Nicolas Sitter
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Weekly until 19 Oct 2026, monthly from November 2026Week of 2026-10-19

AI Hotel Landscape

How leading AI assistants recommend hotels: 616 prompts across 56 destinations, a monthly edition checked before it is published.

Data is directional. Some prompts retry due to upstream variance, so absolute counts can shift ±5% between editions.

Staypineapple, An Elegant Hotel, Union Square San Francisco

How 6 AI assistants recommend this property. Week of October 19, 2026. Tracked for 9 weeks.

Latest edition
1
mentions across 6 AIs
Peak
6
best week
Mentioning AIs
1/6
latest edition
Total links
21
all time
Location
580 Geary St, San Francisco, CA 94102
PROMPTS

Where this hotel showed up

Each prompt below resolved to Staypineapple, An Elegant Hotel, Union Square San Francisco at least once. The "reason" is the AI's own one-line explanation when it returned the hotel in structured form.

“boutique hotels in Union Square, San Francisco”
San Francisco, US6 of 6 AIs15 weeks24 quotes
ChatGPT · 11-02
“Charming historic building with cozy rooms and a playful personality, suited to a smaller-scale hotel stay.”
Gemini · 10-19
“A charming and vibrant historic boutique hotel located just a short walk from Union Square.”
Copilot · 09-21
“Historic boutique property with playful design, bright rooms, and free bike rentals.”
ChatGPT · 07-27
“A colorful boutique hotel known for exceptionally comfortable beds and good value near Union Square.”
Google AI Mode · 07-27
“A charming, bright, and distinctive hotel known for its high-touch service and personality near the square.”
ChatGPT · 07-20
“A colorful boutique hotel with comfortable rooms and an easy walk to shopping, theaters, and cable cars.”
“best hotels in Union Square, San Francisco”
San Francisco, US3 of 6 AIs11 weeks14 quotes
Google AI Mode · 10-19
“A cozy, quirky-chic boutique hotel featuring exceptional comfort and complimentary cruiser bikes just steps from the square.”
ChatGPT · 09-07
“A stylish boutique hotel in the heart of Union Square with a distinctive personality and comfortable rooms.”
Gemini · 09-07
“A historic and vibrant boutique option providing bright, comfortable rooms and a chic bistro right near Union Square.”
Google AI Mode · 08-10
“A vibrant boutique option praised for its exceptional signature bedding and charming, highly walkable location near Union Square.”
ChatGPT · 08-03
“Fun boutique hotel with comfortable accommodations and a convenient Union Square location.”
Google AI Mode · 07-27
“A charming, highly-rated boutique option known for its personalized service and unique, stylish decor.”
“best hotels in San Francisco for solo travelers”
San Francisco, US3 of 6 AIs6 weeks8 quotes
ChatGPT · 09-14
“A charming, centrally located boutique hotel that works well for solo travelers who plan to spend most of their time exploring.”
Gemini · 09-07
“This vibrant boutique hotel provides cozy, intimate rooms and a central location with free bike rentals, making it ideal for solo explorers.”
Gemini · 08-31
“Combines a welcoming boutique charm with a central location that lets solo adventurers easily explore the city on foot.”
Google AI Mode · 08-31
“A cozy, character-rich boutique property providing complimentary bicycle rentals and a welcoming, social atmosphere right near the theater and shopping districts.”
Google AI Mode · 08-31
“A cozy, character-rich boutique property providing complimentary bicycle rentals and a welcoming, social atmosphere right near the theater and shopping districts.”
Google AI Mode · 08-24
“Compact and immaculate rooms paired with complimentary bike rentals make it a fun, highly walkable option for solo guests.”
“affordable hotels in San Francisco under $200”
San Francisco, US3 of 6 AIs5 weeks7 quotes
Perplexity · 07-06
“Stylish, consistently well-rated option in Union Square with good value for money and perks.”
ChatGPT · 05-25
“Boutique hotel with modern amenities and a lively atmosphere at a reasonable price point.”
Grok · 05-11
“Elegant boutique hotel steps from Union Square with stylish rooms and excellent service, often offering rates under $200 in a prime central spot.”
Grok · 05-04
“Stylish historic boutique in excellent Union Square spot with great reviews for comfort and location, frequently available under $200.”
Grok · 05-04
“Highly rated boutique hotel in prime Union Square location with stylish rooms and excellent reviews, often available under $200/night.”
Grok · 05-04
“Highly rated boutique hotel in prime Union Square location with stylish rooms and excellent reviews, often available under $200/night.”
“hotels near Golden Gate Bridge, San Francisco”
San Francisco, US1 of 6 AIs1 week1 quote
Google AI Mode · 06-22
“Located in the nearby Cow Hollow neighborhood, providing quick access to the bridge via the Presidio.”
“best hotels in San Francisco for couples”
San Francisco, US1 of 6 AIs1 week1 quote
ChatGPT · 05-25
“A playful boutique hotel with stylish rooms and easy access to date-night spots around Union Square.”
PER-AI MENTIONS

Mentions per AI assistant, by edition

One line per AI. Each point is the number of times the assistant named this property across the 11 prompt templates for its city, that week.

03604-2705-0405-2506-1506-2207-1307-2009-0710-19mentions
ChatGPTGeminiPerplexityGrokCopilotGoogle AI Mode

Weekly until 19 Oct 2026, monthly from November 2026

WeekChatGPTGeminiPerplexityGrokCopilotGoogle AI ModeTotal
October 19, 2026—————11
September 7, 2026—2————2
July 20, 2026—————22
July 13, 2026—2————2
June 22, 2026—————22
June 15, 2026—————22
May 25, 2026—2————2
May 4, 2026———6——6
April 27, 2026———2——2
See live ChatGPT data →MethodologyVisit Staypineapple, An Elegant Hotel, Union Square San Francisco →