Historic Railroad Square Vacations from ¥249,224

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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

The Westin St. Francis San Francisco on Union Square

Union Square
¥249,224
per person
Nov 1 - Nov 8
found 1 day ago
Roundtrip flight included
Tokyo (TYO) to San Francisco (SFO)
8.8/10 Excellent! (2,259 reviews)
Fairmont San Francisco

Fairmont San Francisco

Downtown San Francisco
¥633,744
per person
Oct 5 - Oct 10
found 9 hours ago
Roundtrip non-stop flight included
Tokyo (NRT) to San Francisco (SFO)
9/10 Wonderful! (1,554 reviews)
Hotel Riu Plaza Fisherman's Wharf

Hotel Riu Plaza Fisherman's Wharf

Fisherman's Wharf
¥463,708
per person
Oct 5 - Oct 10
found 9 hours ago
Roundtrip non-stop flight included
Tokyo (NRT) to San Francisco (SFO)
9/10 Wonderful! (7,632 reviews)
I already did this. Bartender was awful. Took her forever to acknowledge us at all.?receptionist was wonderful.

Reviewed on Aug 29, 2026

The Jay, Autograph Collection

The Jay, Autograph Collection

Downtown San Francisco
¥558,909
per person
Oct 5 - Oct 10
found 9 hours ago
Roundtrip non-stop flight included
Tokyo (NRT) to San Francisco (SFO)
9.4/10 Exceptional! (484 reviews)
This is my husband's and my go to hotel in San Francisco. The room are very large and the recent renovation is calm, modernist, and sophisticated, referencing, e.g., the work of artist Ruth Asawa and Eileen Gray. Lots of hot water, helpful lights and plugs in the room. Plus we can walk to plenty of restaurants, shopping and the Embarcadero. Enjoy!

Reviewed on Aug 24, 2026

Hotel G San Francisco

Hotel G San Francisco

Union Square
¥447,073
per person
Oct 5 - Oct 10
found 9 hours ago
Roundtrip non-stop flight included
Tokyo (NRT) to San Francisco (SFO)
9.2/10 Wonderful! (1,013 reviews)
This was a very nice hotel. Kind of a modern style but very clean, a good value, and the staff was very friendly and helpful.

Reviewed on Aug 25, 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
A paved path with cyclists, surrounded by trees and a signpost indicating the Joe Roddale Trail.

Southwest Santa Rosa

When in Southwest Santa Rosa, you can plan a visit to Railroad Square Historic District and Old Courthouse Square, some noteworthy sights in the nearby area.

A white church with a bell tower and palm trees.

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 Santa Rosa Plaza Shopping Center.

A vineyard with rows of grapevines on a hillside.

Junior College Neighborhood Association

Junior College Neighborhood Association might not have many top sights, but Old Courthouse Square and Railroad Square Historic District are two attractions nearby that you can check out.

A grassy path leading to a mountain range with a clear sky and clouds.

Memorial Hospital Neighborhood

1 out of top 10 points of interest in this area

While Memorial Hospital Neighborhood might not have many sights to explore, venturing just a little farther will lead you to top things to see and do like Sonoma County Fairgrounds and Old Courthouse Square.

A multi-story building with a brick facade, large windows, and a covered entrance area.

West Junior College

1 out of top 10 points of interest in this area

While West Junior College might not have many sights to explore, venturing just a little farther will lead you to top things to see and do like Charles M. Schulz Museum and Redwood Empire Ice Arena.

Historic Railroad Square Hotel Deals

Hotel La Rose

Hotel La Rose

308 Wilson Street Santa Rosa CA
Fully refundableReserve now, pay when you stay
¥15,604
¥18,132 total
Sep 7 - Sep 8
includes taxes & fees
9.2/10 Wonderful! (1,489 reviews)
"Excellent service and rooms - as always!"

Reviewed on Aug 29, 2026

Hotel La Rose
Hyatt Regency Sonoma Wine Country

Hyatt Regency Sonoma Wine Country

170 Railroad Street Santa Rosa CA
Fully refundableReserve now, pay when you stay
¥22,997
¥33,182 total
Sep 27 - Sep 28
includes taxes & fees
Hyatt Regency Sonoma Wine Country
AC Hotel by Marriott Santa Rosa Sonoma Wine Country

AC Hotel by Marriott Santa Rosa Sonoma Wine Country

300 Davis Street Santa Rosa CA
Fully refundableReserve now, pay when you stay
¥22,909
¥26,619 total
Aug 30 - Aug 31
includes taxes & fees
AC Hotel by Marriott Santa Rosa Sonoma Wine Country
See all 2,337 properties in Historic Railroad Square
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.

Stay near popular Historic Railroad Square attractions

A table with various sushi dishes, a jar of soy sauce, and a small bowl of wasabi.
Photo by A Jaunt With Joy

Railroad Square Historic District

8.8/10 (241 reviews)
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.
See properties
A Santa Rosa Convention & Visitors Bureau building with a stone facade and a covered entrance.

California Welcome Center

7.0/10 (2 reviews)
After visiting California Welcome Center, make a plan to see the other sights and activities in Santa Rosa. Attend a sporting event or simply enjoy the top-notch restaurants while you're in the area.
See properties

Things to do

Self-Guided Wine Tasting Audio Tour - Calaveras County

Calaveras Wine Tour - Self-Guided Audio Experience

¥4,874
per traveler
Calaveras Wine Tour - Self-Guided Audio Experience
Sebastopol: Guided Wine Tasting Experience with Sommelier

Sebastopol: Guided Wine Tasting Experience with Sommelier

¥27,932
per adult
Sebastopol: Guided Wine Tasting Experience with Sommelier
Take in breathtaking coastal views along one of Sonoma County’s most stunning backroads.

Private Sonoma Hidden Gems Redwoods Coast and Artisan Picnic

¥175,092
per traveler
Private Sonoma Hidden Gems Redwoods Coast and Artisan Picnic
See all activities in Santa Rosa
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.