Chalk Hill Vacations from $213
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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.
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 top-notch restaurants.
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 wineries or top-notch restaurants in this family-friendly area.
Chalk Hill Hotel Deals
Holiday Inn Express® Windsor Sonoma Wine Country by IHG
8865 Conde Lane Windsor CA
Fully refundable
$127 nightly
$145 total
Sep 20 - Sep 21
Total with taxes and fees
9.2/10 Wonderful! (1,322 reviews)
"Room was nice, clean and they were able to accommodate the first floor. Very comfortable pillows - (meant to ask where I could buy a couple!). Pool area was okay - hot spa was nice and warm. Breakfast was basic, not the best, but not the worst we've ever had."
Reviewed on Sep 9, 2026
The Inn at the Tides
800 Coast Hwy One Bodega Bay CA
$229 nightly
$261 total
Sep 21 - Sep 22
Total with taxes and fees
9.4/10 Exceptional! (1,978 reviews)
"The room was clean and spacious. We were on the second floor so the ceiling was vaulted which made it seem larger. The bed was very comfortable. The outdoor pool looked nice and big even though we didn’t use it. You must walk (or drive) across the street for breakfast at their restaurant. The continental ..."
Reviewed on Sep 12, 2026
Oxford Suites Sonoma County
67 Golf Course Drive W. Rohnert Park CA
Fully refundableReserve now, pay when you stay
$140 nightly
$160 total
Sep 24 - Sep 25
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 |
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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.