Chester Vacations from $652

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The Latest Chester vacation packages

Price found within the past 48 hours. Click for updated prices.
Kingston East

Kingston East

3.5 out of 5
Price was $756, price is now $652 per person
$652
per person
Nov 13 - Nov 16
found 4 hours ago
Roundtrip non-stop flight included
Dallas (DFW) to Idaho Falls (IDA)
9.2/10 Wonderful! (25 reviews)
Very nice home in a quiet neighborhood. Close to BYU Idaho and the Temple. Short distance to the city center and restaurants/shopping. The home is cozy with two bedrooms, full kitchen, tub/shower combo, and fully stocked. The host is super nice and she provided us with eggs and pancake mix to make breakfast. I highly recommend the home and will come again next time I visit Rexburg.

Reviewed on Sep 14, 2024

Timbers at Island Park Village Resort

Timbers at Island Park Village Resort

3 out of 5
Price was $1,355, price is now $1,003 per person
$1,003
per person
Dec 21 - Dec 27
found 6 hours ago
Roundtrip non-stop flight included
Dallas (DFW) to Idaho Falls (IDA)
8.8/10 Excellent! (409 reviews)
It was very quiet. The staff were very helpful. The condo was great. I enjoyed the pool and the hot tub.

Reviewed on Sep 28, 2025

My Yellowstone Retreat

My Yellowstone Retreat

4 out of 5
Save 100% on your flight
Price was $5,758, price is now $4,718 per person
$4,718
per person
Dec 21 - Dec 27
found 6 hours ago
Roundtrip non-stop flight included
Dallas (DFW) to Idaho Falls (IDA)
10/10 Exceptional! (4 reviews)
Sawtelle Mountain Resort

Sawtelle Mountain Resort

2.5 out of 5
Price was $805, price is now $686 per person
$686
per person
Dec 25 - Dec 28
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Idaho Falls (IDA)
9.2/10 Wonderful! (1,004 reviews)
The room here was amazing.

Reviewed on Oct 4, 2025

Xhale Resort and Spa

Xhale Resort and Spa

2 out of 5
Price was $827, price is now $719 per person
$719
per person
Dec 8 - Dec 11
found 1 day ago
Roundtrip non-stop flight included
Fresno (FAT) to Idaho Falls (IDA)
10/10 Exceptional! (15 reviews)
Our expectations were exceeded in every way. The place is immaculate and the attention to detail is everywhere. These people are clearly passionate about this place, and we feel grateful to have found it. Clean, beautiful, serene and peaceful throughout. We cannot wait to return; we will be coming back here regularly. Thank you for building and maintaining such an amazing place - I would leave 6 stars if I could!

Reviewed on Oct 2, 2025

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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
$267 nightly
The price is $285 total per night from Oct 6 to Oct 7
$285 total
Oct 6 - Oct 7
Total with taxes and fees
10/10 Exceptional! (27 reviews)
"This little country house is exactly as described, except that new window blinds have been added throughout, which was a nice unexpected bonus after planning the trip just from the photos. It is spotlessly clean, and very comfortable. For people with even mild mobility or balance issues this is perhaps ..."

Reviewed on Sep 10, 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
$166 nightly
The price is $177 total per night from Oct 6 to Oct 7
$177 total
Oct 6 - Oct 7
Total with taxes and fees
10/10 Exceptional! (2 reviews)
"Incredible trip!! The tiny cabin was in amazing condition and a cozy home away from home. As someone traveling alone, I felt very safe knowing there were other cabins close by without feeling on top of other people. