Chalk Hill Vacation Packages 2026 from $197

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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.

Glendale Hotel

Somerset

Save 100% on your flight

$197

per person

Dec 5 - Dec 8

found 1 day ago

Roundtrip flight included

Denver (DEN) to Los Angeles (LAX)

8.4/10 Very Good! (3,438 reviews)

SIRTAJ - Beverly Hills

South of Wilshire

$387

per person

Dec 10 - Dec 15

found 6 hours ago

Roundtrip flight included

Denver (DEN) to Los Angeles (LAX)

8.2/10 Very Good! (1,006 reviews)

Hotel H-Wood

Hollywood

$277

per person

Dec 10 - Dec 15

found 7 hours ago

Roundtrip flight included

Denver (DEN) to Los Angeles (LAX)

6.2/10 (1,008 reviews)

Room has a moldy smell. Very basic amenities. Only good thing is the location.

Reviewed on Sep 21, 2026

Le Bon Hotel Hollywood

Hollywood

$244

per person

Dec 5 - Dec 8

found 1 day ago

Roundtrip flight included

Denver (DEN) to Los Angeles (LAX)

7.6/10 Good! (470 reviews)

Instalaciones y servicios de atención al cliente

Reviewed on Sep 21, 2026

The Sofia Hotel

Downtown San Diego

Save 100% on your flight

$317

per person

Nov 11 - Nov 13

found 1 day ago

Roundtrip flight included

Denver (DEN) to San Diego (SAN)

8.6/10 Excellent! (2,586 reviews)

I liked the central location. The shower door leaked onto the floor. Had to put down towels to absorb the water, but overall I loved the hotel and will come back.

Reviewed on Sep 22, 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

$131 nightly

$149 total

Oct 4 - Oct 5

Total with taxes and fees

The Inn at the Tides

800 Coast Hwy One Bodega Bay CA

$235 nightly

$268 total

Oct 18 - Oct 19

Total with taxes and fees

Oxford Suites Sonoma County

67 Golf Course Drive W. Rohnert Park CA

Fully refundableReserve now, pay when you stay

$141 nightly

$160 total

Sep 23 - Sep 24

Total with taxes and fees

See all 2,039 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.