Chester Holidays

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Chester Holiday

Our pick of the best Chester Hotel Deals

Cozy, inviting log cabin near U.S. 20 on the way to Island Park and Yellowstone

Cozy, inviting log cabin near U.S. 20 on the way to Island Park and Yellowstone

Chester ID
The price is NZ$430 per night from 7 Nov to 8 Nov
NZ$430
7 Nov - 8 Nov
includes taxes & fees
9.8/10 Exceptional! (43 reviews)
"Very Rustic!, the property would benefit with some minor upgrades and the addition of wifi & live t.v. . Great location and lots of room if you have a large group."

Reviewed on 10 Oct 2026

Cozy, inviting log cabin near U.S. 20 on the way to Island Park and Yellowstone
Cozy River View Cabin Near Yellowstone

Cozy River View Cabin Near Yellowstone

Chester ID
The price is NZ$297 per night from 14 Nov to 15 Nov
NZ$297
14 Nov - 15 Nov
includes taxes & fees
Cozy River View Cabin Near Yellowstone
Henry's Fork Inn

Henry's Fork Inn

2.5 out of 5
115 S Bridge St St. Anthony ID
Fully refundableReserve now, pay when you stay
The price is NZ$130 per night from 8 Nov to 9 Nov
NZ$130
8 Nov - 9 Nov
includes taxes & fees
8.8/10 Excellent! (1,000 reviews)
"Great price for a nice, clean room. Staff was super nice!!!!!"

Reviewed on 1 Nov 2026

Henry's Fork Inn
See all 271 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?
You can pick up a holiday package to this destination on Expedia. But how much your holiday to Chester costs will depend on factors like the season, hotel choice and length of stay.
What are the cheapest months to go to Chester?
To score cheap Chester holiday packages, organise your getaway outside of peak periods such as public holidays. You'll typically find better availability and lower prices for flights and hotels.
How many days is enough for Chester?
With a well-organised schedule, you can easily visit the main Chester sights in a handful of days. But if you'd like to discover hidden spots or go on day trips, think about booking your Chester holiday for longer.
How to find the best Chester package deals?
Use Expedia's handy filters to help you find some terrific 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 break for midweek, or look for Chester package deals in the low season. Switch up your travel dates and you may land even bigger discounts. As a rule of thumb, it's typically best to lock in your holiday package well in advance.
Is it cheaper to book a Chester holiday as a package?
You can enjoy significant savings on your next Chester break by booking a customised holiday package. Click on the "Package" heading, then enter your travel dates and destination to see some great flight and hotel prices. Bundle everything into a great-value package and you can save hundreds of dollars. Consider adding a rental car and you may score a better deal.
When to book a holiday package to Chester?
If you're planning an impromptu Chester getaway, check out our last-minute deals that can be booked up to a week before you take off. Don't want to leave things to the last minute? You can land terrific deals on your hotels and flights by booking ahead.
How to plan a trip to Chester?

  1. Choose when to get away: Check your calendar and get your bags packed. Your favourite time of year and the type of activities on offer will also help you decide when to holiday in Chester.
  2. Plan your budget wisely: Besides the price of your stay, you should factor in other expenses too. These include food, flights and transportation. Also, set aside a little extra for unexpected costs that may crop up during your trip to Chester.
  3. Decide how many days away: Start by compiling a list of the activities and sights you'd like to experience in Chester. Then, estimate how long you'll need at each, including any travel time.
  4. Combine your accommodation and airfare: After you've nailed down your travel dates and duration, lock in the right Chester holiday package for you.

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