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Jessica Litras

Staypineapple South End Boston

Staypineapple South end Boston REVIEW

One of the most interesting, funky and fun hotels I’ve stayed at to date. Staypineapple is a unique collection of boutique hotels with locations in New York City, Chicago, San Francisco, Boston, Seattle, Portland and San Diego. Their vibe attracts a tribe of the young, young at heart, savvy travelers and seekers of something different. Staypineapple is described as a badass experience where all your wants and desires are met. That includes the hotel being dog-friendly! If you’re a dog mom or dad, you can bring along your pup as they highly encourage it and accommodate here at Staypineapple. More and more hotels are becoming dog-friendly and it’s about time! 

I had the pleasure in staying at the Staypineapple, a Delightful Hotel, in historic South End Boston. Let me start out by saying that South End is an awesome location to stay in the city, especially if you’re visiting for the first time. South End Boston is known as being a culinary hub with entrepreneurial restauranters and delectable cuisine. Victorian brownstone buildings, fine restaurants, thriving arts, several outdoor parks and famous streets like Tremont Street, Columbus Avenue and Massachusetts Avenue are some of the things you have to look forward to. 

Staypineapple South End Boston Review
JESSICA LITRAS

Staypineapple South End Boston

Staypineapple South End Boston Hotel Review

If you’re interested in visiting Boston and like the sounds of the South End Boston culture and offerings, then Staypineapple is a “wicked smaht” choice for you, especially if you’re looking for more of a budget-friendly hotel. Staying in cities can be quite an expensive experience between the hotel, restaurants, bars and activities. Staypineapple can help enhance your city experience through it’s laid-back vibes with authenticity and class.  

There are a few things that make Staypineapple special that are worth mentioning. They have sanitation protocols that help keep the environment safe, healthy, and super clean for all guests and pets. Being that the hotel is dog-friendly, the cleaning and sanitation are taken up a notch to make sure everyone is comfortable. This includes a zero contact guest experience with a mobile check-in feature, a Stayclean Staypineapple room seal to let you know they’ve sanitized the room before entering and certified team members that go through comprehensive training and education when it comes to sanitation as well as sanitizer stations available throughout the hotel. 

Generally, if you need anything at all during your stay, you can always approach the friendly staff at the front desk for assistance. 

One of my favorite features of the hotel is what they like to call “The Naked Experience.” 

They offer a cozy, fresh, cuddly and luxurious atmosphere with extremely large and comfortable beds, that you feel like you’re sleeping on a cloud. Cozy is my middle name, so this was right up my alley. 

Being dog-friendly in itself is a unique and appealing feature for dog lovers alike. Staypineapple encourages you to “bring your best friend with you” on your journey at Staypineapple. They even offer a Pineapple Pup Package with 50% off your daily pet fee when you book directly on staypineapple.com. Dog amenities include a Staypineapple dog bed, a treat tin in the main lobby, colorful water bowls in the room that are yours to keep, as well as a walk-friendly waste bag in a yellow holder to show off your Staypineapple pride when you go on walks with your dog. The coolest part is if you want to go out and explore areas of the city where you can’t take your dog, you can absolutely leave them in the room! It doesn’t really get more convenient than that. 

Dog-friendly hotel in Boston

How to Get There

Staypineapple South End Boston is located at 26 Chandler St, Boston, MA 02116 Lexington, MA 02421. The closest airport to the hotel is Boston Logan International and is only a 17 minute drive away. Ubers anf Lyfts are plentiful, so you won’t have a hard time getting one to and from the city. Budget car rental return and pick up at Boston Logan Airport are located at 15 Transportation Way, East Boston, MA. Drive to Logan Airport and follow signs for the Rental Car Center. After returning the car, customers may take the complimentary shuttle to the airport.

If you’re looking for directions from out of town, you can find the exact location here. 

The Room

The Staypineapple room is a lot of fun and has everything you need. There’s a plush king bed, large TV screen, cozy Staypineapple yellow robes, a coffee machine with branded mugs, a standup shower and an elegant yet laid-back atmosphere. I truly felt very comfortable in this room and slept great!

