Search Deals on
Healdsburg Vacation Packages

Build your package with 2 more options

Healdsburg Flight + Hotel Packages

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

Cathedral Hill Hotel

2 out of 5
Price was $363, price is now $245 per person
$245
per person
Jan 4 - Jan 7
found 10 hours ago
Roundtrip flight included
Denver (DEN) to San Francisco (SFO)
Stay at this motel in San Francisco. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Oracle Park and Pier 39 are located nearby.

Cavallo Point

Cavallo Point

4.5 out of 5
Save 100% on your flight
Price was $1,440, price is now $934 per person
$934
per person
Dec 13 - Dec 17
found 12 hours ago
Roundtrip flight included
Los Angeles (LAX) 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.

The Huntington Hotel

The Huntington Hotel

5 out of 5
Save 100% on your flight
Price was $1,807, price is now $1,179 per person
$1,179
per person
Nov 25 - Nov 28
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to San Francisco (SFO)
Book a stay at this luxury hotel in San Francisco. Enjoy free WiFi, a full-service spa, and room service. Our guests praise the property condition in our reviews. Popular attractions Pier 39 and Oracle Park are located nearby.

Stanford Court San Francisco

Stanford Court San Francisco

4 out of 5
Price was $850, price is now $594 per person
$594
per person
Dec 21 - Dec 25
found 1 day ago
Roundtrip flight included
Atlanta (ATL) 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.
Great location, very nice hotel, friendly staff

Reviewed on Oct 12, 2026

The Grove Inn

The Grove Inn

3 out of 5
Price was $1,234, price is now $876 per person
$876
per person
Nov 25 - Nov 28
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to San Francisco (SFO)
Stay at this 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 Oracle Park and Chase Center are located nearby.

WorldMark San Francisco

WorldMark San Francisco

2.5 out of 5
Save 100% on your flight
Price was $544, price is now $397 per person
$397
per person
Dec 3 - Dec 6
found 1 day ago
Roundtrip flight included
Denver (DEN) to San Francisco (SFO)
Stay at this hotel in San Francisco. Enjoy a fitness center, a 24-hour front desk, and a fireplace in the lobby. Popular attractions Oracle Park and Pier 39 are located nearby.

Harmon Guest House

Harmon Guest House

3 out of 5
Save 100% on your flight
Price was $1,059, price is now $779 per person
$779
per person
Nov 24 - Nov 28
found 7 hours ago
Roundtrip flight included
Los Angeles (LAX) to San Francisco (SFO)
Book a stay at this spa hotel in Healdsburg. Enjoy a full-service spa, room service, and free bicycles on site. Our guests praise the helpful staff in our reviews. Popular attractions Russian River and Healdsburg Plaza are located nearby.
Decent hotel and a good location. Staff not very motivated to assist in any way which detracted from our stay.

Reviewed on Oct 10, 2026

Hotel Riu Plaza Fisherman's Wharf

Hotel Riu Plaza Fisherman's Wharf

4 out of 5
Price was $729, price is now $546 per person
$546
per person
Dec 21 - Dec 25
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to San Francisco (SFO)
Book a stay at this business-friendly hotel in San Francisco. Enjoy free breakfast, free WiFi, and a 24-hour fitness center. Our guests praise the breakfast and the pool in our reviews. Popular attractions Pier 39 and Oracle Park are located nearby.

Healdsburg Vacation Packages 3-4 Night Stays

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

Cathedral Hill Hotel

2 out of 5
Downtown San Francisco
Price was $363, price is now $245 per person
$245
per person
Jan 4 - Jan 7
found 10 hours ago
Roundtrip flight included
Denver (DEN) to San Francisco (SFO)
Cavallo Point

Cavallo Point

4.5 out of 5
Save 100% on your flight
Price was $1,440, price is now $934 per person
$934
per person
Dec 13 - Dec 17
found 12 hours ago
Roundtrip flight included
Los Angeles (LAX) to San Francisco (SFO)
The Huntington Hotel

The Huntington Hotel

5 out of 5
Downtown San Francisco
Save 100% on your flight
Price was $1,807, price is now $1,179 per person
$1,179
per person
Nov 25 - Nov 28
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to San Francisco (SFO)
Stanford Court San Francisco

Stanford Court San Francisco

4 out of 5
Downtown San Francisco
Price was $850, price is now $594 per person
$594
per person
Dec 21 - Dec 25
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to San Francisco (SFO)

Healdsburg Vacation Packages 5-7 Night Stays

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

Cathedral Hill Hotel

2 out of 5
Downtown San Francisco
Price was $564, price is now $368 per person
$368
per person
Nov 19 - Nov 24
found 1 day ago
Roundtrip flight included
San Diego (SAN) to San Francisco (SFO)
Union Square Plaza Hotel

Union Square Plaza Hotel

2 out of 5
Union Square
Price was $896, price is now $557 per person
$557
per person
Nov 13 - Nov 18
found 18 hours ago
Roundtrip flight included
San Diego (SAN) to San Francisco (SFO)
Hotel Riu Plaza Fisherman's Wharf

Hotel Riu Plaza Fisherman's Wharf

4 out of 5
Fisherman's Wharf
Save 100% on your flight
Price was $738, price is now $490 per person
$490
per person
Dec 17 - Dec 22
found 1 day ago
Roundtrip flight included
Denver (DEN) to San Francisco (SFO)
Fairmont Heritage Place, Ghirardelli Square

Fairmont Heritage Place, Ghirardelli Square

5 out of 5
Fisherman's Wharf
Save 100% on your flight
Price was $3,442, price is now $2,292 per person
$2,292
per person
Dec 17 - Dec 22
found 1 day ago
Roundtrip flight included
Denver (DEN) to San Francisco (SFO)

Top Flight Deals

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Frontier Airlines
Tue, Dec 15 - Tue, Dec 15
LAX
Los Angeles Intl.
SFO
San Francisco Intl.
$38 Roundtrip, found 3 hours ago
$38
Roundtrip
found 3 hours ago
Select Frontier Airlines flight, departing Tue, Dec 15 from Los Angeles Intl. to San Francisco Intl., returning Tue, Dec 15, priced at $38 found 3 hours ago
Bargain Flight
Tue, Jan 5 - Sat, Jan 9
LAX
Los Angeles Intl.
STS
Sonoma County
$176 Roundtrip, found 5 hours ago
$176
Roundtrip
found 5 hours ago
Select Bargain Flight flight, departing Tue, Jan 5 from Los Angeles Intl. to Sonoma County, returning Sat, Jan 9, priced at $176 found 5 hours ago
Frontier Airlines
Tue, Nov 17 - Tue, Dec 1
ORD
O'Hare Intl.
SFO
San Francisco Intl.
$267 Roundtrip, found 5 hours ago
$267
Roundtrip
found 5 hours ago
Select Frontier Airlines flight, departing Tue, Nov 17 from O'Hare Intl. to San Francisco Intl., returning Tue, Dec 1, priced at $267 found 5 hours ago
Bargain Flight
Tue, Nov 17 - Tue, Nov 17
BOS
Logan Intl.
SFO
San Francisco Intl.
$305 Roundtrip, found 10 hours ago
$305
Roundtrip
found 10 hours ago
Select Bargain Flight flight, departing Tue, Nov 17 from Logan Intl. to San Francisco Intl., returning Tue, Nov 17, priced at $305 found 10 hours ago