Chalk Hill Vacation Packages

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

Top Chalk Hill Vacation 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
Oct 19 - Oct 26
found 1 day ago
Roundtrip flight included
Edmonton (YEG) to Los Angeles (LAX)
8.6/10 Excellent! (115 reviews)
One thing that I did not appreciate was paying for parking and then returning at the end of the night to every spot filled. Had to park on the street which would’ve been fine had I not paid to park in the lot.

Reviewed on Aug. 12, 2025

SIRTAJ - Beverly Hills

SIRTAJ - Beverly Hills

4 out of 5
per person
Oct 2 - Oct 6
found 1 day ago
Roundtrip flight included
Vancouver (YVR) to Los Angeles (LAX)
8.4/10 Very Good! (1,002 reviews)
Clean hotel with great service. The only downsides to this property is that the $150 deposit wasn’t disclosed until after I already booked and prepaid for the room & the parking is $40 a night (in a garage that’s across the street). Other than that, this is a great place to spend a night or two.

Reviewed on Aug. 9, 2025

Glendale Hotel

Glendale Hotel

2.5 out of 5
Somerset
per person
Oct 19 - Oct 26
found 1 day ago
Roundtrip flight included
Edmonton (YEG) to Los Angeles (LAX)
8.4/10 Very Good! (2,650 reviews)
Good service and very clean

Reviewed on Aug. 13, 2025

Hollywood Inn Suites Hotel

Hollywood Inn Suites Hotel

2.5 out of 5
West Athens
per person
Oct 19 - Oct 26
found 1 day ago
Roundtrip flight included
Edmonton (YEG) to Los Angeles (LAX)
8.2/10 Very Good! (1,510 reviews)
Clean, however on busy main road with limited noise reduction on windows. Upstairs room when moving around sounded like they were in my room. Hardly managed to sleep so would not recommend

Reviewed on Aug. 12, 2025

Elan Hotel

Elan Hotel

3 out of 5
Beverly Grove
per person
Sep 18 - Sep 25
found 1 day ago
Roundtrip flight included
Vancouver (YVR) to Los Angeles (LAX)
8.4/10 Very Good! (1,004 reviews)
Bed was comfortable. Seemed fairly quiet considering the proximity to the road. Nice and close to the hospital. Staff was helpful.

Reviewed on Aug. 12, 2025

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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 CA $142 per night from Aug 25 to Aug 26
CA $142
CA $162 total
Aug 25 - Aug 26
includes taxes & fees
9/10 Wonderful! (1,008 reviews)
"Awesome !"

Reviewed on Aug. 6, 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 CA $169 per night from Sep 14 to Sep 15
CA $169
CA $193 total
Sep 14 - Sep 15
includes taxes & fees
9.2/10 Wonderful! (1,113 reviews)
Good deal for the price.
"Beautiful place for a good price. Great location."

Reviewed on Aug. 11, 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 CA $180 per night from Aug 20 to Aug 21
CA $180
CA $206 total
Aug 20 - Aug 21
includes taxes & fees
9.2/10 Wonderful! (1,005 reviews)
"Not the greatest experience. Food and cofffee was pretty mediocre."

Reviewed on Aug. 10, 2025

Hampton Inn & Suites Windsor - Sonoma Wine Country
See all 2,060 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 Vacations
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Beach Vacations
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Discover the most popular places to visit in Chalk Hill

Windsor Oaks Vineyards

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 wineries.

Windsor Oaks Vineyards

Frequently asked questions

How much does a Chalk Hill vacation package cost?
From as little as CA $669, you can build your own Chalk Hill vacation 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 vacation.
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 travelers 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 vacation?
It can be difficult to know exactly when is the perfect time to book your vacation 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 vacation 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 vacation 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 vacation 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 vacation, take a look at our Customer Service Portal for more information.

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