Jackson Square Vacations from $455
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Your Jackson Square Vacation
Discover everything that Jackson Square has to offer with a tailor-made Jackson Square vacation package. From its history and dining to its culture and more, it's easy to fall for the allure of this food-lovers neighborhood. Eager to explore the sights during your trip to Jackson Square? Be sure to stop by nearby attractions such as Pier 39, Alcatraz Island and Lombard Street. Don't just think about it — do it! Reserve your ultimate Jackson Square vacation with Expedia and enjoy traveling your way.
The Latest Jackson Square Vacation Packages
The Westin St. Francis San Francisco on Union Square
Reviewed on Aug 24, 2026
Hotel Riu Plaza Fisherman's Wharf
Reviewed on Aug 24, 2026
Four Seasons Hotel San Francisco
Reviewed on Aug 21, 2026
Where to stay in Jackson Square
Fisherman's Wharf
Discover Pier 39, Ghirardelli Square, and the San Francisco Maritime National Historical Park in this bustling tourist hotspot. Savor seafood at family-owned restaurants and explore the sea lion colony, while enjoying convenient cable car access.
Union Square
Major tourist destination in downtown San Francisco, Union Square boasts shopping, hotels, and theaters. Explore department stores, boutiques, and galleries, or catch a performance at various theaters. Enjoy the Dewey Monument and stunning views from nearby hotels. Easily accessible via cable car lines, buses, and subway systems.
Downtown San Francisco
Serving as San Francisco's central business district, this area boasts Northern California's two tallest buildings, the Salesforce Tower and Transamerica Pyramid. Explore shopping malls like the Embarcadero Center and enjoy parks such as Sue Biermann Park, all easily accessible via Muni bus and rail lines.
South of Market
From baseball games to top-notch art exhibits, find endless entertainment in one of San Francisco’s fastest-growing neighborhoods.
Nob Hill
Luxury hotels, historic mansions, and Michelin-starred restaurants abound in this upscale area. Explore Union Square shopping district, Grace Cathedral, and the SF Masonic Auditorium for a taste of culture and history.
Jackson Square Hotel Deals
Holiday Inn Golden Gateway by IHG
Hotel Riu Plaza Fisherman's Wharf
"This hotel was perfect! Centrally located and walking distance to fisherman’s warf and plenty of shopping and eateries. We highly recommend the stay here!"
Reviewed on Aug 24, 2026
Handlery Union Square Hotel
Stay near popular Jackson Square attractions
The Cigar Bar & Grill
Things to do
Alcatraz Inside Prison Tour with Free App Audio Packages
California Academy of Sciences Daytime Admission
