Historic Railroad Square Vacations from $310
Book a Hotel + Flight or Car together to unlock savings
Better together
Save up to $1,045 when you book a flight and hotel together*
Find the right fit
With over 300,000 hotels worldwide, it's easy to create a perfect package
Rest easy
Plan, book, and manage your trip all in one place
The Latest Historic Railroad Square Vacation Packages
Price found within the past 48 hours. Click for updated prices.
1 Hotel San Francisco
Downtown San Francisco
Save 100% on your flight
per person
Aug 22 - Aug 25
found 1 day ago
Roundtrip flight included
Dallas (DFW) to San Francisco (SFO)
9.2/10 Wonderful! (414 reviews)
Property and room service very clean & professional. Rooms & hotel smelled like a spa all the way through. I didnt like that there wasnt a microwave in the room or common areas, but i get it!!
Reviewed on Jun 30, 2025
Hampton Inn San Francisco Downtown/Convention Center
Downtown San Francisco
Save 100% on your flight
per person
Sep 4 - Sep 8
found 1 day ago
Roundtrip flight included
Dallas (DFW) to San Francisco (SFO)
7.6/10 Good! (1,030 reviews)
Great place to stay with an amazing roof top view of the city
Reviewed on Jun 28, 2025
WorldMark San Francisco
Union Square
Save 100% on your flight
per person
Sep 14 - Sep 19
found 20 hours ago
Roundtrip flight included
Dallas (DFW) to San Francisco (SFO)
8.4/10 Very Good! (10 reviews)
Great location but staff was not engaging. There was an urgency to purchase timeshare at the location. WiFI is not included with stay.
Reviewed on May 30, 2023
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
1 out of top 10 points of interest in this area
While visiting Downtown Santa Rosa, you might make a stop by sights like Old Courthouse Square and Sonoma County Museum.
Historic Railroad Square Hotel Deals
Hotel La Rose
308 Wilson Street, Santa Rosa, CA
Fully refundableReserve now, pay when you stay
$118 nightly
The price is $137 total per night from Jul 15 to Jul 16
$137 total
Jul 15 - Jul 16
Total includes taxes and fees
9/10 Wonderful! (1,182 reviews)
"It is very charming! Beautiful courtyard! Great Staff!"
Reviewed on Jun 28, 2025
Hyatt Regency Sonoma Wine Country
170 Railroad Street, Santa Rosa, CA
Fully refundableReserve now, pay when you stay
$162 nightly
The price is $188 total per night from Jul 13 to Jul 14
$188 total
Jul 13 - Jul 14
Total includes taxes and fees
8/10 Very Good! (1,010 reviews)
"Beautiful property with gated parking. Neighborhood could be a little iffy at night, but there’s a lot of restaurants and stuff going on so we felt safe. My only complaint was we didn’t get any room services second day we were there. I had to go to the desk and ask for clean towels and for someone ..."
Reviewed on Jun 27, 2025
AC Hotel by Marriott Santa Rosa Sonoma Wine Country
300 Davis Street, Santa Rosa, CA
Fully refundableReserve now, pay when you stay
$140 nightly
The price is $163 total per night from Jul 13 to Jul 14
$163 total
Jul 13 - Jul 14
Total includes taxes and fees
8.6/10 Excellent! (517 reviews)
"Awesome property"
Reviewed on Jun 29, 2025
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
4.5/5(67 reviews)
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.
Sonoma County Fairgrounds
4/5(54 reviews)
Enjoy a round of golf in Santa Rosa at Sonoma County Fairgrounds. Amble around this family-friendly area's picturesque gardens and enjoy its top-notch restaurants.
Things to do
Self-Guided Audio Driving Tour of Sonoma and Napa Valley
$17
per traveler
Santa Rosa North Sonoma County Small Group Winery Tour
$141
per adult
100% of travellers recommend
Sonoma Valley Open Air Wine Trolley Tour
$135
per traveler
94% of travellers recommend
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.