Hotel close to Boston Logan International
Staypineapple South End Boston Room
Staypineapple South End Boston Room beddings
Staypineapple South End Boston Review Room View
Staypineapple South End Boston Review Coffee
Staypineapple Boston Yellow Robe

Staypineapple South End Boston Amenities

Special amenities you have to look forward to during your stay include The Naked Experience featuring double duvet European-style bedding, cozy lightweight robes, dog-friendly, smoke-free, afternoon delights including coffee and signature pineapple cookie treats, pineapple quick bites and bevvies, in-room coffee and tea, unlimited bottled water and beach cruises. One of the most unique and active features includes their beach cruisers otherwise known as the official yellow and green Staypineapple bikes you can borrow and ride around town. It’s an excellent way to get in a workout and explore the city. There’s plenty to do within walking distance, but bikes make it all the more fun to get around. 

laid back hotel boston
Staypineapple South End Boston
Staypineapple South End Boston

My honest review of Staypineapple South End Boston

My experience at Staypineapple South End Boston was definitely a positive one. I’m used to staying at bit more high-end hotels and this one was super laid-back and fun. I love their pineapple theme and that dogs are welcomed here. I love the double duvet covers, one for me and one for Bubs. And I love the lightweight robes, the in-room coffee while getting ready and the fact that you can see the city street from your window for that classic South End feel. 

The hotel building itself definitely has an older feel to it. The ground floor feels a bit outdated and somewhat dusty from the constant traffic indoors and outdoors, but we got used to it pretty quickly. The hallways also had a somewhat musty smell to it, but not to the point where it was gross or overwhelming. The room itself was the cleanest and most immaculate part of the hotel which is most important. The hotel is great for more low-maintenance, laid-back, adventurous folks, and of course dog-lovers!

Overall, we had a great experience. I don’t think I would personally stay at another Staypineapple and that’s only because I prefer a bit more luxe vibes. 

