3

Staypineapple, A Delightful Hotel, South End Boston

Hotel · South End ·

Staypineapple, A Delightful Hotel, South End Boston

Hotel · South End ·
@nomadicmatt
6,682 Postcards · 1,172 Cities

Where to Stay in Boston When You Visit (Updated 2025)

"Trendy and fun, Staypineapple offers dog-friendly rooms, bicycle rentals, bold pineapple-themed décor, a free welcome drink at check-in, and complimentary afternoon coffee, tea, and light snacks — a unique, budget-friendly choice in the Seaport." - Matthew Kepnes

https://www.nomadicmatt.com/travel-blogs/where-to-stay-boston/

Information

Bright rooms with free Wi-Fi, flat-screen TVs, designer toiletries

small rooms
friendly staff
comfortable beds
pineapple theme
great location
trophy room bar
cute decor
dog friendly
Google Rating
4.4 (741)
Yelp Rating
3.8
Placeholder

26 Chandler St, Boston, MA 02116 Get directions

$$$

Staypineapple, A Delightful Hotel, South End Boston by null
Staypineapple, A Delightful Hotel, South End Boston by null
Staypineapple, A Delightful Hotel, South End Boston by null
Staypineapple, A Delightful Hotel, South End Boston by null
Staypineapple, A Delightful Hotel, South End Boston by null
Staypineapple, A Delightful Hotel, South End Boston by null
Staypineapple, A Delightful Hotel, South End Boston by null
Staypineapple, A Delightful Hotel, South End Boston by null
Staypineapple, A Delightful Hotel, South End Boston by null
Staypineapple, A Delightful Hotel, South End Boston by null
Staypineapple, A Delightful Hotel, South End Boston by null
Staypineapple, A Delightful Hotel, South End Boston by null
Staypineapple, A Delightful Hotel, South End Boston by null
Staypineapple, A Delightful Hotel, South End Boston by null
Staypineapple, A Delightful Hotel, South End Boston by null
Staypineapple, A Delightful Hotel, South End Boston by null
Staypineapple, A Delightful Hotel, South End Boston by null
Staypineapple, A Delightful Hotel, South End Boston by null
Staypineapple, A Delightful Hotel, South End Boston by null
Staypineapple, A Delightful Hotel, South End Boston by null
Staypineapple, A Delightful Hotel, South End Boston by null
Staypineapple, A Delightful Hotel, South End Boston by null
Staypineapple, A Delightful Hotel, South End Boston by null
Staypineapple, A Delightful Hotel, South End Boston by null
Staypineapple, A Delightful Hotel, South End Boston by null
Staypineapple, A Delightful Hotel, South End Boston by null
Staypineapple, A Delightful Hotel, South End Boston by null
Staypineapple, A Delightful Hotel, South End Boston by null
Staypineapple, A Delightful Hotel, South End Boston by null
Staypineapple, A Delightful Hotel, South End Boston by null
Staypineapple, A Delightful Hotel, South End Boston by null
Staypineapple, A Delightful Hotel, South End Boston by null
Staypineapple, A Delightful Hotel, South End Boston by null
Staypineapple, A Delightful Hotel, South End Boston by null
Staypineapple, A Delightful Hotel, South End Boston by null
Staypineapple, A Delightful Hotel, South End Boston by null
Staypineapple, A Delightful Hotel, South End Boston by null
Staypineapple, A Delightful Hotel, South End Boston by null
Staypineapple, A Delightful Hotel, South End Boston by null
Staypineapple, A Delightful Hotel, South End Boston by null
Staypineapple, A Delightful Hotel, South End Boston by null
Staypineapple, A Delightful Hotel, South End Boston by null
Staypineapple, A Delightful Hotel, South End Boston by null
Staypineapple, A Delightful Hotel, South End Boston by null
Staypineapple, A Delightful Hotel, South End Boston by null
See full details

3

Information

Bright rooms with free Wi-Fi, flat-screen TVs, designer toiletries

small rooms
friendly staff
comfortable beds
pineapple theme
great location
trophy room bar
cute decor
dog friendly
Google Rating
4.4 (741)
Yelp Rating
3.8
Placeholder

