Simi Winery Vacation Deals: Simi Winery, Healdsburg Holidays

Simi Winery vacation package deals

Price found within the past 48 hours. Click for updated prices.

Union Square Plaza Hotel

Union Square

CA $1,044

per person

Dec 7 - Dec 11

found 1 day ago

Roundtrip non-stop flight included

Edmonton (YEG) to San Francisco (SFO)

Stay at this hotel in San Francisco. Enjoy free WiFi, a 24-hour front desk, and concierge services. Our guests praise the helpful staff in our reviews. Popular attractions Oracle Park and Pier 39 are located nearby.

The Westin St. Francis San Francisco on Union Square

Union Square

CA $1,180

per person

Nov 11 - Nov 14

found 1 day ago

Roundtrip non-stop flight included

Edmonton (YEG) to San Francisco (SFO)

Book a stay at this luxury hotel in San Francisco. Enjoy breakfast (surcharge), room service, and a 24-hour fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Oracle Park and Pier 39 are located nearby.

Stanford Court San Francisco

Downtown San Francisco

CA $1,312

per person

Dec 22 - Dec 26

found 18 hours ago

Roundtrip non-stop flight included

Edmonton (YEG) to San Francisco (SFO)

Book a stay at this luxury hotel in San Francisco. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Pier 39 and Oracle Park are located nearby.

SF Plaza Hotel

Union Square

CA $1,328

per person

Nov 16 - Nov 23

found 1 day ago

Roundtrip flight included

Calgary (YYC) to San Francisco (SFO)

Stay at this hotel in San Francisco. Enjoy free WiFi, a 24-hour front desk, and concierge services. Our guests praise the helpful staff in our reviews. Popular attractions Oracle Park and Pier 39 are located nearby.

Cavallo Point

Save 100% on your flight

CA $2,529

per person

Dec 7 - Dec 11

found 1 day ago

Roundtrip non-stop flight included

Edmonton (YEG) to San Francisco (SFO)

Book a stay at this luxury hotel in Sausalito. Enjoy free WiFi, free valet parking, and a full-service spa. Our guests praise the helpful staff in our reviews. Popular attractions Golden Gate Bridge and Pier 39 are located nearby.

Canopy by Hilton San Francisco SoMa

Downtown San Francisco

Save 100% on your flight

CA $2,599

per person

Nov 12 - Nov 17

found 1 day ago

Roundtrip non-stop flight included

Ottawa (YOW) to San Francisco (SFO)

Stay at this hotel in San Francisco. Enjoy free WiFi, 3 bars/lounges, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Oracle Park and Chase Center are located nearby.

Frequently asked questions

How much are vacation packages to Simi Winery?

Save on your visit to Simi Winery by combining your hotel and flights into a CA $1,044 package. With all that spare cash in your pocket, why not stay for a while longer and explore even more?

Where can I get the best vacation package deals for Simi Winery?

You can snap up terrific Simi Winery package deals with Travelocity. Mix and match from 400 partner airlines and 665,000 properties worldwide and turn those travel dreams into reality.

Why should I purchase my Simi Winery vacation bundle with Travelocity?

You'll not only enjoy huge savings, but you can also access our 24/7 customer support, top-notch service and a Price Match Guarantee. Roam across the world, discover hidden treasures and forge long-lasting memories — we'll take care of the important details.

Can I go on vacation to Simi Winery at this time?

Don't fly off to Simi Winery without up-to-date facts about travel restrictions and quarantine policies. Travelocity's Covid-19 Travel Advisor can fill in the blanks. Our local experts have pulled together all the information you need to make your flight and vacation as hassle-free as possible.

Top Simi Winery hotel deals

Dry Creek Inn MOD Collection by Sonesta

198 Dry Creek Road Healdsburg CA

Free cancellation

Reserve now, pay when you stay

CA $175

CA $204 total

Oct 25 - Oct 26

includes taxes & fees

Book a stay at this family-friendly hotel in Healdsburg. Enjoy free WiFi, parking (surcharge), and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Healdsburg Plaza and Russian River are located nearby.

Pool

Pet-friendly

Appellation Healdsburg

101 Dovetail Ln Healdsburg CA

Free cancellation

Reserve now, pay when you stay

CA $523

CA $707 total

Nov 8 - Nov 9

includes taxes & fees

Book a stay at this luxury hotel in Healdsburg. Enjoy free WiFi, free parking, and 2 outdoor pools. Popular attractions Healdsburg Plaza and Simi Winery are located nearby.

Pool

Hot tub

The Lodge at Healdsburg, Tapestry Collection by Hilton

1261 Grove St Healdsburg CA

Free cancellation

Reserve now, pay when you stay

CA $221

CA $257 total

Nov 3 - Nov 4

includes taxes & fees

Stay at this hotel in Healdsburg. Enjoy free WiFi, 2 hot tubs, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. Popular attractions Healdsburg Plaza and Russian River are located nearby.

Pool

Hot tub

Don't see what you're looking for?

See all available properties in Simi Winery

View all properties

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.

Flights to Healdsburg

Healdsburg Hotels

Exclusive Simi Winery Vacation Deals

Travellers

Room 1

Simi Winery vacation package deals

Union Square Plaza Hotel

The Westin St. Francis San Francisco on Union Square

Stanford Court San Francisco

SF Plaza Hotel

Cavallo Point

Canopy by Hilton San Francisco SoMa

Frequently asked questions

Top Simi Winery hotel deals

Dry Creek Inn MOD Collection by Sonesta

Appellation Healdsburg

The Lodge at Healdsburg, Tapestry Collection by Hilton

Explore More Ways to Travel with Travelocity