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4* Staypineapple, Union Square

Staypineapple, An Elegant Hotel, Union Square San Francisco, Geary Street, San Francisco, CA, USA

4* Staypineapple, Union Square

Boutique, City Centre

Staypineapple has never been interested in behaving like a serious corporate hotel, and Staypineapple, An Elegant Hotel, Union Square San Francisco combines a handsome 1913 building with considerably sillier pineapple-themed touches.

The brand’s wonderfully comfortable double-duvet beds are the star upstairs, while guests also get a welcome drink, afternoon pineapple treats and coffee, refillable water bottles and use of bright yellow Pineapple Bikes. There isn’t a full restaurant or gym, but Quick Bites & Bevvies handles emergency snacks and drinks around the clock.

Union Square, theatres and public transport are nearby, with Muni making trips to the Castro straightforward. The hotel is also unusually enthusiastic about pets, whether canine or otherwise.

GayMapper tip: Take one of the bikes out while San Francisco’s weather is behaving – then come back for pineapple cookies with a completely clear conscience.

Hotels you might like in San Francisco

5* Four Seasons Embarcadero

5* Four Seasons Embarcadero

You don't come here for street-level views. Four Seasons Hotel San Francisco at Embarcadero occupies the top 11 floors of a 48-storey tower, so even breakfast can come with the Bay, Golden Gate Bridge and city spread out below you. The rooms are elegant and understated, with sky-high windows doing most of the decorating. Orafo now serves California-influenced Italian food downstairs, while a 2026 addition, Weather Permitting, has brought a seasonal pop-up bar to the 40th-floor terrace. There’s also a 24-hour fitness centre and an extensive programme of in-room wellness options. The Financial District puts Chinatown, the Ferry Building and Embarcadero close by. For LGBTQ nightlife you’ll travel towards the Castro or SoMa, but the reward here is that extraordinary elevated setting. GayMapper tip: This is one time when “high floor requested” is unnecessary – every guest room is already way up in the sky.

Luxury, City Centre

3* Kensington Park Hotel

3* Kensington Park Hotel

There’s a pleasantly old-fashioned San Francisco feel to Kensington Park Hotel, housed in a 1925 Gothic-style building just off Union Square. Hand-painted ceilings and dark wood in the lobby set the tone before you even reach the classic, comfortably furnished bedrooms. One especially welcome feature is what you don’t get: there’s currently no amenity or resort fee. WiFi is complimentary, the rooms are relatively spacious for central San Francisco and cable cars pass close by for the wonderfully impractical-but-fun journey towards Fisherman’s Wharf. Dining can be charged back from nearby partner restaurants. The Castro isn’t around the corner, but Powell Street transport makes reaching the main gay nightlife straightforward, while Chinatown, theatres and Downtown attractions are much closer. GayMapper tip: A good pick if you like proper historic hotels but would rather spend your money on dinner than another mysterious daily “destination fee.”

Boutique, City Centre

4* Hotel Zephyr

4* Hotel Zephyr

Shipping containers, giant games and fire pits aren't the usual Fisherman’s Wharf formula. Hotel Zephyr takes the waterfront setting and has considerably more fun with it, filling the hotel with recycled nautical materials and playful industrial design. The 361 rooms have a shipyard-inspired look, with some adding balconies or direct Bay views. The real star is The Yard, an 8,000-square-foot outdoor space packed with oversized games, sculptures and four fire pits; there’s also an indoor games room with pool, ping-pong and shuffleboard. A daily amenity fee applies, so factor that into the rate. Pier 39 is virtually outside, while the Castro and SoMa LGBTQ nightlife are journeys for later rather than neighbourhood attractions. GayMapper tip: Zephyr works particularly well with friends – fire pits, games and waterfront wandering give you plenty to do before you’ve even started sightseeing.

Boutique, City Centre

5* Palace Hotel

5* Palace Hotel

If your hotel fantasy involves chandeliers and a glass-domed swimming pool, Palace Hotel, a Luxury Collection Hotel, San Francisco is happy to oblige. This grand Market Street landmark has been part of the city since the 19th century and still knows how to make an entrance. The Garden Court is the showstopper, filled with light beneath its enormous glass dome and crystal chandeliers, while the Pied Piper bar contains Maxfield Parrish’s famous namesake painting. Upstairs, the indoor pool sits beneath another glass roof, joined by a 24-hour fitness centre. Rooms continue the traditional-luxury mood with high ceilings and marble bathrooms. Montgomery Street BART and Muni are outside, making the Castro simple to reach while Chinatown, Union Square and the Embarcadero are much closer. GayMapper tip: Even if you skip afternoon tea, go and look at the Garden Court – subtle it absolutely is not.

Luxury, City Centre

4* Argonaut Hotel

4* Argonaut Hotel

San Francisco’s maritime history isn’t exactly subtle at Argonaut Hotel – and that’s why it works. The hotel occupies the huge historic Haslett Warehouse right on Fisherman’s Wharf, with exposed brick, nautical details and views towards Alcatraz, the Golden Gate Bridge and the Bay. There are 252 rooms and suites, many with water views, plus bike rentals for exploring the waterfront. Blue Mermaid downstairs is still known for its chowders and seafood, with one of the relatively rare restaurant patios around the Wharf. The hotel is also certified as a green business. Ghirardelli Square, Aquatic Park and the cable-car turnaround are steps away. The Castro is across town, so nights in the main LGBTQ district require transport, but sightseeing could hardly be more convenient. GayMapper tip: If you’re going to stay at Fisherman’s Wharf, pay a little extra for a Bay-view room – otherwise you’re missing half the fun.

Boutique

4* Staypineapple, Union Square

4* Staypineapple, Union Square

Staypineapple has never been interested in behaving like a serious corporate hotel, and Staypineapple, An Elegant Hotel, Union Square San Francisco combines a handsome 1913 building with considerably sillier pineapple-themed touches. The brand’s wonderfully comfortable double-duvet beds are the star upstairs, while guests also get a welcome drink, afternoon pineapple treats and coffee, refillable water bottles and use of bright yellow Pineapple Bikes. There isn’t a full restaurant or gym, but Quick Bites & Bevvies handles emergency snacks and drinks around the clock. Union Square, theatres and public transport are nearby, with Muni making trips to the Castro straightforward. The hotel is also unusually enthusiastic about pets, whether canine or otherwise. GayMapper tip: Take one of the bikes out while San Francisco’s weather is behaving – then come back for pineapple cookies with a completely clear conscience.

Boutique, City Centre

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Tours & Experiences in San Francisco

San Francisco has never exactly struggled for personality. Visit Alcatraz, cross the Golden Gate Bridge or wander Chinatown, then head towards the Castro for a little LGBTQ history, a few drinks and one of the city’s most famously colourful neighbourhoods.


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