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.
Embassy Hotel

Embassy Hotel

2.5 out of 5
Downtown San Francisco
Save 100% on your flight
per person
Sep 24 - Oct 1
found 1 day ago
Roundtrip flight included
Edmonton (YEG) to San Francisco (SFO)
5.8/10 (1,006 reviews)
My stay was okay, but the parking is very expensive for one night? 30$ is not fair. The hotel itself is expensive per night already. The parking should be FREE for quest.

Reviewed on Jul. 20, 2025

The LEEF Hotel

The LEEF Hotel

2 out of 5
Citrus Grove
per person
Sep 24 - Oct 1
found 1 day ago
Roundtrip flight included
Edmonton (YEG) to Los Angeles (LAX)
8.6/10 Excellent! (80 reviews)
Not enough amenities in the room

Reviewed on Jul. 19, 2025

SIRTAJ - Beverly Hills

SIRTAJ - Beverly Hills

4 out of 5
per person
Sep 24 - Oct 1
found 2 hours ago
Roundtrip flight included
Edmonton (YEG) to Los Angeles (LAX)
8.4/10 Very Good! (1,004 reviews)
Didn’t like the bed and it was a little bit dirty

Reviewed on Jul. 15, 2025

Hotel Maya

Hotel Maya

4 out of 5
Save 100% on your flight
per person
Sep 24 - Oct 1
found 1 day ago
Roundtrip flight included
Edmonton (YEG) to Long Beach (LGB)
8.2/10 Very Good! (1,726 reviews)
The people were amazing.. the busboy(Rudy, I think?) at the restaurant was great. He should be promoted to a server. He knew about the great food choices and gave good recommendations.

Reviewed on Jul. 19, 2025

Glendale Hotel

Glendale Hotel

2.5 out of 5
Somerset
Save 100% on your flight
per person
Sep 24 - Oct 1
found 1 day ago
Roundtrip flight included
Edmonton (YEG) to Los Angeles (LAX)
8.4/10 Very Good! (2,584 reviews)
Had a close Parking area off of street surrounded by trees Had a remote run kiosk for check in but someone was there waiting online and it actually worked well Big room, clean and nice

Reviewed on Jul. 20, 2025

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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 CA $163 per night from Aug 3 to Aug 4
CA $163
CA $186 total
Aug 3 - Aug 4
includes taxes & fees
9.2/10 Wonderful! (1,054 reviews)
"Perfect place to relax"

Reviewed on Jul. 19, 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 CA $163 per night from Aug 11 to Aug 12
CA $163
CA $186 total
Aug 11 - Aug 12
includes taxes & fees
9/10 Wonderful! (1,014 reviews)
"The little town of Windsor is very cute good restaurants"

Reviewed on Jul. 17, 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
The price is CA $186 per night from Jul 27 to Jul 28
CA $186
CA $212 total
Jul 27 - Jul 28
includes taxes & fees
9.2/10 Wonderful! (1,001 reviews)
"Very friendly staff, rooms are super clean and bed very comfortable. So nice to have a mini fridge and microwave! The complementary breakfast was fantastic. Perfect location in Windsor. Walking to shops and restaurants. Easy access to freeway. I highly recommend and will absolutely stay there again ..."

Reviewed on Jul. 13, 2025

Hampton Inn & Suites Windsor - Sonoma Wine Country
See all 2,062 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

All Inclusive Vacations

Beach Vacations

Beach Vacations

Family Vacations

Family Vacations

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 top-notch restaurants.

Windsor Oaks Vineyards

Frequently asked questions

How much does a Chalk Hill vacation package cost?
From as little as CA $643, 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.