Chester Vacations from ¥117,507

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The Latest Chester Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Sawtelle Mountain Resort
Timbers at Island Park Village Resort
Cabin Village
Island Park Lodge
Starlight Retreat Yellowstone

Find the Best Chester Vacation Packages

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
The price is ¥23,164 per night from Jul 27 to Jul 28
¥23,164
¥41,930 total
Jul 27 - Jul 28
includes taxes & fees
10/10 Exceptional! (24 reviews)
"Loved the cabin nice and peaceful"

Reviewed on Jul 21, 2025

Cozy, inviting log cabin near U.S. 20 on the way to Island Park and Yellowstone
Tiny Cabin on the River (EV, Dog Friendly), Tiny Cabin on the River

Tiny Cabin on the River (EV, Dog Friendly), Tiny Cabin on the River

Fremont County
The price is ¥11,780 per night from Jul 27 to Jul 28
¥11,780
¥25,960 total
Jul 27 - Jul 28
includes taxes & fees
Idaho vacation
"Im in love!!!! Fishing waters are everywhere and love the view. Perfect little getaway for 2 or there are 2 bigger cabin on the same lot if u are wanting a pigger party!!!! Would definetly come again!!!"

Reviewed on Jul 2, 2025

Tiny Cabin on the River (EV, Dog Friendly), Tiny Cabin on the River
The Red Barn (EV), Barndominium on Henrys Fork

The Red Barn (EV), Barndominium on Henrys Fork

Fremont County
The price is ¥28,679 per night from Aug 16 to Aug 17
¥28,679
¥57,556 total
Aug 16 - Aug 17
includes taxes & fees
6/10 (2 reviews)
Comfortable rustic setting
"Exactly what you would expect of a cabin not inside a city or town."

Reviewed on Aug 8, 2024

The Red Barn (EV), Barndominium on Henrys Fork
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?
You can pick up a vacation package to this destination from ¥117,507 on Expedia. But how much your vacation 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 vacation packages, organize 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-organized 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 vacation 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 vacation package well in advance.
Is it cheaper to book a Chester vacation as a package?
You can enjoy significant savings on your next Chester break by booking a customized vacation 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 vacation 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 favorite time of year and the type of activities on offer will also help you decide when to vacation 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 accommodations and airfare: After you've nailed down your travel dates and duration, lock in the right Chester vacation package for you.

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