Chalk Hill Holidays from AU$1,888
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
Better together
Save up to AU$703 when you book a flight and hotel together*
Find the right fit
With over 300,000 hotels worldwide, it's easy to create a perfect package
Rest easy
Plan, book, and manage your trip all in one place
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.
Naryn Guest house
Historic South Central
Price was AU$3,651, price is now AU$1,888 per person
AU$1,888
per person
4 Dec - 11 Dec
found 1 day ago
Return direct flight included
Sydney (SYD) to Los Angeles (LAX)
7.4/10 Good! (31 reviews)
I enjoyed the free breakfast. For the price and location it was exactly what I needed
Reviewed on 6 Oct 2025
USC Hotel
Price was AU$4,119, price is now AU$2,004 per person
AU$2,004
per person
4 Dec - 11 Dec
found 1 day ago
Return direct flight included
Sydney (SYD) to Los Angeles (LAX)
9/10 Wonderful! (1,915 reviews)
Wish i could've stayed longer, but I did enjoy the time I was there. Staff was very helpful and understanding. Would go again for a longer stay.
Reviewed on 13 Oct 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
8865 Conde Lane, Windsor, CA
Fully refundable
The price is AU$194 per night from 19 Oct to 20 Oct
AU$194
19 Oct - 20 Oct
includes taxes & fees
9/10 Wonderful! (1,204 reviews)
"Clean rooms. Quiet. Good staff"
Reviewed on 14 Oct 2025
Holiday Inn Windsor Wine Country by IHG
8755 Old Redwood Hwy, Windsor, CA
Fully refundable
The price is AU$174 per night from 6 Nov to 7 Nov
AU$174
6 Nov - 7 Nov
includes taxes & fees
9/10 Wonderful! (1,013 reviews)
"Parking very easy and convenient. Basement parking close to elevators."
Reviewed on 12 Oct 2025
The Sandman Santa Rosa Sonoma, an Ascend Collection Hotel
3421 Cleveland Ave, Santa Rosa, CA
Fully refundableReserve now, pay when you stay
The price is AU$163 per night from 3 Nov to 4 Nov
AU$163
3 Nov - 4 Nov
includes taxes & fees
8.4/10 Very Good! (1,992 reviews)
"Didn’t get the room (king size) that we booked they didn’t have more available. When asking how it could sold out when we had made the reservation the question was ignored. Room clean. Breakfast ok. Pool area looked nice."
Reviewed on 13 Oct 2025
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.
Explore a world of travel with Expedia
Lodging
- Caravan Parks in Alexander Valley
- Alexander Valley Hotels
- Inns in Alexander Valley
- Resort in Alexander Valley
- Lgbt Welcoming Hotels in Alta Vista Homeowners Association
- Alta Vista Homeowners Association Hotels
- Hotels near Chalk Hill Estate Vineyard
- Cheap Hotels in Sonoma County
- Sonoma County Hotels
- Hotels with Pool in Forest Hills
- Forest Hills Hotels
- B&B in Forestville
- Cabin Rentals in Forestville
- Forestville Hotels
- Motels in Forestville
- Foss Creek Pathway Hotels
- B&B in Fulton
- Fulton Hotels
- Caravan Parks in Hacienda
- Holiday Homes in Hacienda
- Holiday Parks in Hacienda
- Luxury Hotels in Hacienda
- Hacienda Hotels
- Motels in Hacienda
- Winery Hotels in Healdsburg
- Healdsburg Hotels
- Hotels near Healdsburg Plaza
- Hotels near Kendall-Jackson Winery
- Hotels near Petrified Forest
- Hotels near Russian River
- Santa Rosa Hotels
- Apartments in Sonoma County
- Farmstay in Sonoma County
- Motels in Sonoma County
- Caravan Parks in Windsor
- Hotels near Windsor Golf Club
- Hotels with Pool in Windsor
- Lgbt Welcoming Hotels in Windsor
- Romantic Hotels in Windsor
- Spa Hotels in Windsor
- Winery Hotels in Windsor
- Windsor Hotels
- Motels in Windsor
- Resort in Windsor
Flights
- Flights to Forestville
- Flights to Healdsburg
- Flights to Santa Rosa
- Flights to Sonoma County
- Flights to Windsor
- Flights from Healdsburg
- Flights from Dallas (DFW) to Santa Rosa (STS)
- Flights from Elko (EKO) to Santa Rosa (STS)
- Flights from Kingston (KIN) to Santa Rosa (STS)
- Flights from Las Vegas (LAS) to Santa Rosa (STS)
- Flights from Los Angeles (LAX) to Santa Rosa (STS)
- Flights from Melbourne (MEL) to Santa Rosa (STS)
- Flights from Ogden (OGD) to Santa Rosa (STS)
- Flights from Palm Springs (PSP) to Santa Rosa (STS)
- Flights from Seattle (SEA) to Santa Rosa (STS)
- Flights from San Francisco (SFO) to Santa Rosa (STS)
- Flights from Sydney (SYD) to Santa Rosa (STS)
Packages
- Armstrong Redwoods State Park
- Bohemian Grove
- Calistoga Holidays
- Cameo Cinema
- Castello di Amorosa
- Doran Beach
- Foxtail Golf Club
- Francis Ford Coppola Winery
- Hall St. Helena Winery
- Healdsburg Holidays
- Iron Horse Vineyards
- Jack London Village
- Jordan Vineyard & Winery
- Kendall-Jackson Wine Estate and Gardens
- Kistler Vineyards
- Ledson Winery and Vineyards
- Oakville Holidays
- Occidental Holidays
- Quarryhill Botanical Garden
- Robert Mondavi Winery
- Rohnert Park Holidays
- Russian River
- Santa Rosa Holidays
- Visit Santa Rosa
- Sonoma Coast State Park
- Sonoma State University
- St. Helena Holidays
- Sterling Vineyards
- Trione-Annadel State Park
- Vacation Beach Holidays
- Valley of the Moon Pottery & North Eagle Gallery
Holiday Rentals
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
