Cool little hotel that used to be a house. Staff was awesome and went way out of their way to be helpful. Breakfast was super with eggs to order. In the evening they even had a couple of bottles of wine in the patio for the guests - and crackers with home made dips. Room and baths were spacious and very nice. And free WiFi. We were there in the Spring so don't if they have air conditioning when it gets warm.
This Hotel was amazing. Great room with a large double bed. Very helpful reception. Breakfast in the morning was also amazing with a great view of the harbor. The connecting restaurant was fantastic (Casa Bella) the location is great also. Beautiful street everywhere.
staff of the hotel is incedible friendly. You can feel friendly amosphere around. Unfortunately big minus for hot water which runs only after some time.
I found the Hotel Cirilo Armstrong to be a little slice of paradise. Valporaiso is a wonderful town, but it is full of tourists. It was nice to be able to get away from the crowds with your own private hot tub back home. The hotel itself feels like a super cool Spanish apartment. Breakfast is great, and the staff is kind. The front desk speaks very good English and was super helpful when I needed to get a taxi that accepted credit cards. I would absolutely stay here again, and can’t recommend the hotel and it’s hot tubs highly enough.
Wow, just amazing. Unbelievable for the price. Cool old building in an awesome location. Friendly staff whose personalities fit this youthful, bohemian city perfectly. Loved the roof top patio, and the breakfast literally made me feel like royalty. I'll be back again someday.
We stayed four nights in one of the lofts (townhouse) located next to/attached to the hotel building. The loft was clean, had lots of space, fast WiFi, an enclosed garage, a rooftop patio, comfortable beds and good linens. The included breakfast was the best hotel breakfast we've had in a long while, and the dinner in the rooftop restaurant was also excellent. We would definitely stay here again if we returned to Valparaiso.
Vibrant Style and Energy
From seeing it grow in the distance as we neared the property to the moment we departed, our stay at the WineBox was nothing short of a joyful experience in every sense of the word. Like an immersive artscape, the world built within those layered and stacked containers is a kitschy and delightful hipster fever dream. Locally commissioned street art throughout perfectly reflects the visual vibe that has become a hallmark of Valparaiso itself. Our first night, we went up to the rooftop bar for a starter drink, and even though it was closed, we were warmly welcomed in by fabulous owners/designers Grant & Camila, sharing their dinner and their stories. It’s the attention to detail and jaunty irreverence that truly sets this property apart. From the extensive in-room wine selection, the welcome scrabble on the fridge, the cutlery with stamped phrases like “Muerdeme, Lick Me, or Fork You,” to the repurposed tubs and sinks and wine bottle light fixtures the atmosphere is absolute fun. Being a birthday stay, we opted for the Malbec Suite, the double container under the defiant gaze of Foxy Brown with an outdoor balcony and living area that doubles the space and 180 views of all of Valpo.
Very charming ambiance. Perfect for romantic weekend or resting weekend Beautiful view on Valparaiso bay! Very good restaurant but service a bit slow which doesn't compromise the overall experience
Beautiful old house converted into a boutique hotel. Marcel and wife (owners) are very friendly and knowledgeable and prepare excellent food. Fantastic location in Concepción and they also have a wonderful rooftop with amazing views. Highly recommend! Definitely stay here!
Wonderful Boutique Hotel. Our room had an amazing view of both, Valparaíso and Viña Del Mar. The bed was comfortable, the bathroom was neat and the decor was tastefully chosen to match the vintage style of the hotel. Staff was friendly and helpful. Loved it!
Wonderful hotel ! We had a very pleasant stay there for our honeymoon ! The location is just perfect on the Conception hill and in the center of Valparaiso. There are a lot of restaurants and coffee shops in the area. Employees are very helpful. Rooms are extremely clean and benefit from one of the best view of city. The breakfast is delicious and can be served very early in your room. Go there if you want an unforgettable experience in Valparaiso!
This place is a gem! Great hosts, great view of the harbor from rooftop terrace...and a delicious breakfast. They also have a private garage available if you have valuables in the car. Highly recommend. $8 uber to downtown.
Lovely terrace overlooking the port and the town. We went for a mid afternoon pitstop - great service, good WiFi and lovely selection of drinks. For the view and space it’s excellent value for money
I do my best to keep this list as up-to-date as possible. I last updated it in March 2025. If you know of a hipster hotel that should be on the list, let me know. Click here to contact me. Thanks!
10+
10+
10+
10+
10+
10+
10+
10+
10+
10+
10+
10+
5+
10+
10+
10+
10+
10+