Title: Staypineapple, A Delightful Hotel, South End - Latest Reviews, Deals & Photos 2025 - Expedia.ca [See all properties](http://www.expedia.ca/Hotel-Search?regionId=&adults=2&children=&sort=RECOMMENDED&useRewards=false&semdtl=&userIntent=&vip=false) # Staypineapple, A Delightful Hotel, South End Hotel with a restaurant, 9-minute walk to Copley Square ![Interior](https://images.trvl-media.com/lodging/1000000/10000/4100/4054/4ee2b5dc.jpg?impolicy=resizecrop&rw=598&ra=fit) ![Premium bedding, down comforters, pillowtop beds, desk](https://images.trvl-media.com/lodging/1000000/10000/4100/4054/99039e28.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Reception](https://images.trvl-media.com/lodging/1000000/10000/4100/4054/b57212de.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Bar (on property)](https://images.trvl-media.com/lodging/1000000/10000/4100/4054/100a8c35.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Lobby sitting area](https://images.trvl-media.com/lodging/1000000/10000/4100/4054/59f7788e.jpg?impolicy=resizecrop&rw=297&ra=fit) - Overview - Rooms - Location - Policies Staypineapple, A Delightful Hotel in South End offers a relaxing spot after exploring Boston. Enjoy the on-site bar and restaurant, free bike rentals to visit Copley Place and Newbury Street, and multilingual staff for local insights and authentic experiences. VIP Access 9.0 Wonderful ## Popular amenities - - - Bar - 24/7 front desk - Air conditioning VIP Access ### Get more when you're a member - Save 15% or more on select VIP Access properties when you reach Silver tier or above - Experience top-rated quality and exceptional service - Get an in-stay perk at select properties, plus free room upgrades, early check-in, and late check-out when available [Learn more](https://www.expedia.ca/lp/b/vipaccess) ## Room options ### Check availability for these dates Tonight [Nov. 25 - Nov. 26](https://www.expedia.ca/Hotel-Search?startDate=2025-11-25&endDate=2025-11-26&selected=4054&PinnedHotelID=4054&HadPinnedHotel=true®ionId=-1&adults=2) [](https://www.expedia.ca/Hotel-Search?startDate=2025-11-25&endDate=2025-11-26&selected=4054&PinnedHotelID=4054&HadPinnedHotel=true®ionId=-1&adults=2) Tomorrow [Nov. 26 - Nov. 27](https://www.expedia.ca/Hotel-Search?startDate=2025-11-26&endDate=2025-11-27&selected=4054&PinnedHotelID=4054&HadPinnedHotel=true®ionId=-1&adults=2) [](https://www.expedia.ca/Hotel-Search?startDate=2025-11-26&endDate=2025-11-27&selected=4054&PinnedHotelID=4054&HadPinnedHotel=true®ionId=-1&adults=2) This weekend [Nov. 28 - Nov. 30](https://www.expedia.ca/Hotel-Search?startDate=2025-11-28&endDate=2025-11-30&selected=4054&PinnedHotelID=4054&HadPinnedHotel=true®ionId=-1&adults=2) [](https://www.expedia.ca/Hotel-Search?startDate=2025-11-28&endDate=2025-11-30&selected=4054&PinnedHotelID=4054&HadPinnedHotel=true®ionId=-1&adults=2) Next weekend [Dec. 5 - Dec. 7](https://www.expedia.ca/Hotel-Search?startDate=2025-12-05&endDate=2025-12-07&selected=4054&PinnedHotelID=4054&HadPinnedHotel=true®ionId=-1&adults=2) [](https://www.expedia.ca/Hotel-Search?startDate=2025-12-05&endDate=2025-12-07&selected=4054&PinnedHotelID=4054&HadPinnedHotel=true®ionId=-1&adults=2) All rooms 1 bed Showing 2 of 2 rooms ![Premium bedding, down comforters, pillowtop beds, desk](https://images.trvl-media.com/lodging/1000000/10000/4100/4054/50ee9dbc.jpg?impolicy=fcrop&w=1200&h=800&quality=medium) ### South End Corner King 8.6 Excellent 8 reviews ### Highlights Air conditioning Flat-screen TV Hypo-allergenic bedding Pillowtop bed Premium bedding Down duvet Designer toiletries Bathrobes - Sleeps 2 - 1 King Bed ![Premium bedding, down comforters, pillowtop beds, desk](https://images.trvl-media.com/lodging/1000000/10000/4100/4054/c86e9435.jpg?impolicy=fcrop&w=1200&h=800&quality=medium) ### Back Bay King 9.0 Wonderful 46 reviews ### Highlights Air conditioning Flat-screen TV Hypo-allergenic bedding Pillowtop bed Premium bedding Down duvet Designer toiletries Bathrobes - Sleeps 2 - 1 King Bed ## You may also like Ad ![Exterior](https://a.travel-assets.com/media/meso_cm/PAPI/Images/lodging/1000000/30000/23000/22961/d570e244_b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) #### Boston Marriott Copley Place Back Bay - Pool - Free WiFi - Restaurant - Air conditioning 9.2 Wonderful 1,713 reviews CA $212 CA $296 total includes taxes & fees Nov 27 - Nov 28 [](https://www.expedia.ca/Boston-Hotels-Boston-Marriott-Copley-Place.h22961.Hotel-Information?chkin=2025-11-27&chkout=2025-11-28&rm1=a2®ionId=178239&destination=Boston (and vicinity)&destType=MARKET&latLong=42.359355,-71.059785&searchId=92e0ca48-51b7-4bb7-9dd4-3ea1da2fe2f9&top_cur=CAD) Ad ![Reception](https://a.travel-assets.com/media/meso_cm/PAPI/Images/lodging/1000000/700000/696000/695991/0b9e1203_b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) #### The Ritz-Carlton, Boston Downtown Boston - 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More rewards for more adventures! [Sign in](https://www.expedia.ca/login?