Chalk Hill Holidays from NZ$2,714

Book a Hotel + Flight or Car together to unlock savings

Photo by Rick Alvarez

  • Plan, book, travel with confidence

  • Better together

    Save up to NZ$2,400 when you book a flight and hotel together*

  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package

  • Rest easy

    Plan, book, and manage your trip all in one place

The Latest Chalk Hill Holiday Deals

Price found within the past 48 hours. Click for updated prices.
Hollywood Inn Suites Hotel

Hollywood Inn Suites Hotel

NZ$2,714
per person
27 Dec - 2 Jan
found 23 hours ago
Return flight included
Auckland (AKL) to Los Angeles (LAX)
8.4/10 Very good! (2,105 reviews)
Good

Reviewed on 15 Oct 2026

SIRTAJ - Beverly Hills

SIRTAJ - Beverly Hills

South of Wilshire
Save 100% on your flight
NZ$3,106
per person
27 Dec - 2 Jan
found 23 hours ago
Return flight included
Auckland (AKL) to Los Angeles (LAX)
8/10 Very good! (1,016 reviews)
Great staff

Reviewed on 15 Oct 2026

Plaza La Reina

Plaza La Reina

Westwood
NZ$3,355
per person
27 Dec - 2 Jan
found 23 hours ago
Return flight included
Auckland (AKL) to Los Angeles (LAX)
9.4/10 Exceptional! (1,002 reviews)
Hotel was great. The quality and style of the hotel was amazing as well. Really impressed

Reviewed on 13 Oct 2026

Kimpton Hotel Wilshire by IHG

Kimpton Hotel Wilshire by IHG

Beverly Grove
NZ$3,293
per person
27 Dec - 2 Jan
found 23 hours ago
Return flight included
Auckland (AKL) to Los Angeles (LAX)
8.4/10 Very good! (1,004 reviews)
Definitely not

Reviewed on 15 Oct 2026

Royal Palace Westwood

Royal Palace Westwood

Westwood
NZ$3,001
per person
27 Dec - 2 Jan
found 23 hours ago
Return flight included
Auckland (AKL) to Los Angeles (LAX)
9.2/10 Wonderful! (605 reviews)
Perfectly located in Westwood Village. Simple, no frills, clean, roomy. Very helpful, friendly staff. Would stay again.

Reviewed on 14 Oct 2026

Chalk Hill Holiday

Our pick of the best Chalk Hill Hotel Deals

Holiday Inn Express® Windsor Sonoma Wine Country by IHG

Holiday Inn Express® Windsor Sonoma Wine Country by IHG

8865 Conde Lane Windsor CA
Fully refundable
NZ$210
15 Nov - 16 Nov
includes taxes & fees
Holiday Inn Express® Windsor Sonoma Wine Country by IHG
The Inn at the Tides

The Inn at the Tides

800 Coast Hwy One Bodega Bay CA
Fully refundableReserve now, pay when you stay
NZ$567
18 Oct - 19 Oct
includes taxes & fees
9.4/10 Exceptional! (2,052 reviews)
"We enjoyed the room with the fireplace. The jacuzzi was wonderful,"

Reviewed on 15 Oct 2026

The Inn at the Tides
Oxford Suites Sonoma County

Oxford Suites Sonoma County

67 Golf Course Drive W. Rohnert Park CA
NZ$274
18 Oct - 19 Oct
includes taxes & fees
Oxford Suites Sonoma County
See all 2,061 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.

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 cycling trails in Santa Rosa. Amble around this romantic area's riverfront and enjoy its top-notch restaurants.
See properties

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 savour its top-notch restaurants.
See properties

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 visit its top-notch restaurants.
See properties

Guerro Fernandez

You can enjoy a tasting or tour at Guerro Fernandez during your travels to Windsor. Visit the wineries or top-notch restaurants in this family-friendly area.
See properties

Frequently asked questions

How much does a Chalk Hill holiday package cost?
From as little as NZ$2,714, you can build your own Chalk Hill holiday package. Simply combine flights, hotels and car rentals and we'll reward you with discounts.
How do I get a cheap travel package to Chalk Hill?
One of the easiest ways to save money (and time) is to combine your bookings with Expedia. Hotels, flights, activities and rental cars — we've got them all covered. Select the combination that suits you and watch your savings grow. We know a travel package is never one-size-fits-all. That's why we offer over 550 partner airlines and 1 000 000 hotel options globally, which lets you customize your Chalk Hill holiday.
What are the top hotels in Chalk Hill?
Take a look at Inn At Rohnert Park and Oxford Suites Sonoma County. They're top picks for many travellers headed to Windsor. If Larkfield-Wikiup features on your itinerary, Flamingo Resort & Spa and Hotel La Rose are both great options.
How far in advance should I book my Chalk Hill holiday?
It can be difficult to know exactly when is the perfect time to book your holiday to Chalk Hill. But generally the earlier you book, the lower the prices. In some cases, you can book your flights and hotels up to a year prior to your departure date. If you're hoping for a last-minute getaway, no need to panic! There are incredible deals popping up on Expedia all the time.
What does an Expedia Chalk Hill travel package include?
With Expedia, you can select any combination of hotels, flights and car rentals to build your perfect Chalk Hill package. Once you've made your booking, you can add on the fun things like activities and tours. Remember, the more you bundle, the more deals you'll score!
What should I know before booking a Chalk Hill travel package?
Discover deals to match your budget with an Expedia package. Hotels, flights, rental cars — we've got all of them. You'll save big bucks just for combining your bookings. Whether you're taking off on an adventure in the snow or drinking cocktails on a beach, your dream getaway is just clicks away.
Can I choose my airline with a Chalk Hill Expedia holiday package?
You sure can. We offer more than 550 airline partners across the globe, so go with the carrier that matches your travel preferences.
If I'm not able to travel, can I cancel my Chalk Hill holiday package?
You sure can, and we'll help you every step of the way. You may be able to cancel and rebook your Chalk Hill holiday package for free within 24 hours of booking. But you may be charged a fee by your hotel, airline or car rental company for older bookings. If life gets in the way of your holiday, take a look at our Customer Service Portal for more information.

Explore a world of travel with Expedia

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.