Chalk Hill Holidays from AU$1,588

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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.
Hotel Fiona

Hotel Fiona

3.5 out of 5
Downtown San Francisco
per person
26 Aug - 31 Aug
found 1 hour ago
Return direct flight included
Sydney (SYD) to San Francisco (SFO)
8.4/10 Very Good! (646 reviews)
Very cool decor, comfy beds, friendly staff n tasty complimentary breakfast...would definitely stay again!!

Reviewed on 3 Jul. 2025

The LEEF Hotel

The LEEF Hotel

2 out of 5
Citrus Grove
per person
15 Sept - 22 Sept
found 7 hours ago
Return direct flight included
Brisbane (BNE) to Los Angeles (LAX)
8.6/10 Excellent! (61 reviews)
This is a very nice room

Reviewed on 5 Jul. 2025

BEI San Francisco, Trademark Collection by Wyndham

BEI San Francisco, Trademark Collection by Wyndham

4 out of 5
Downtown San Francisco
per person
26 Aug - 31 Aug
found 1 hour ago
Return direct flight included
Sydney (SYD) to San Francisco (SFO)
7/10 Good! (1,027 reviews)
Carpets very dirty. Elevators out of service ( only one working) NO restaurant or bar ( it was always closed) and the area is not the best. I lt seems it was a beautiful hotel but now looks deteriorating.

Reviewed on 28 Jun. 2025

Fitzgerald Hotel

Fitzgerald Hotel

3 out of 5
Union Square
per person
26 Aug - 31 Aug
found 1 hour ago
Return direct flight included
Sydney (SYD) to San Francisco (SFO)
7.8/10 Good! (410 reviews)
If you want budget accommodation this is for you. Nothing like the photos on Expedia. But it's still ok accommodation. Make sure you pack ear plugs, as the walls a very thin.

Reviewed on 10 Jun. 2025

Hotel Del Sol

Hotel Del Sol

3 out of 5
Cow Hollow
per person
26 Aug - 31 Aug
found 1 hour ago
Return direct flight included
Sydney (SYD) to San Francisco (SFO)
8.4/10 Very Good! (1,000 reviews)
It was so cute. The staff was welcoming. Beautiful and quiet and very close to all things San Fran. We loved it.

Reviewed on 26 Jun. 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 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$221 per night from 16 July to 17 July
AU$221
16 July - 17 July
includes taxes & fees
9.2/10 Wonderful! (1,018 reviews)
Perfect 2 night stay.
"I enjoyed my 2 night stay at this nice hotel. The location was perfect for my needs, and the room and breakfast was good. I will definitely return the next time I'm in Windsor."

Reviewed on 30 Jun. 2025

Holiday Inn Express® Windsor Sonoma Wine Country by IHG
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$193 per night from 3 Aug to 4 Aug
AU$193
3 Aug - 4 Aug
includes taxes & fees
9/10 Wonderful! (1,001 reviews)
"The property was satisfactory!"

Reviewed on 1 Jul. 2025

Holiday Inn Windsor 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$235 per night from 16 July to 17 July
AU$235
16 July - 17 July
includes taxes & fees
9.2/10 Wonderful! (1,000 reviews)
Best Experience
"We had an EXCELLENT experience at Hampton Inn and Suites Windsor. Every person who works there is professional and kind. Our rooms were immaculate! The amenities were perfect!"

Reviewed on 30 Jun. 2025

Hampton Inn & Suites Windsor - Sonoma Wine Country
See all 2,043 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$1,588, 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.