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FBoston-Hotels-Staypineapple.h4054.Hotel-Information)[Sign up, it's free](https://www.expedia.ca/signup?enable_registration=true&uurl=e3id%3Dredr%26rurl%3D%2FBoston-Hotels-Staypineapple.h4054.Hotel-Information) ## About the area ![Map](https://maps.googleapis.com/maps/api/staticmap?&size=660x330&map_id=3b266eb50d2997c6&zoom=13&markers=icon:https%3A%2F%2Fa.travel-assets.com%2Ftravel-assets-manager%2Feg-maps%2Fproperty.png%7C42.34695%2C-71.07090&channel=expedia-HotelInformation&maptype=roadmap&scale=1&key=AIzaSyCYjQus5kCufOpSj932jFoR_AJiL9yiwOw&signature=OkNuMhkX75-eKQkYn6MTEzGyMys=) 26 Chandler St, Boston, MA, 02116 #### What's nearby - Copley Place - 6 min walk - 0.6 km - Newbury Street - 8 min walk - 0.7 km - Boston Public Garden - 8 min walk - 0.7 km - Copley Square - 8 min walk - 0.7 km - Boston Common - 13 min walk - 1.1 km #### Getting around - Back Bay Station - 6 min walk - Arlington Station - 8 min walk - Boston, MA (BNH-Boston Harbor Seaplane Base) - 17 min drive #### Restaurants - ‪Club Cafe - ‬3 min walk - ‪The Friendly Toast - ‬4 min walk - ‪Berkeley Perk Cafe - ‬1 min walk - ‪Trophy Room - ‬1 min walk - ‪Billy's Sub Shop - ‬1 min walk ## About this property ### Staypineapple, A Delightful Hotel, South End Boutique hotel near Copley Square Located close to Boston Common and Fenway Park, Staypineapple, A Delightful Hotel, South End provides a bar and a restaurant. You'll also find perks like: - Free bicycle rentals, concierge services, and smoke-free premises - A water dispenser, luggage storage, and coffee/tea in the lobby - Multilingual staff, an elevator, and a 24-hour front desk - Guest reviews give top marks for the helpful staff and location Room features All 56 rooms offer comforts such as premium bedding and laptop-friendly workspaces, in addition to thoughtful touches like air conditioning and bathrobes. Guest reviews speak positively of the clean rooms at the property. Extra amenities include: - Hypo-allergenic bedding, pillowtop mattresses, and down comforters - Bathrooms with designer toiletries and showers - 50-inch flat-screen TVs with streaming services and cable channels - Coffee/tea makers, heating, and housekeeping ## Similar properties ![Deluxe Room, 2 Double Beds (Bath in Room)](https://images.trvl-media.com/lodging/31000000/30090000/30080300/30080227/cce5d2b3.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### The Revolution Hotel South End - Pet-friendly - Free WiFi - Restaurant - Air conditioning 9.0 Wonderful 2,281 reviews CA $119 CA $138 total includes taxes & fees Nov 26 - Nov 27 [](https://www.expedia.ca/Hotel-Search?startDate=2025-11-26&endDate=2025-11-27&selected=30080227&PinnedHotelID=30080227&HadPinnedHotel=true®ionId=-1&adults=2) ![In-room safe, blackout drapes, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/1000000/20000/16100/16067/72cd2881.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Copley Square Hotel, a FOUND Hotel Back Bay - 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Free WiFi - Air conditioning - Parking available - Business services 9.0 Wonderful 1,911 reviews [](https://www.expedia.ca/Hotel-Search?startDate=2025-12-09&endDate=2025-12-10&selected=1482493&PinnedHotelID=1482493&HadPinnedHotel=true®ionId=-1&adults=2) ![Peruvian cuisine](https://images.trvl-media.com/lodging/11000000/10120000/10118700/10118614/e4d256d2.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### The Godfrey Hotel Boston Downtown Boston - Pet-friendly - Restaurant - Air conditioning - Gym 9.4 Exceptional 4,706 reviews CA $125 CA $211 total includes taxes & fees Dec 25 - Dec 26 [](https://www.expedia.ca/Hotel-Search?startDate=2025-12-25&endDate=2025-12-26&selected=10118614&PinnedHotelID=10118614&HadPinnedHotel=true®ionId=-1&adults=2) ## Property amenities ### Internet - Available in all rooms: Free internet ### Parking and transportation - No onsite parking available ### Food and drink - A bar/lounge - A restaurant - Coffee and tea in common areas ### Restaurants on site - Trophy Room ### Things to do - Free bicycle rentals ### Conveniences - 24-hour front desk - Luggage storage - Water dispenser ### Guest services - Concierge services - Housekeeping (on request) - Multilingual staff - Tour and ticket assistance ### Accessibility - If you have requests for specific accessibility needs, please contact the property using the information on the reservation confirmation received after booking. - Elevator - Wheelchair accessible (may have limitations) - Wheelchair-accessible concierge desk - Wheelchair-accessible