
Chalk Hill Vacation Packages for 2025
Build a Flight + Hotel Bundle & Save up to $536 On Your Vacation*
Photo by Jennifer Hill
Chalk Hill Flight + Hotel packages
Price found within the past 48 hours. Click for updated prices.

The Sofia Hotel
Downtown San Diego
Price was $668, price is now $334 per person
$334
per person
Dec 4 - Dec 9
found 13 hours ago
Roundtrip flight included
Denver (DEN) to San Diego (SAN)
Stay at this 3.5-star historic hotel in San Diego. Enjoy free WiFi, room service, and a 24-hour fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Port of San Diego and USS Midway Museum are located nearby.

Hotel Riu Plaza Fisherman's Wharf
Fisherman's Wharf
Price was $2,712, price is now $1,320 per person
$1,320
per person
Oct 14 - Oct 21
found 15 hours ago
Roundtrip flight included
Seattle (SEA) to San Francisco (SFO)
Book a stay at this eco-certified 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 Alcatraz Island are located nearby.

Sand Castle Inn
Price was $767, price is now $389 per person
$389
per person
Dec 4 - Dec 9
found 13 hours ago
Roundtrip flight included
Denver (DEN) to San Diego (SAN)
Book a stay at this beach motel in Imperial Beach. Enjoy free WiFi, free parking, and laundry facilities. Our guests praise the helpful staff in our reviews. Popular attractions San Diego Bay and Las Americas Premium Outlets are located nearby.

Bay Landing San Francisco Airport Hotel
Price was $1,238, price is now $649 per person
$649
per person
Oct 14 - Oct 21
found 15 hours ago
Roundtrip flight included
Seattle (SEA) 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 Bayfront Park and Millbrae Square Shopping Center are located nearby.

Margaritaville Hotel San Diego Gaslamp Quarter
Downtown San Diego
Save 100% on your flight
Price was $999, price is now $526 per person
$526
per person
Dec 4 - Dec 9
found 13 hours ago
Roundtrip flight included
Denver (DEN) to San Diego (SAN)
Stay at this 4-star hotel in San Diego. Enjoy a rooftop terrace, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Petco Park and Port of San Diego are located nearby.

Sentral Gaslamp Quarter
Downtown San Diego
Save 100% on your flight
Price was $1,410, price is now $782 per person
$782
per person
Nov 4 - Nov 10
found 1 day ago
Roundtrip flight included
Boston (BOS) to San Diego (SAN)
Stay at this 3-star hotel in San Diego. Enjoy free WiFi, a rooftop terrace, and a 24-hour fitness center. Popular attractions Petco Park and Port of San Diego are located nearby.
Top Hotel Deals

Holiday Inn Express® Windsor Sonoma Wine Country by IHG
8865 Conde Lane, Windsor, CA
5.07 km from city center
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. ...

Holiday Inn Windsor Wine Country by IHG
8755 Old Redwood Hwy, Windsor, CA
4.9 km from city center
Stay at this 3-star business-friendly hotel in Windsor. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the ...

Hampton Inn & Suites Windsor - Sonoma Wine Country
8937 Brooks Road South, Windsor, CA
4.83 km from city center
Book a stay at this business-friendly hotel in Windsor. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...

The Inn at the Tides
800 Coast Hwy One, Bodega Bay, CA
36.45 km from city center
Stay at this hotel in Bodega Bay. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our reviews. Popular attractions ...

Oxford Suites Sonoma County
67 Golf Course Drive W., Rohnert Park, CA
23.09 km from city center
Stay at this 3-star business-friendly hotel in Rohnert Park. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool ...

DoubleTree by Hilton Sonoma - Wine Country
1 Doubletree Dr, Rohnert Park, CA
23.02 km from city center
Stay at this 4-star golf hotel in Rohnert Park. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the helpful staff in our reviews. ...

Quality Inn Petaluma - Sonoma
5100 Montero Way, Petaluma, CA
33.43 km from city center
Book a stay at this business-friendly hotel in Petaluma. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...

The Sandman Santa Rosa Sonoma, an Ascend Collection Hotel
3421 Cleveland Ave, Santa Rosa, CA
10.62 km from city center
Stay at this 3-star business-friendly hotel in Santa Rosa. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the pool and the bar in our reviews. ...

Hyatt Regency Sonoma Wine Country
170 Railroad Street, Santa Rosa, CA
15.09 km from city center
Stay at this 4-star hotel in Santa Rosa. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the helpful staff and the clean rooms in ...

Hotel Centro Sonoma Wine Country, Tapestry Collection Hilton
5870 Labath Ave, Rohnert Park, CA
24.33 km from city center
Stay at this 4-star business-friendly hotel in Rohnert Park. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the bar ...

Hotel La Rose
308 Wilson Street, Santa Rosa, CA
14.84 km from city center
Stay at this 3.5-star historic hotel in Santa Rosa. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the restaurant and the helpful ...

The Lodge at Bodega Bay
103 Coast Highway 1, Bodega Bay, CA
36.69 km from city center
Stay at this 4-star hotel in Bodega Bay. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. Popular ...

Sonoma Winegrower's Inn
6500 Redwood Drive, Rohnert Park, CA
25.09 km from city center
Book a stay at this spa hotel in Rohnert Park. Enjoy free breakfast, free WiFi, and a full-service spa. Our guests praise the breakfast and the helpful staff ...
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.

Sat, Oct 4 - Tue, Oct 7
PDX
Portland Intl.
STS
Sonoma County
$157 Roundtrip, found 6 days ago
$157
Roundtrip
found 6 days ago

Sat, Oct 4 - Fri, Oct 10
PDX
Portland Intl.
STS
Sonoma County
$177 Roundtrip, found 6 days ago
$177
Roundtrip
found 6 days ago

Tue, Sep 30 - Wed, Oct 1
PDX
Portland Intl.
STS
Sonoma County
$187 Roundtrip, found 6 days ago
$187
Roundtrip
found 6 days ago

Fri, Oct 3 - Sat, Oct 4
PDX
Portland Intl.
STS
Sonoma County
$853 Roundtrip, found 6 days ago
$853
Roundtrip
found 6 days ago