Historic Railroad Square Vacations from $523
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The Latest Historic Railroad Square Vacation Packages
Price found within the past 48 hours. Click for updated prices.
The Westin St. Francis San Francisco on Union Square
Union Square
Save 100% on your flight
Price was $1,054, price is now $523 per person
$523
per person
May 14 - May 17
found 1 day ago
Roundtrip flight included
Dallas (DAL) to San Francisco (SFO)
8.8/10 Excellent! (2,383 reviews)
It's delusional, giving the price tag. Even the WiFi isn't really free. Room service feel like a trap with 9%+15% fee on restaurant dishes that don't show prices upfront!! Breakfast meaningless, check-in staff is really bad and confused, not forthcoming and definitely unhelpful.
Reviewed on Apr 7, 2026
Club Wyndham Canterbury
Union Square
Price was $2,505, price is now $679 per person
$679
per person
Jul 3 - Jul 6
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to San Francisco (SFO)
9.2/10 Wonderful! (733 reviews)
Great location, good-sized rooms, pretty clean, comfortable bed. The bathroom was pretty big, but there are no counters; the sink is very small, and there's no space for my makeup or facial products.
The area has many restaurant choices, within walking distance of shopping centers.
Reviewed on Apr 2, 2026
The Huntington Hotel
Downtown San Francisco
Save 100% on your flight
Price was $2,584, price is now $1,461 per person
$1,461
per person
Jul 2 - Jul 7
found 1 day ago
Roundtrip flight included
Dallas (DFW) to San Francisco (SFO)
10/10 Exceptional! (2 reviews)
After a long hiatus, the Hunington is back, and thanks to the owners and Ken Faulk, the property is as it was in 1980 but with the addition of a lobby bar and understated elegance in the all new rooms and interiors. The Big Four looks like it was never touched. I never imagined an old hotel that everyone loved could have been brought back so elegantly.
Reviewed on Mar 27, 2026
The Grove Inn
Western Addition
Save 100% on your flight
Price was $1,698, price is now $978 per person
$978
per person
Jun 21 - Jun 26
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to San Francisco (SFO)
9.2/10 Wonderful! (701 reviews)
It felt like a boarding house. No common area to sit on a couch and relax. Our window opened onto an air shaft and no view. Neighborhood parking is nonexistent so only stay if using Uber. The bed and bath were clean. However I would not stay there again.
Reviewed on Mar 29, 2026
Fairmont Heritage Place, Ghirardelli Square
Fisherman's Wharf
Save 100% on your flight
Price was $6,159, price is now $3,553 per person
$3,553
per person
Jul 2 - Jul 7
found 1 day ago
Roundtrip flight included
Dallas (DFW) to San Francisco (SFO)
9.4/10 Exceptional! (393 reviews)
Nothing but great things to say about this place! So much to do and see and staff is sooo nice and helpful.
Reviewed on Apr 5, 2026
Where to stay in Historic Railroad Square
Find the best Historic Railroad Square areas and neighborhoods for the activities you enjoy most. Learn more about Historic Railroad Square
Downtown Santa Rosa
While visiting Downtown Santa Rosa, you might make a stop by sights like Old Courthouse Square and Santa Rosa Plaza Shopping Center.
Historic Railroad Square Hotel Deals
Hotel La Rose
308 Wilson Street Santa Rosa CA
Fully refundableReserve now, pay when you stay
$119 nightly
The price is $138 total per night from Apr 12 to Apr 13
$138 total
Apr 12 - Apr 13
Total with taxes and fees
9.2/10 Wonderful! (1,338 reviews)
They really keep this historic hotel in tip top shape. Pablo at the front desk is always super helpful. Feels like going back in time yet everything works. Super location too.
Reviewed on Apr 10, 2026
Hyatt Regency Sonoma Wine Country
170 Railroad Street Santa Rosa CA
Fully refundableReserve now, pay when you stay
$185 nightly
The price is $215 total per night from May 10 to May 11
$215 total
May 10 - May 11
Total with taxes and fees
8.4/10 Very Good! (1,005 reviews)
All good
Reviewed on Apr 10, 2026
AC Hotel by Marriott Santa Rosa Sonoma Wine Country
300 Davis Street Santa Rosa CA
Fully refundableReserve now, pay when you stay
$152 nightly
The price is $177 total per night from Apr 26 to Apr 27
$177 total
Apr 26 - Apr 27
Total with taxes and fees
8.8/10 Excellent! (643 reviews)
Wonderful property. Walking distance to many great places to eat and drink.
Reviewed on Mar 22, 2026
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Discover the most popular places to visit in Historic Railroad Square
Railroad Square Historic District
During your trip to Santa Rosa, you can search for that perfect souvenir at Railroad Square Historic District. While in this walkable area, you can savor the top-notch restaurants.
Safari West
Explore the lovely green spaces of Safari West and also enjoy the biking trails in Santa Rosa. Amble around this romantic area's riverfront and enjoy its wineries.
Charles M. Schulz Museum
You can spend time browsing the exhibits at Charles M. Schulz Museum during your travels in Santa Rosa. Attend a sporting event or simply enjoy the top-notch restaurants while you're in the area.
Things to do
Sebastopol: Guided Wine Tasting Experience with Sommelier
$175
per adult
Santa Rosa North Sonoma County Small Group Winery Tour
$151
per adult
100% of travellers recommend
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.