Chalk Hill Vacations from $320
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to $2,000 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
Your Chalk Hill Vacation
With a Chalk Hill vacation package, you can forget about planning hassles and simply focus on experiencing all this exciting destination has to offer. Not sure where to stay? Windsor is one of the most popular cities to explore during a trip to Chalk Hill. Whether you're traveling for a couple of days or a couple of weeks, Expedia are here to help you customize your next Chalk Hill vacation.
The Latest Chalk Hill vacation packages
Price found within the past 48 hours. Click for updated prices.
The Sofia Hotel
Downtown San Diego
$874
per person
Nov 5 - Nov 12
found 1 day ago
Roundtrip flight included
Dallas (DAL) to San Diego (SAN)
8.6/10 Excellent! (2,508 reviews)
My girlfriends and I stayed here over the weekend for my Bachelorette party. It well exceeded all my expectations. The staff was very friendly and helpful, the property was very well maintained and clean! The room itself was spotless and beautiful, not to mention the cool high tech gadgets used in the rooms to operate the lights, AC, and privacy sign. The one downfall was that the AC was not super effective and did get a bit stuffy in the room, but it's understandable because it is an older building but hopefully it's something they can look into updating soon. The beds were SO comfy and clean, we slept like babies! Will definitely be gong back and would recommend this hotel to anyone!!
Reviewed on Aug 31, 2026
Stay near popular Chalk Hill attractions
Safari West
8.8/10 (257 reviews)
Explore the lovely green spaces of Safari West and also enjoy the biking trails in Santa Rosa. Amble around this romantic area's riverfront and enjoy its top-notch restaurants.
Chalk Hill Estate Vineyard
8.4/10 (12 reviews)
You can enjoy a tasting or tour at Chalk Hill Estate Vineyard during your travels to Healdsburg. Stroll along the area's riverfront, or simply savor its wineries.
Windsor Oaks Vineyards
9.6/10 (5 reviews)
You can enjoy a tasting or tour at Windsor Oaks Vineyards during your travels to Windsor. Stroll along the riverfront in this family-friendly area, or check out its top-notch restaurants.
Guerro Fernandez
You can enjoy a tasting or tour at Guerro Fernandez during your travels to Windsor. Check out the top-notch restaurants or wineries in this family-friendly area.
Chalk Hill Hotel Deals
The Inn at the Tides
800 Coast Hwy One Bodega Bay CA
$276 nightly
$314 total
Sep 28 - Sep 29
Total with taxes and fees
Oxford Suites Sonoma County
67 Golf Course Drive W. Rohnert Park CA
Fully refundableReserve now, pay when you stay
$142 nightly
$161 total
Sep 7 - Sep 8
Total with taxes and fees
9.4/10 Exceptional! (2,618 reviews)
"It has all the amenities you would need."
Reviewed on Aug 31, 2026
The Sandman Santa Rosa Sonoma, an Ascend Collection Hotel
3421 Cleveland Ave Santa Rosa CA
Fully refundable
$110 nightly
$127 total
Sep 21 - Sep 22
Total with taxes and fees
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.
Find the Best Chalk Hill Vacation Packages
Chalk Hill Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
More vacations you might like
Explore a world of travel with Expedia
- Uss Pampanito
- El Cerrito Vacations
- Tiburon Vacations
- Russian River Vineyard
- Yoda Fountain
- Nike Missile Site SF-88
- Windsor Oaks Vineyards
- Charles M. Schulz Museum
- Petrified Forest
- Angel Island Immigration Station
- Children's Creativity Museum
- Napa Valley Wine Train
- Alamo Square
- Berkeley Community Theater
- Headlands Center for the Arts
- Bay Area Discovery Museum
- Dutch Windmill
- Pacific Coast Air Museum
- Sf Armory
- Essig Museum of Entomology
- Tiburon Ferry
- Kendall-Jackson Winery
- Lawrence Berkeley National Laboratory
- Healdsburg Museum
- Sf Masonic Auditorium
- Campanile
- Presidio Tunnel Tops
- Calistoga Hot Springs
- Soda Rock Winery
- Ghirardelli Chocolate Experience
- Fountaingrove Golf and Athletic Club
- Gourmet Ghetto
- Tiburon Peninsula Chamber of Commerce
- Fisherman's Wharf Vacations
- Occidental Vacations
- Cesar Chavez Park
- Moscone Convention Center
- Santa Rosa Vacations
- Musée Mécanique
- Redwood Empire Ice Arena
- Aquatic Park
- Krug Event Center
- Old St. Hilary's Church
- Sailing Ship Balclutha
- Fort Point National Historical Site
- Windsor Vacations
- Old Faithful Geyser of California
- Ferryboat Eureka
- University of California
- Safari West
- Powell's Sweet Shoppe - Windsor
- Letterman Digital and New Media Arts Center
- Columbus Tower
- Berkeley Marina
- Pacific-Union Club
- Historic Berkeley
- Castello di Amorosa
- Coastal Trail
- Walter S. Johnson Park
- Westfield San Francisco Centre
- Hanna Winery and Vineyards
- Presidio Army Museum
- Uc Theatre Taube Family Music Hall
- Golden Gate Fields
- Emeryville Marina
- Kendall-Jackson Wine Estate and Gardens
- San Francisco Carousel
- Healdsburg Vacations
- The Cannery at Del Monte Square
- Paradise Beach Park
- Ss Jeremiah O'Brien
- San Francisco Maritime National Historical Park
- Van Ness Avenue
- Saints Peter and Paul Church
- Chickering American River Reserve
- China Beach
- San Francisco Bay Model Visitor Center
- Golden Gate Bridge
- Armstrong Redwoods State Park
- Conservatory of Flowers
- Yerba Buena Gardens
- Simi Winery
- University of California Museum of Paleontology
- Marina District Vacations
- San Francisco National Cemetery
- Mrs. Doubtfire House
- Albany Vacations
- Fort Cronkhite
- Ripley's Believe It Or Not Museum
- San Francisco Vacations
- Fort Mason
- Hawk Hill
- Robert Lowie Museum of Anthropology
- San Francisco Maritime Museum
- Chateau Montelena Winery
- Bohemian Grove
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
