Jackson Square Vacations from $665
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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 Oct 16, 2026
Hotel Riu Plaza Fisherman's Wharf
Reviewed on Oct 19, 2026
Where to stay in Jackson Square
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.
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.
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
"Great place - good location and rooms are nice. Thoughtful touches."
Reviewed on Oct 18, 2026
Hotel Riu Plaza Fisherman's Wharf
"Great location, but felt a little dated and the room was quite small. Breakfast buffet was good but extremely busy. Parking was pricey at $65 per night. Decent overall.. you pay for the location."
Reviewed on Oct 19, 2026
Hilton San Francisco Financial District
Stay near popular Jackson Square attractions
The Cigar Bar & Grill
Things to do
Alcatraz Inside tour with Round trip ferry & Audio App Packages
California Academy of Sciences Daytime Admission
