Chester Vacations

Book a Hotel + Flight or Car together to unlock savings

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  • Plan, book, travel with confidence

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    Better together

    Save up to ₩234,741 when you book a flight and hotel together*
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    Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
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Find the Best Chester Vacation Packages

Chester Hotel Deals

Best Western Rose Quartz Inn

Best Western Rose Quartz Inn

2.5 out of 5
306 Main Street, Chester, CA
The price is ₩311,237 per night from Sep 1 to Sep 2
₩311,237
₩345,473 total
Sep 1 - Sep 2
includes taxes & fees
8.8/10 Excellent! (860 reviews)
"Clean comfortable stay, excellent staff, great free breakfast."

Reviewed on Jul 24, 2025

Best Western Rose Quartz Inn
The Bidwell House

The Bidwell House

3.5 out of 5
#1 Main Street, Chester, CA
The price is ₩361,080 per night from Aug 12 to Aug 13
₩361,080
₩400,799 total
Aug 12 - Aug 13
includes taxes & fees
9.4/10 Exceptional! (178 reviews)
"Nothing"

Reviewed on Aug 7, 2025

The Bidwell House
Drakesbad Guest Ranch

Drakesbad Guest Ranch

3 out of 5
14423 Chester Warner Valley Road, Chester, CA
Get rates
Drakesbad Guest Ranch
See all 276 properties in Chester
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.

Frequently asked questions

How much does a Chester vacation package cost?
Offering great value package deals on Expedia, you'll be thrilled with how little a vacation to Chester costs! Our packages make travel planning easier and save you more.
What are the cheapest months to go to Chester?
December, January and February are the best times to look for cheap Chester vacation packages. Opting to travel in quieter months means you can typically find better prices on accommodations and flights.
How many days is enough for Chester?
Typically, a handful of days is enough to visit the main attractions during your Chester vacation. But if you prefer to have time to unwind or go on day tours, think about extending your itinerary.
How to find the best Chester package deals?
Use Expedia's filter tool to find some of the best Chester package deals. When you begin your search, simply set your maximum budget and then sort the results by "Price: low to high." If you're looking to save, plan your escape for midweek, or browse for Chester package deals in the off-peak season. Switch up your travel dates and you may land even better discounts. As a rule of thumb, it's typically best to book your vacation package as early as possible.
Is it cheaper to book a Chester vacation as a package?
An Expedia vacation package could score you significant savings when compared to booking flights and accommodations individually. Better still, you can personalize your Chester getaway to match your exact needs. Choose your preferred flight time, select the hotel type and add a rental car. Browse our great deals to see how much you can save.
When to book a vacation package to Chester?
If you're planning a spur-of-the-moment Chester trip, browse our last-minute deals that can be booked up to a week before you go. Don't want to leave things to the last minute? You can find sensational deals on your hotels and flights by booking well in advance.
How to plan a trip to Chester?

  1. Choose the right time to travel: Your schedule, preferred season and the type of weather you enjoy can all impact your decision on when to travel to Chester.
  2. Plan your budget wisely: As well as the cost of your stay, you'll need to consider other expenses too. These include transportation, food and flights. Also, put aside a little extra for unexpected costs that may arise during your trip to Chester.
  3. Set the duration of your trip: Start by compiling a list of the activities and sights you want to get to in Chester. Then, estimate how long you'll need for each, including any travel time.
  4. Bundle your flights and hotel: Awesome destination, check. Length of stay, check. All that's left is to find a Chester vacation package that brings all your bookings together.

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