26 Chandler St, Boston, MA 02116 Get directions

$$$

Staypineapple, A Delightful Hotel, South End Boston by null
Staypineapple, A Delightful Hotel, South End Boston by null
Staypineapple, A Delightful Hotel, South End Boston by null
Staypineapple, A Delightful Hotel, South End Boston by null
Staypineapple, A Delightful Hotel, South End Boston by null
Staypineapple, A Delightful Hotel, South End Boston by null
Staypineapple, A Delightful Hotel, South End Boston by null
Staypineapple, A Delightful Hotel, South End Boston by null
Staypineapple, A Delightful Hotel, South End Boston by null
Staypineapple, A Delightful Hotel, South End Boston by null
Staypineapple, A Delightful Hotel, South End Boston by null
Staypineapple, A Delightful Hotel, South End Boston by null
Staypineapple, A Delightful Hotel, South End Boston by null
Staypineapple, A Delightful Hotel, South End Boston by null
Staypineapple, A Delightful Hotel, South End Boston by null
Staypineapple, A Delightful Hotel, South End Boston by null
Staypineapple, A Delightful Hotel, South End Boston by null
Staypineapple, A Delightful Hotel, South End Boston by null
Staypineapple, A Delightful Hotel, South End Boston by null
Staypineapple, A Delightful Hotel, South End Boston by null
Staypineapple, A Delightful Hotel, South End Boston by null
Staypineapple, A Delightful Hotel, South End Boston by null
Staypineapple, A Delightful Hotel, South End Boston by null
Staypineapple, A Delightful Hotel, South End Boston by null
Staypineapple, A Delightful Hotel, South End Boston by null
Staypineapple, A Delightful Hotel, South End Boston by null
Staypineapple, A Delightful Hotel, South End Boston by null
Staypineapple, A Delightful Hotel, South End Boston by null
Staypineapple, A Delightful Hotel, South End Boston by null
Staypineapple, A Delightful Hotel, South End Boston by null
Staypineapple, A Delightful Hotel, South End Boston by null
Staypineapple, A Delightful Hotel, South End Boston by null
Staypineapple, A Delightful Hotel, South End Boston by null
Staypineapple, A Delightful Hotel, South End Boston by null
Staypineapple, A Delightful Hotel, South End Boston by null
Staypineapple, A Delightful Hotel, South End Boston by null
Staypineapple, A Delightful Hotel, South End Boston by null
Staypineapple, A Delightful Hotel, South End Boston by null
Staypineapple, A Delightful Hotel, South End Boston by null
Staypineapple, A Delightful Hotel, South End Boston by null
Staypineapple, A Delightful Hotel, South End Boston by null
Staypineapple, A Delightful Hotel, South End Boston by null
Staypineapple, A Delightful Hotel, South End Boston by null
Staypineapple, A Delightful Hotel, South End Boston by null
Staypineapple, A Delightful Hotel, South End Boston by null
See full details

More Places For You

Kaia

Greek restaurant · South End

Whole grilled fish, inventive cocktails, Aegean wine, fermentation program

16 Postcards

Grace By Nia

Restaurant · South Boston Waterfront

Soul food, live jazz & soul music, and a cocktail lounge

14 Postcards

Porters Bar and Grill

Pub · West End

Classic Boston bar with great burgers and draft beer selection

1 Postcard

Brassica Kitchen + Cafe

Restaurant · Jamaica Plain

Gourmet java, pastries, Euro-style meals, cocktails

24 Postcards

Alcove

Restaurant · West End

Mediterranean-inspired fare with waterfront views and craft cocktails

32 Postcards

jm Curley

Bar & grill · Downtown

Innovative American comfort food, boozy shakes & drinks

10 Postcards

El Pelón Taqueria

Mexican restaurant · Fenway

Made-to-order fish tacos & burritos with housemade salsas

6 Postcards

Hotel Commonwealth

Hotel · Fenway

Elegant hotel with modern New England style & dining

11 Postcards

The Haven

Scottish restaurant · Jamaica Plain

Scottish tavern with traditional eats, lesser-known beers, live music

25 Postcards

Exodus Bagels

Bakery · Roslindale

Artisan sourdough bagels, coffee, and sweet treats.

9 Postcards