Chalk Hill Vacations from $225
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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.
Encore Inn Inglewood
Lockhaven
$242
per person
Oct 1 - Oct 5
found 1 day ago
Roundtrip flight included
Denver (DEN) to Los Angeles (LAX)
6.8/10 (24 reviews)
The place is very small, but just make sure that your AC work properly. Because if it doesn't the stuff won't help you and they will act like you don't know how to use and A C. And they won't help you with the issue.
Reviewed on Aug 25, 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
$272 nightly
$310 total
Aug 30 - Aug 31
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! (2,606 reviews)
"Thanks"
Reviewed on Aug 28, 2026
The Sandman Santa Rosa Sonoma, an Ascend Collection Hotel
3421 Cleveland Ave Santa Rosa CA
Fully refundable
$109 nightly
$127 total
Aug 30 - Aug 31
Total with taxes and fees
8.6/10 Excellent! (2,451 reviews)
"The pool/hot tub are really nice. The breakfast room is a rare surprise. Room was comfortable and clean. Worth the money we spent on the room."
Reviewed on Aug 29, 2026
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 |
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
