Chalk Hill Holidays from AU$1,793

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Your Chalk Hill Holiday

With a Chalk Hill holiday 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 travelling for a couple of days or a couple of weeks, Expedia are here to help you customise your next Chalk Hill holiday.

The Latest Chalk Hill Holiday Deals

Price found within the past 48 hours. Click for updated prices.
The LEEF Hotel

The LEEF Hotel

2 out of 5
Citrus Grove
per person
24 Jun - 30 Jun
found 19 hours ago
Return direct flight included
Sydney (SYD) to Los Angeles (LAX)
No reviews
The hotel has a unique style and has a Palm Springs type of vibe. Clean and quiet. Parking is safe and easy access in and out. Had a pleasant stay and will definitely be back!

Reviewed on 28 Apr. 2025

SIRTAJ - Beverly Hills

SIRTAJ - Beverly Hills

4 out of 5
Save 100% on your flight
per person
24 Jun - 30 Jun
found 19 hours ago
Return direct flight included
Sydney (SYD) to Los Angeles (LAX)
8.4/10 Very Good! (1,001 reviews)
First there was no parking and is an additional cost at $40 per car / night. Besides that and the construction I loved everything about this place. There’s a bar and lounge that if staying for a few nights looks like I would really enjoy the space it’s its own lil vibe. The look is so retro and gives the feel of old money. It’s literally walking distance to rodeo drive. There are so many eating spots that look so delish. And at under $150 a night how can you go wrong (that was our price last min booking). I really wish I stayed longer to enjoy the area. If you’re looking for a nice yet cost affordable place to stay in Beverly Hills I highly recommend staying here! Not to mention the staff is extremely friendly and helpful. I do have one warning…. The elevator is super old and takes forever I thought it wasn’t moving and I was stuck but it’s just suuuuuuper slow…

Reviewed on 22 Apr. 2025

Hollywood Inn Suites Hotel

Hollywood Inn Suites Hotel

2.5 out of 5
West Athens
per person
24 Jun - 30 Jun
found 19 hours ago
Return direct flight included
Sydney (SYD) to Los Angeles (LAX)
8.2/10 Very Good! (1,317 reviews)
Nice to be where it is located

Reviewed on 26 Apr. 2025

The Pierside Santa Monica

The Pierside Santa Monica

4 out of 5
Downtown Santa Monica
per person
24 Jun - 30 Jun
found 19 hours ago
Return direct flight included
Sydney (SYD) to Los Angeles (LAX)
8.8/10 Excellent! (1,144 reviews)
clean, near to Santa Monica Beach

Reviewed on 25 Apr. 2025

Kimpton Everly Hotel Hollywood by IHG

Kimpton Everly Hotel Hollywood by IHG

4 out of 5
Hollywood
per person
24 Jun - 30 Jun
found 19 hours ago
Return direct flight included
Sydney (SYD) to Los Angeles (LAX)
8.6/10 Excellent! (1,003 reviews)
Property is 1.5 blocks from Pantages. Property is clean, modern, and service/staff were excellent. We dined at both restaurants and food was good. Would stay again.

Reviewed on 18 Apr. 2025

Chalk Hill Holiday

Chalk Hill Essential Information

Language
English
Currency
U.S dollars

Our pick of the best Chalk Hill Hotel Deals

Holiday Inn Windsor Wine Country by IHG
Holiday Inn Windsor Wine Country by IHG
3 out of 5
8755 Old Redwood Hwy, Windsor, CA
Fully refundable
The price is AU$197 per night from 11 May to 12 May
AU$197
includes taxes & fees
11 May - 12 May
8.8/10 Excellent! (983 reviews)
"Easy to get to - right off highway."

Reviewed on 28 Apr. 2025

Holiday Inn Windsor Wine Country by IHG
Holiday Inn Express® Windsor Sonoma Wine Country by IHG
Holiday Inn Express® Windsor Sonoma Wine Country by IHG
2.5 out of 5
8865 Conde Lane, Windsor, CA
Fully refundable
The price is AU$246 per night from 11 May to 12 May
AU$246
includes taxes & fees
11 May - 12 May
9/10 Wonderful! (1,006 reviews)
"Location wasn’t too far from Healdsburg and vineyards we visited."

Reviewed on 27 Apr. 2025

Holiday Inn Express® Windsor Sonoma Wine Country by IHG
Hampton Inn & Suites Windsor - Sonoma Wine Country
Hampton Inn & Suites Windsor - Sonoma Wine Country
2.5 out of 5
8937 Brooks Road South, Windsor, CA
Fully refundableReserve now, pay when you stay
The price is AU$255 per night from 11 May to 12 May
AU$255
includes taxes & fees
11 May - 12 May
"Love this place!"

Reviewed on 28 Apr. 2025

Hampton Inn & Suites Windsor - Sonoma Wine Country
See all 2,047 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.
All Inclusive Holidays

All Inclusive Holidays

All Inclusive Holidays
Cheap Holidays

Cheap Holidays

Cheap Holidays
beach holidays

Beach Holidays

Beach Holidays

Frequently asked questions

How much does a Chalk Hill holiday package cost?
From as little as AU$1,793, 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.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.