
based on 3,532 ratings from top 
sites
sites

Review summary

Summarized by AI from 1,000+ reviews

This hotel is a vibrant and pet-friendly urban retreat, ideal for couples, solo travelers, and sightseers seeking a unique and comfortable stay. Its prime location in a charming South End neighborhood offers excellent walkability and proximity to Back Bay Station, making city exploration effortless. The hotel stands out with its complimentary bicycles and a lively attached restaurant and bar, the Trophy Room, known for its excellent food and drink selection. Guests consistently praise the staff's exceptional warmth and attentiveness, enhancing the overall experience. For a truly restful night, request a room with the unique two individual duvets for ultimate comfort.

Rated above average for Boston

Guest reviews

Excellent68%
Very good15%
Good10%
Fair4%
Poor3%

Top amenities

  • WiFi in lobby
  • WiFi in rooms
  • Pets
  • A/C
  • Restaurant
  • Hotel bar

All amenities

Property amenities

  1. Entrance hall/lobby
  2. Express check-in/check-out
  3. Lift
  4. Pet friendly

Room amenities

  1. Shower
  2. Ironing board
  3. Openable windows
  4. Television

Sports facilities

  1. Bike rental

Hotel theme/type

  1. Boutique hotel

Food and beverages

  1. Vegetarian food

Location

Highlight
Walkable access to Newbury Street
Stroll 10 minutes to reach the city's premier shopping district, featuring high-end boutiques, historic brownstones, and gourmet dining options.

Distance from Staypineapple, A Delightful Hotel, South End

Boston Back Bay:0.3 km

Boston:1.7 km

Logan International Airport:5.2 km

Explore nearby attractions

Property info

26 Chandler St, Boston, 02116, USA

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

  • Is there a pool area at Staypineapple, A Delightful Hotel, South End?

    No, Staypineapple, A Delightful Hotel, South End doesn’t offer pool areas.

  • Are pets allowed at Staypineapple, A Delightful Hotel, South End?

    Yes, Staypineapple, A Delightful Hotel, South End has a pet policy that may vary based on the room type or availability. Please check with the hotel directly to learn about their pet policy.

  • Is parking available at Staypineapple, A Delightful Hotel, South End?

    No, Staypineapple, A Delightful Hotel, South End doesn’t provide parking.

  • What time is check-in and check-out at Staypineapple, A Delightful Hotel, South End?

    Check-in at Staypineapple, A Delightful Hotel, South End is available from: . Check-out time is by .

  • Where is Staypineapple, A Delightful Hotel, South End located?

    Staypineapple, A Delightful Hotel, South End is located in 26 Chandler St, 02116, Boston, USA.

The prices and availability we receive from booking sites change constantly. This means you may not always find the exact same offer you saw on trivago when you land on the booking site.

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