Chalk Hill Vacation Packages 2026 from $220

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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.

The LEEF Hotel

Citrus Grove

$220

per person

Oct 25 - Oct 29

found 1 day ago

Roundtrip flight included

Denver (DEN) to Los Angeles (LAX)

8.6/10 Excellent! (786 reviews)

The Sofia Hotel

Downtown San Diego

$318

per person

Oct 20 - Oct 24

found 1 day ago

Roundtrip flight included

Denver (DEN) to San Diego (SAN)

8.6/10 Excellent! (2,462 reviews)

SIRTAJ - Beverly Hills

South of Wilshire

$418

per person

Oct 29 - Nov 2

found 2 days ago

Roundtrip flight included

Denver (DEN) to Los Angeles (LAX)

8.2/10 Very Good! (1,007 reviews)

nice and convenient hotel. right in the center of everything in Beverly hills.

Reviewed on Aug 19, 2026

Glendale Hotel

Somerset

$334

per person

Oct 26 - Oct 31

found 1 day ago

Roundtrip flight included

Denver (DEN) to Los Angeles (LAX)

8.4/10 Very Good! (3,365 reviews)

Kawada Hotel

Downtown Los Angeles

$460

per person

Nov 7 - Nov 13

found 1 day ago

Roundtrip flight included

Denver (DEN) to Los Angeles (LAX)

8.4/10 Very Good! (1,332 reviews)

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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.

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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.

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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.

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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.

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Chalk Hill Hotel Deals

Hampton Inn & Suites Windsor - Sonoma Wine Country

8937 Brooks Road South Windsor CA

Fully refundableReserve now, pay when you stay

$143 nightly

$163 total

Sep 7 - Sep 8

Total with taxes and fees

The Inn at the Tides

800 Coast Hwy One Bodega Bay CA

$240 nightly

$274 total

Aug 25 - Aug 26

Total with taxes and fees

9.4/10 Exceptional! (1,946 reviews)

"I love the swimming pool, jacuzzi and sauna. Very clean room and extremely comfortable bed. Nice touch ..bottle of white wine and bath robes."

Reviewed on Aug 20, 2026

Oxford Suites Sonoma County

67 Golf Course Drive W. Rohnert Park CA

Fully refundableReserve now, pay when you stay

$146 nightly

$166 total

Aug 31 - Sep 1

Total with taxes and fees

See all 2,087 properties in Chalk Hill

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.