Chester Holidays

Photo by Shannon Willitts
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Top Flight + Hotel Deals in Chester

Price found within the past 48 hours. Click for updated prices.
The LEEF Hotel
Hollywood Inn Suites Hotel
Glendale Hotel
Fairmont Century Plaza Gold Experience
Le Bon Hotel Hollywood

Top hotels in Chester

Best Western Rose Quartz Inn

Best Western Rose Quartz Inn

2.5 out of 5
306 Main Street, Chester, CA
Fully refundableReserve now, pay when you stay
The price is €230 per night from 7 Sept to 8 Sept
€230
7 Sept - 8 Sept
includes taxes & fees
8.8/10 Excellent! (863 reviews)
"Pros: The bathtub shape is ovel so it is larger than ordinary bathtub. The bathroom is large. The suite is good with extra space. Cons: There is no swimming pool but just a spa."

Reviewed on 11 Aug 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 €248 per night from 17 Aug to 18 Aug
€248
17 Aug - 18 Aug
includes taxes & fees
9.4/10 Exceptional! (178 reviews)
"Nothing"

Reviewed on 7 Aug 2025

The Bidwell House
Chester Cabin w/ Deck - Walk to Lake + Golfing!

Chester Cabin w/ Deck - Walk to Lake + Golfing!

Chester
8.8/10 Excellent! (20 reviews)
"Nice stay in a beautiful lakeside community.Driving in you'll see some amazing looking houses, so you could be a little disappointed in what you see here, but the inside is very nice and has everything you need for the stay. The location is great and and just a few minutes from the paces you will ..."

Reviewed on 31 Jul 2025

Chester Cabin w/ Deck - Walk to Lake + Golfing!
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 holiday package cost?
Offering great value package deals from €373 on Expedia, you'll be thrilled with how little a holiday 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 holiday packages. Opting to travel in quieter months means you can typically find better prices on accommodation and flights.
How many days is enough for Chester?
Typically, a handful of days is enough to visit the main attractions during your Chester holiday. 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 holiday package as early as possible.
Is it cheaper to book a Chester holiday as a package?
An Expedia holiday package could score you significant savings when compared to booking flights and accommodation individually. Better still, you can personalise 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 holiday 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 holiday 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.