Historic Railroad Square Vacation Packages for 2026

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Top Hotel Deals

Hyatt Regency Sonoma Wine Country

Hyatt Regency Sonoma Wine Country

4 out of 5
170 Railroad Street Santa Rosa CA
0.1 km from Historic Railroad Square
Stay at this hotel in Santa Rosa. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the helpful staff and the clean rooms in our reviews. ...
Hotel La Rose

Hotel La Rose

3.5 out of 5
308 Wilson Street Santa Rosa CA
0.16 km from Historic Railroad Square
Book a stay at this historic hotel in Santa Rosa. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the restaurant and the helpful ...
AC Hotel by Marriott Santa Rosa Sonoma Wine Country

AC Hotel by Marriott Santa Rosa Sonoma Wine Country

3 out of 5
300 Davis Street Santa Rosa CA
0.18 km from Historic Railroad Square
Book a stay at this business-friendly hotel in Santa Rosa. Enjoy free WiFi, breakfast (surcharge), and a fitness center. Our guests praise the helpful staff ...
Courtyard by Marriott Santa Rosa

Courtyard by Marriott Santa Rosa

3 out of 5
175 Railroad St Santa Rosa CA
0.15 km from Historic Railroad Square
Stay at this hotel in Santa Rosa. Enjoy free WiFi, breakfast (surcharge), and a fitness center. Our guests praise the helpful staff in our reviews. Popular attractions ...
The Sandman Santa Rosa Sonoma, an Ascend Collection Hotel

The Sandman Santa Rosa Sonoma, an Ascend Collection Hotel

3 out of 5
3421 Cleveland Ave Santa Rosa CA
4.38 km from Historic Railroad Square
Book a stay at this business-friendly hotel in Santa Rosa. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the pool and the helpful staff ...
Oxford Suites Sonoma County

Oxford Suites Sonoma County

3 out of 5
67 Golf Course Drive W. Rohnert Park CA
8.17 km from Historic Railroad Square
Book a stay at this business-friendly hotel in Rohnert Park. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool ...
Fairmont Sonoma Mission Inn & Spa

Fairmont Sonoma Mission Inn & Spa

4 out of 5
100 Boyes Boulevard Sonoma CA
24.87 km from Historic Railroad Square
Book a stay at this spa resort in Sonoma. Enjoy 3 outdoor pools, a full-service spa, and 3 restaurants. Our guests praise the helpful staff in our reviews. Popular ...
DoubleTree by Hilton Sonoma - Wine Country

DoubleTree by Hilton Sonoma - Wine Country

4 out of 5
1 Doubletree Dr Rohnert Park CA
8.04 km from Historic Railroad Square
Book a stay at this golf hotel in Rohnert Park. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the helpful staff in our reviews. ...
El Bonita Motel

El Bonita Motel

3 out of 5
195 Main Street St. Helena CA
23.82 km from Historic Railroad Square
Stay at this motel in St. Helena. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular ...
Solage, Auberge Collection

Solage, Auberge Collection

5 out of 5
755 Silverado Trl Calistoga CA
20.92 km from Historic Railroad Square
Book a stay at this luxury hotel in Calistoga. Enjoy free WiFi, free parking, and 6 outdoor pools. Our guests praise the helpful staff in our reviews. Popular ...
Flamingo Resort & Spa Santa Rosa Sonoma, Tapestry by Hilton

Flamingo Resort & Spa Santa Rosa Sonoma, Tapestry by Hilton

4 out of 5
2777 4th St Santa Rosa CA
3.25 km from Historic Railroad Square
Book a stay at this spa hotel in Santa Rosa. Enjoy 2 outdoor pools, a full-service spa, and 2 bars/lounges. Our guests praise the pool and the helpful staff ...
La Quinta Inn & Suites Santa Rosa Sonoma

La Quinta Inn & Suites Santa Rosa Sonoma

3 out of 5
111 Commercial Court Santa Rosa CA
2.13 km from Historic Railroad Square
Book a stay at this business-friendly hotel in Santa Rosa. Enjoy free breakfast, free WiFi, and a fitness center. Our guests praise the breakfast and the helpful ...
Hotel Centro Sonoma Wine Country, Tapestry Collection Hilton

Hotel Centro Sonoma Wine Country, Tapestry Collection Hilton

4 out of 5
5870 Labath Ave Rohnert Park CA
9.47 km from Historic Railroad Square
Book a stay at this business-friendly hotel in Rohnert Park. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the bar ...
Sheraton Sonoma Wine Country Petaluma

Sheraton Sonoma Wine Country Petaluma

3.5 out of 5
745 Baywood Dr Petaluma CA
24.59 km from Historic Railroad Square
Book a stay at this business-friendly hotel in Petaluma. Enjoy free WiFi, a marina, and breakfast (surcharge). Our guests praise the helpful staff and the clean ...
Holiday Inn Express® Windsor Sonoma Wine Country by IHG

Holiday Inn Express® Windsor Sonoma Wine Country by IHG

2.5 out of 5
8865 Conde Lane Windsor CA
14.36 km from Historic Railroad Square
Book a stay at this golf hotel in Windsor. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. ...
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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.

Top Flight Deals

These prices were available within the past 7 days. Prices quoted are per person, round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Frontier Airlines
Tue, Dec 23 - Tue, Jan 6
LAX
Los Angeles Intl.
SFO
San Francisco Intl.
$78 Roundtrip, found 5 days ago
$78
Roundtrip
found 5 days ago
Select Frontier Airlines flight, departing Tue, Dec 23 from Los Angeles Intl. to San Francisco Intl., returning Tue, Jan 6, priced at $78 found 5 days ago
American Airlines
Thu, Dec 25 - Sun, Jan 4
LAX
Los Angeles Intl.
SFO
San Francisco Intl.
$132 Roundtrip, found 5 days ago
$132
Roundtrip
found 5 days ago
Select American Airlines flight, departing Thu, Dec 25 from Los Angeles Intl. to San Francisco Intl., returning Sun, Jan 4, priced at $132 found 5 days ago
Alaska Airlines
Thu, Dec 25 - Sun, Jan 4
LAX
Los Angeles Intl.
SFO
San Francisco Intl.
$147 Roundtrip, found 5 days ago
$147
Roundtrip
found 5 days ago
Select Alaska Airlines flight, departing Thu, Dec 25 from Los Angeles Intl. to San Francisco Intl., returning Sun, Jan 4, priced at $147 found 5 days ago
United
Thu, Dec 25 - Sun, Jan 4
LAX
Los Angeles Intl.
SFO
San Francisco Intl.
$147 Roundtrip, found 5 days ago
$147
Roundtrip
found 5 days ago
Select United flight, departing Thu, Dec 25 from Los Angeles Intl. to San Francisco Intl., returning Sun, Jan 4, priced at $147 found 5 days ago
Hawaiian Airlines
Wed, Jan 14 - Tue, Jan 27
ORD
O'Hare Intl.
SFO
San Francisco Intl.
$157 Roundtrip, just found
$157
Roundtrip
just found
Select Hawaiian Airlines flight, departing Wed, Jan 14 from O'Hare Intl. to San Francisco Intl., returning Tue, Jan 27, priced at $157 just found