Staypineapple South End Boston honest review

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Welcome to @autocamp 🌊🏕️  AutoCamp Cape Cod is located in Falmouth, MA and is home to iconic airstreams, classic cabins, luxury tents, a common space with food, drinks, lounges, and fire pits, and an incredible atmosphere in nature.  We stayed in one of the dog-friendly airstreams and loved being able to camp in comfort with its stunning interiors and modern amenities. Each classic airstream is equipped with a kitchenette with cooking and storage utensils, heating and air conditioning, a flat screen TV, an audio system with Bluetooth capabilities, a modern spa-inspired bathroom, luxury bath products, and a cozy bed.  If you’re looking to spend some time in nature in style, I highly recommend AutoCamp. They also have locations in epic places all around the country.  ✔️ Save this for your adventures on Cape Cod and send to someone you want to go glamping with!  #autocamp #glamping #glampinglife #capecod #capecodlife
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Welcome to @autocamp 🌊🏕️ AutoCamp Cape Cod is located in Falmouth, MA and is home to iconic airstreams, classic cabins, luxury tents, a common space with food, drinks, lounges, and fire pits, and an incredible atmosphere in nature. We stayed in one of the dog-friendly airstreams and loved being able to camp in comfort with its stunning interiors and modern amenities. Each classic airstream is equipped with a kitchenette with cooking and storage utensils, heating and air conditioning, a flat screen TV, an audio system with Bluetooth capabilities, a modern spa-inspired bathroom, luxury bath products, and a cozy bed. If you’re looking to spend some time in nature in style, I highly recommend AutoCamp. They also have locations in epic places all around the country. ✔️ Save this for your adventures on Cape Cod and send to someone you want to go glamping with! #autocamp #glamping #glampinglife #capecod #capecodlife
11 hours ago
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Welcome to @beauport_hotel in Gloucester, MA 🏨✨  If you’re looking for the perfect beach getaway, look no further than the Beauport Hotel because it is a true luxurious paradise. This stunning hotel located right on the beach offers sweeping ocean views, private balconies from your room, tasty cocktails on the deck, comfortable lounges spread throughout, cozy fireplaces, an intimate rooftop pool & hot tub, complimentary bikes to ride around town, the delicious @1606restaurantandoysterbar, and a beautiful beach to bask in the sun during the day and gaze at the magical sunset by night.  Between the beautiful hotel, luxurious amenities, amazing staff, and prime location, it’s truly perfect! We absolutely love it here and try to come back as often as possible.  ✔️ Save this for your adventures on the north shore and send to someone you want to go with!  #northshore #northshorema #gloucester #gloucesterma #capeann #capeannma
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Welcome to @beauport_hotel in Gloucester, MA 🏨✨ If you’re looking for the perfect beach getaway, look no further than the Beauport Hotel because it is a true luxurious paradise. This stunning hotel located right on the beach offers sweeping ocean views, private balconies from your room, tasty cocktails on the deck, comfortable lounges spread throughout, cozy fireplaces, an intimate rooftop pool & hot tub, complimentary bikes to ride around town, the delicious @1606restaurantandoysterbar, and a beautiful beach to bask in the sun during the day and gaze at the magical sunset by night. Between the beautiful hotel, luxurious amenities, amazing staff, and prime location, it’s truly perfect! We absolutely love it here and try to come back as often as possible. ✔️ Save this for your adventures on the north shore and send to someone you want to go with! #northshore #northshorema #gloucester #gloucesterma #capeann #capeannma
1 day ago
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Welcome to @granitelinks & @crossing_nines ⛳️🏌️‍♀️  This place has been on my list forever, and it did not disappoint. The range was packed (first come, first serve!) but we hung out, ordered some cocktails and enjoyed the lively atmosphere.  Crossing Nines is such a fun restaurant with an expansive menu. We ordered some apps & lobster rolls  while taking in the views of the golf course and the Boston skyline. It was truly the perfect Sunday afternoon.  ✔️Save this for your adventures in Mass and send to someone you want to go with!  #quincyma #massachusettsoutdoors
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Welcome to @granitelinks & @crossing_nines ⛳️🏌️‍♀️ This place has been on my list forever, and it did not disappoint. The range was packed (first come, first serve!) but we hung out, ordered some cocktails and enjoyed the lively atmosphere. Crossing Nines is such a fun restaurant with an expansive menu. We ordered some apps & lobster rolls while taking in the views of the golf course and the Boston skyline. It was truly the perfect Sunday afternoon. ✔️Save this for your adventures in Mass and send to someone you want to go with! #quincyma #massachusettsoutdoors
2 days ago
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Thank you for 70k🥹🤍 Here’s a little bit about me…
Thank you for 70k🥹🤍 Here’s a little bit about me…
