Simi Winery Vacation Deals: Simi Winery, Healdsburg Holidays

Simi Winery vacation package deals

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

The Andrews Hotel

Union Square

per person

Jun. 12 - Jun. 16

found 1 day ago

Roundtrip flight included

Calgary (YYC) to San Francisco (SFO)

Stay at this 3-star hotel in San Francisco. Enjoy free WiFi, room service, and a 24-hour front desk. Our guests praise the restaurant and the helpful staff in our reviews. Popular attractions Oracle Park and Pier 39 are located nearby.

The Grove Inn

Western Addition

Save 100% on your flight

per person

Jul. 11 - Jul. 18

found 1 day ago

Roundtrip flight included

Calgary (YYC) to San Francisco (SFO)

Stay at this 3-star hotel in San Francisco. Enjoy free WiFi, a business center, and daily housekeeping. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Lombard Street and Oracle Park are located nearby.

Bay Landing San Francisco Airport Hotel

Save 100% on your flight

per person

Jul. 11 - Jul. 18

found 1 day ago

Roundtrip flight included

Calgary (YYC) to San Francisco (SFO)

Stay at this 3-star business-friendly hotel in Burlingame. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions GoKart Racer and Bayfront Park are located nearby.

Hotel Caza Fisherman's Wharf

Fisherman's Wharf

Save 100% on your flight

per person

Jul. 11 - Jul. 18

found 1 day ago

Roundtrip flight included

Calgary (YYC) to San Francisco (SFO)

Stay at this 4-star family-friendly hotel in San Francisco. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Lombard Street and Pier 39 are located nearby.

1 Hotel San Francisco

Downtown San Francisco

Save 100% on your flight

per person

Jun. 13 - Jun. 17

found 1 day ago

Roundtrip flight included

Calgary (YYC) to San Francisco (SFO)

Stay at this 5-star luxury hotel in San Francisco. Enjoy free WiFi, a full-service spa, and breakfast (surcharge). Our guests praise the helpful staff and the property condition in our reviews. Popular attractions Oracle Park and Pier 39 are located nearby.

Castle Inn

Downtown San Francisco

Save 100% on your flight

per person

Jul. 11 - Jul. 18

found 1 day ago

Roundtrip flight included

Calgary (YYC) to San Francisco (SFO)

Book a stay at this business-friendly hotel in San Francisco. Enjoy free WiFi, free parking, and daily housekeeping. Our guests praise the helpful staff and the convenient parking in our reviews. Popular attractions Lombard Street and Pier 39 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 $501 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

The Lodge at Healdsburg, Tapestry Collection by Hilton

1261 Grove St, Healdsburg, CA

Free cancellation

Reserve now, pay when you stay

CA $234

CA $272 total

includes taxes & fees

Apr 27 - Apr 28

Stay at this 3.5-star hotel in Healdsburg. Enjoy free WiFi, 2 hot tubs, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. Popular attractions Russian River and Seghesio Family Vineyards are located nearby.

Pool

Hot tub

Montage Healdsburg

100 Montage Way, Healdsburg, CA

Free cancellation

Reserve now, pay when you stay

CA $1,242

CA $1,540 total

includes taxes & fees

May 26 - May 27

Stay at this 5-star luxury hotel in Healdsburg. Enjoy free WiFi, 2 outdoor pools, and a full-service spa. Our guests praise the helpful staff in our reviews. Popular attractions Healdsburg Ridge Open Space Preserve and Jordan Vineyard & Winery are located nearby.

Pool

Spa

Hotel Trio Healdsburg

110 Dry Creek Rd, Healdsburg, CA

Free cancellation

Reserve now, pay when you stay

CA $236

CA $299 total

includes taxes & fees

May 11 - May 12

Stay at this 3-star business-friendly hotel in Healdsburg. Enjoy free breakfast, free WiFi, and a free area shuttle. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Russian River and Seghesio Family Vineyards are located nearby.

Pool

Breakfast included

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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.