path of travel - Wheelchair-accessible registration desk ### More - 1 building - 8 floors - Built in 1900 - No plastic water bottles - Smoking not allowed - Water dispenser usage encouraged ## Room amenities ### Bedroom - Down comforter - Hypo-allergenic bedding - Pillowtop mattress - Premium bedding ### Bathroom - Bathrobes - Designer toiletries - Hair dryer - Private bathroom - Shower - Towels provided ### Entertainment - 50-inch flat-screen TV with cable/satellite channels - iPod dock - Streaming services ### Food and drink - Coffee/tea maker - Free bottled water ### More - Air conditioning (climate-controlled) - Desk - Free local calls - Heating (climate-controlled) - Iron/ironing board on request - Laptop workspace - Phone ## Policies ### Check-in Check-in start time: 4 PM; Check-in end time: midnight Minimum check-in age: 18 ### Check-out Check-out before noon Contactless check-out available ### Special check-in instructions Front desk staff will greet guests on arrival at the property Information provided by the property may be translated using automated translation tools ### Access methods Staffed front desk ### Pets Pets allowed for an extra charge of USD 29.95 per pet, per night Service animals are welcome, and are exempt from fees Welcoming dogs only 2 total pets Specific rooms only, restrictions apply; pet-friendly rooms can be requested by contacting the property at the number on the booking confirmation Food and water bowls are available ### Children and extra beds Children are welcome Rollaway/extra beds are not available Cribs (infant beds) are not available ### Property payment types ## Important information ### Fees You'll be asked to pay the following charges at the property. Fees may include applicable taxes: - Resort fee: USD 29.06 per accommodation, per night The resort fee includes: - Additional inclusions - In-room bottled water - In-room coffee - Internet access - Sporting facilities or equipment We have included all charges provided to us by the property. ### Optional extras - Pet fee: USD 29.95 per pet, per night - Service animals are exempt from fees The above list may not be comprehensive. Fees and deposits may not include tax and are subject to change. ### You need to know Extra-person charges may apply and vary depending on property policy Government-issued photo identification and a credit card, debit card, or cash deposit may be required at check-in for incidental charges Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed Tax ID - C0014880350 This property accepts credit cards; cash is not accepted Cashless transactions are available Safety features at this property include a smoke detector Please note that cultural norms and guest policies may differ by country and by property; the policies listed are provided by the property ### We should mention This property welcomes guests of all sexual orientations and gender identities (LGBTQ+ friendly) ### Property is also known as Chandler Inn Hotel Boston Chandler Boston Staypineapple A Delightful Hotel South End "Staypineapple A Delightful Hotel South End" Staypineapple, A Delightful Hotel, South End Hotel Staypineapple, A Delightful Hotel, South End Boston Staypineapple, A Delightful Hotel, South End Hotel Boston ## Frequently asked questions ### Is Staypineapple, A Delightful Hotel, South End pet-friendly? > Yes, this property allows dogs (limit 2 total). There's a fee of USD 29.95 per pet, per night. Service animals are exempt from fees. Some restrictions may apply, so please contact the property for more details. ### How much does it cost to stay at Staypineapple, A Delightful Hotel, South End? > As of Nov 25, 2025, prices found for a 1-night stay for 2 adults at Staypineapple, A Delightful Hotel, South End on Nov 27, 2025 start from CA $166.81, excluding taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. [Choose your dates](https://www.expedia.ca/Boston-Hotels-Staypineapple.h4054.Hotel-Information?rfrr=HOT.HIS.question.link.click) for more accurate prices. ### How much is parking? > This property doesn't offer parking. ### What time is check-in at Staypineapple, A Delightful Hotel, South End? > Check-in start time: 4 PM; Check-in end time: midnight. ### What time is check-out at Staypineapple, A Delightful Hotel, South End? > Check-out is at noon. ### Where is Staypineapple, A Delightful Hotel, South End located? > Located in South End, this boutique hotel is within a 15-minute walk of Copley Square and Boston Common. Fenway Park and New England Aquarium are also within 2 mi (3 km). Arlington Station is 8 minutes by foot and Tufts Medical Center Station is 9 minutes. ## Have a question? Beta Get instant answers with AI powered search of property information and reviews. 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