Thank you for 70k🥹🤍 Here’s a little bit about me…
Thank you for 70k🥹🤍 Here’s a little bit about me…
Thank you for 70k🥹🤍 Here’s a little bit about me…
Thank you for 70k🥹🤍 Here’s a little bit about me…
Thank you for 70k🥹🤍 Here’s a little bit about me…
Thank you for 70k🥹🤍 Here’s a little bit about me…
Thank you for 70k🥹🤍 Here’s a little bit about me…
Thank you for 70k🥹🤍 Here’s a little bit about me…
Thank you for 70k🥹🤍 Here’s a little bit about me…
Thank you for 70k🥹🤍 Here’s a little bit about me…
Thank you for 70k🥹🤍 Here’s a little bit about me…
Thank you for 70k🥹🤍 Here’s a little bit about me…
Thank you for 70k🥹🤍 Here’s a little bit about me…
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Thank you for 70k🥹🤍 Here’s a little bit about me…
3 days ago
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4/6
Details in the caption ☀️👇🏻  Resorts just hit differently in the summer and Massachusetts happens to have some of the best. Here’s a few epic resorts I suggest visiting:  📍Beauport Hotel @beauport_hotel (in this video) - A luxurious seaside hotel in Gloucester, MA, offering stunning views of the Atlantic Ocean and Gloucester Harbor.  📍 Chatham Bars Inn @chathambarsinn - A luxury hotel in Chatham, MA, located on a private beach that offers a variety of amenities including a spa, golf course, and multiple restaurants.  📍Mirbeau Inn & Spa @mirbeauplymouth - A 50-guestroom spa retreat combining the amenities of a gracious French manor house, a world-class spa, and casually elegant dining, all with the elegant comforts and residential feel of a private estate.  📍 The Nantucket Hotel & Resort @thenantucket - A stunning staple on this island 30 miles out to sea dating back to 1891 with 2 seasonal heated pools, a hot tub, and a casual restaurant with a year-round deck.  📍 Harbor View Hotel @harborviewhotel - Located in Edgartown on Martha’s Vineyard, this historic hotel offers stunning views of the harbor. It also has multiple dining options and an outdoor pool.  📍Wequassett Resort @wequassett - Located in Harwich, MA, this Forbes double Five-Star Cape Cod resort offers breathtaking ocean views, award-winning dining, and world-class amenities for an amazing coastal getaway.  ✔️ Save this for your resort stays in Massachusetts and send someone you want to go with!  #massachusetts #massachusetts_igers #newenglandsummer
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Details in the caption ☀️👇🏻 Resorts just hit differently in the summer and Massachusetts happens to have some of the best. Here’s a few epic resorts I suggest visiting: 📍Beauport Hotel @beauport_hotel (in this video) - A luxurious seaside hotel in Gloucester, MA, offering stunning views of the Atlantic Ocean and Gloucester Harbor. 📍 Chatham Bars Inn @chathambarsinn - A luxury hotel in Chatham, MA, located on a private beach that offers a variety of amenities including a spa, golf course, and multiple restaurants. 📍Mirbeau Inn & Spa @mirbeauplymouth - A 50-guestroom spa retreat combining the amenities of a gracious French manor house, a world-class spa, and casually elegant dining, all with the elegant comforts and residential feel of a private estate. 📍 The Nantucket Hotel & Resort @thenantucket - A stunning staple on this island 30 miles out to sea dating back to 1891 with 2 seasonal heated pools, a hot tub, and a casual restaurant with a year-round deck. 📍 Harbor View Hotel @harborviewhotel - Located in Edgartown on Martha’s Vineyard, this historic hotel offers stunning views of the harbor. It also has multiple dining options and an outdoor pool. 📍Wequassett Resort @wequassett - Located in Harwich, MA, this Forbes double Five-Star Cape Cod resort offers breathtaking ocean views, award-winning dining, and world-class amenities for an amazing coastal getaway. ✔️ Save this for your resort stays in Massachusetts and send someone you want to go with! #massachusetts #massachusetts_igers #newenglandsummer
5 days ago
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5/6
Don’t sleep on the lobster rolls from Beach House Grill at @chathambarsinn 🦞👀  Hands down my favorite lobster roll I’ve had not just on the Cape, but all time. A New England summer isn’t complete without them! Paired with crispy French fries and a salted watermelon margarita, you truly cannot go wrong.  Not only is the food great, but the location and atmosphere is the epitome of summer on Cape Cod with quick access to the beach. It’s an absolute must-visit.  ✔️ Save this for your adventures on Cape Cod this summer!  #capecod #capecodma #capecodsummer #capecodlife #capecodinstagram #capecodvacation #capecodliving #lobsterroll
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Don’t sleep on the lobster rolls from Beach House Grill at @chathambarsinn 🦞👀 Hands down my favorite lobster roll I’ve had not just on the Cape, but all time. A New England summer isn’t complete without them! Paired with crispy French fries and a salted watermelon margarita, you truly cannot go wrong. Not only is the food great, but the location and atmosphere is the epitome of summer on Cape Cod with quick access to the beach. It’s an absolute must-visit. ✔️ Save this for your adventures on Cape Cod this summer! #capecod #capecodma #capecodsummer #capecodlife #capecodinstagram #capecodvacation #capecodliving #lobsterroll
1 week ago
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6/6
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