Chester Holidays from NZ$2,132

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The Latest Chester Holiday Deals

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

The LEEF Hotel

2 out of 5
Citrus Grove
per person
20 Sept - 27 Sept
found 6 hours ago
Return direct flight included
Auckland (AKL) to Los Angeles (LAX)
8.6/10 Excellent! (115 reviews)
Clean, quiet, newly renovated, easy & convenient parking, very reasonable rate on a Monday night.

Reviewed on 6 Aug. 2025

Fairmont Century Plaza Gold Experience

Fairmont Century Plaza Gold Experience

5 out of 5
Century City
Save 100% on your flight
per person
20 Sept - 27 Sept
found 6 hours ago
Return direct flight included
Auckland (AKL) to Los Angeles (LAX)
9.8/10 Exceptional! (113 reviews)
This property was beautifully renovated. I visited with my teen daughter and felt very safe in the hotel and surrounding area. This hotel is very centrally located so if you are looking to hit up many sites in LA this is a great spot. Quiet and a little off the beaten path but definitely walkable to shopping (Century City) and Beverly Hills area. We booked the Gold level and it was great, They had a separate concierge lounge that you can get small breakfast items/appetizers/snacks and grab water/soda on the go. Bella (the other staff as well in the Gold level) were super friendly and helpful. Would definitely recommend!

Reviewed on 1 Aug. 2025

The Pierside Santa Monica

The Pierside Santa Monica

4 out of 5
Downtown Santa Monica
per person
20 Sept - 27 Sept
found 6 hours ago
Return direct flight included
Auckland (AKL) to Los Angeles (LAX)
8.8/10 Excellent! (1,336 reviews)
Amazing stay! Perfect location, nice staff. What they can do better: put a multi machine on Gym area, fix A/C from Gym, put a shower at the Pool, have better options for breakfast at the restaurant. Overall it's amazing!

Reviewed on 8 Aug. 2025

Hotel Maya

Hotel Maya

4 out of 5
per person
20 Sept - 27 Sept
found 6 hours ago
Return direct flight included
Auckland (AKL) to Long Beach (LGB)
8.4/10 Very Good! (1,744 reviews)
I only stayed for one night but I’m very happy with the experience I had and would return again!

Reviewed on 9 Aug. 2025

The LINE Hotel

The LINE Hotel

4 out of 5
Koreatown
per person
20 Sept - 27 Sept
found 6 hours ago
Return direct flight included
Auckland (AKL) to Los Angeles (LAX)
8.2/10 Very Good! (1,651 reviews)
The Line hotel is excellent. It’s a great space with amazing art, including a new exhibit. The rooms are comfortable if a little tight.

Reviewed on 9 Aug. 2025

Chester Holiday

Our pick of the best 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 NZ$418 per night from 27 Aug to 28 Aug
NZ$418
27 Aug - 28 Aug
includes taxes & fees
8.8/10 Excellent! (860 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 NZ$451 per night from 20 Aug to 21 Aug
NZ$451
20 Aug - 21 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

Get rates
Chester Cabin w/ Deck - Walk to Lake + Golfing!
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 holiday package cost?
Offering great value package deals from NZ$2,132 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.