Chalk Hill Vacation Packages 2026 from $218

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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.

Le Bon Hotel Hollywood

Hollywood

Save 100% on your flight

$218

per person

Dec 12 - Dec 15

found 1 day ago

Roundtrip flight included

Denver (DEN) to Los Angeles (LAX)

7.6/10 Good! (547 reviews)

SIRTAJ - Beverly Hills

South of Wilshire

$323

per person

Dec 11 - Dec 14

found 1 day ago

Roundtrip flight included

Denver (DEN) to Los Angeles (LAX)

8.2/10 Very Good! (1,005 reviews)

Having the room cleaned for a two day visit was a little confusing

Reviewed on Oct 23, 2026

Los Angeles Athletic Club

Downtown Los Angeles

Save 100% on your flight

$494

per person

Dec 24 - Dec 30

found 17 hours ago

Roundtrip flight included

Denver (DEN) to Los Angeles (LAX)

9.2/10 Wonderful! (1,234 reviews)

The Hollywood Franklin Hotel near Universal Studios

Hollywood

Save 100% on your flight

$356

per person

Dec 11 - Dec 14

found 1 day ago

Roundtrip flight included

Denver (DEN) to Los Angeles (LAX)

9/10 Wonderful! (1,913 reviews)

Clean room great staff! We will definitely stay again.

Reviewed on Oct 23, 2026

Aqua Breeze Inn

Westside Santa Cruz

Save 100% on your flight

$871

per person

Jan 14 - Jan 19

found 1 day ago

Roundtrip flight included

Seattle (SEA) to San Jose (SJC)

8.2/10 Very Good! (1,003 reviews)

Everything was great from check in to the end of the stay. Location is great, the room was clean and worked out perfect.

Reviewed on Oct 20, 2026

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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 top-notch restaurants.

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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 wineries or top-notch restaurants in this family-friendly area.

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Chalk Hill Hotel Deals

Holiday Inn Express® Windsor Sonoma Wine Country by IHG

8865 Conde Lane Windsor CA

Fully refundable

$95 nightly

$108 total

Nov 22 - Nov 23

Total with taxes and fees

9.2/10 Wonderful! (1,304 reviews)

"Friendly staff clean room convenient location"

Reviewed on Oct 23, 2026

Oxford Suites Sonoma County

67 Golf Course Drive W. Rohnert Park CA

Fully refundableReserve now, pay when you stay

$130 nightly

$148 total

Nov 24 - Nov 25

Total with taxes and fees

The Inn at the Tides

800 Coast Hwy One Bodega Bay CA

Fully refundableReserve now, pay when you stay

$236 nightly

$269 total

Nov 23 - Nov 24

Total with taxes and fees

See all 2,074 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.