Chester Holidays

Photo by Shannon Willitts

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Chester Flight & Hotel Packages

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

The LEEF Hotel

2 out of 5
Citrus Grove
Save 100% on your flight
per person
21 Oct - 24 Oct
found 1 hour ago
Return flight included
San Francisco (SFO) to Los Angeles (LAX)
8.6/10 Excellent! (105 reviews)
Overall pleasant experience

Reviewed on 2 Aug, 2025

Glendale Hotel

Glendale Hotel

2.5 out of 5
Somerset
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per person
21 Oct - 24 Oct
found 1 hour ago
Return flight included
San Francisco (SFO) to Los Angeles (LAX)
8.4/10 Very Good! (2,658 reviews)
Room is clean bed is comfortable check in and out is easy and simple, they provide great coffee.

Reviewed on 2 Aug, 2025

Hotel H-Wood

Hotel H-Wood

2.5 out of 5
Hollywood
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per person
21 Oct - 24 Oct
found 1 hour ago
Return flight included
San Francisco (SFO) to Los Angeles (LAX)
6/10 (521 reviews)
The overall property itself was decently clean.Its just the street that was a little dirty. Did have a problem with my room but they switched me quickly. Problems: Seemed like no matter what room I was in there was always an issue somewhere some small and some big. Maybe the lamp didn’t work, dirty or stained shower floor and stains in the carpet in one room and the other room had cheap paint job, weird smell, similar shower and no lamps besides a light by the bathroom. Both rooms had issues that I didn’t bother the hotel about(seemed like all the rooms were going to have problems). Not so bad: Decent price. Bed seemed to have clean sheets and overall it was a decent bed to sleep on. Has a pool. Close to everything in Hollywood. Front desk agents were accommodating. Overall a decent experience but as it is understood, you get what you pay for. In this case I paid for convenience but not “luxury”(or let’s say a certain level of excellence). If you come understanding what you are paying for and adjust your expectations, you’ll enjoy your stay here

Reviewed on 27 Jul, 2025

Budget Inn Hollywood

Budget Inn Hollywood

2 out of 5
Hollywood
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per person
21 Oct - 24 Oct
found 1 hour ago
Return flight included
San Francisco (SFO) to Los Angeles (LAX)
5.2/10 (210 reviews)
The staff was amazing. On top of their game. Very helpful. All the bad reviews. Its hollywood. Full of life. Full of character. We were super happy. Thanks guys.

Reviewed on 29 Jul, 2025

Le Bon Hotel Hollywood

Le Bon Hotel Hollywood

2 out of 5
Hollywood
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per person
21 Oct - 24 Oct
found 1 hour ago
Return flight included
San Francisco (SFO) to Los Angeles (LAX)
7.8/10 Good! (188 reviews)
It was a nice place to stay for a night. It was simple and quick. The sheets could have been cleaner and there was no fitted sheet on the bed but other than this it was simple for the price.

Reviewed on 24 Jul, 2025

Top hotels in Chester

Best Western Rose Quartz Inn

Best Western Rose Quartz Inn

2.5 out of 5
306 Main Street, Chester, CA
The price is S$321 per night from 19 Aug to 20 Aug
S$321
19 Aug - 20 Aug
includes taxes & fees
8.8/10 Excellent! (858 reviews)
"Clean comfortable stay, excellent staff, great free breakfast."

Reviewed on 24 Jul, 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 S$324 per night from 18 Aug to 19 Aug
S$324
18 Aug - 19 Aug
includes taxes & fees
9.4/10 Exceptional! (176 reviews)
"A comfortable and homely stay in a very restful and characterful setting. Great breakfasts. Lovely aspens in the well tended garden. Would stay there just for a great getaway to peace and quiet."

Reviewed on 1 Aug, 2025

The Bidwell House
Drakesbad Guest Ranch

Drakesbad Guest Ranch

3 out of 5
14423 Chester Warner Valley Road, Chester, CA
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Drakesbad Guest Ranch
See all 279 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 holiday package cost?
Offering great value package deals from S$288 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. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.