Chalk Hill Vacations from ￥182,857

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The Latest Chalk Hill Vacation Packages

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

The LEEF Hotel

Citrus Grove
￥182,857
per person
Dec 24 - Dec 31
found 1 day ago
Roundtrip flight included
Tokyo (HND) to Los Angeles (LAX)
8.6/10 Excellent! (879 reviews)
The Sofia Hotel

The Sofia Hotel

Downtown San Diego
￥253,654
per person
Dec 26 - Jan 2
found 9 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to San Diego (SAN)
8.6/10 Excellent! (2,695 reviews)
AKA Beverly Hills

AKA Beverly Hills

Golden Triangle
Save 100% on your flight
￥682,490
per person
Dec 27 - Jan 3
found 1 day ago
Roundtrip flight included
Tokyo (TYO) to Los Angeles (LAX)
9/10 Wonderful! (17 reviews)
The hotel offers a truly memorable stay, blending comfort with a distinct sense of character that sets it apart from standard accommodations. From the moment of arrival, the atmosphere feels warm and thoughtfully designed, with staff who are attentive without being overwhelming.

Reviewed on Jun 11, 2026

Glendale Hotel

Glendale Hotel

Somerset
￥191,570
per person
Dec 24 - Dec 31
found 1 day ago
Roundtrip flight included
Tokyo (HND) to Los Angeles (LAX)
8.4/10 Very Good! (3,497 reviews)
Clean room and working AC. there were virtual agents at the kiosk instead of actual people working at the front desk so if you need assistance, it’ll be virtual agents interesting

Reviewed on Oct 8, 2026

Fairmont Breakers Long Beach

Fairmont Breakers Long Beach

Waterfront
￥321,606
per person
Dec 25 - Dec 31
found 6 hours ago
Roundtrip non-stop flight included
Osaka (OSA) to Los Angeles (LAX)
9.6/10 Exceptional! (758 reviews)

Find the Best Chalk Hill Vacation Packages

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
￥16,748
￥19,093 total
Nov 8 - Nov 9
includes taxes & fees
9.2/10 Wonderful! (1,299 reviews)
"The AC in the bedroom didn’t work. I notified the staff to see if it could be fixed in the morning. We came back in the late afternoon, still not working. So I asked again. This staff person checked and apparently it was broken and they were waiting for a replacement. No one thought to mention this ..."

Reviewed on Oct 3, 2026

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
￥41,404
￥47,201 total
Oct 13 - Oct 14
includes taxes & fees
9.4/10 Exceptional! (2,033 reviews)
"FYI. Food at the Tides is good but be aware that the portions are huge. Maybe sharing would be my advise. Also try to pay thru your card not thru the hotel so the charges are clear."

Reviewed on Oct 8, 2026

The Inn at the Tides
Oxford Suites Sonoma County

Oxford Suites Sonoma County

67 Golf Course Drive W. Rohnert Park CA
Fully refundableReserve now, pay when you stay
￥18,306
￥22,670 total
Oct 22 - Oct 23
includes taxes & fees
Oxford Suites Sonoma County
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.

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 biking trails in Santa Rosa. Amble around this romantic area's riverfront and enjoy its top-notch restaurants.
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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 check out its top-notch restaurants.
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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 savor its top-notch restaurants.
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Guerro Fernandez

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

Frequently asked questions

How much does a Chalk Hill vacation package cost?
From as little as ￥182,857, 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.

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.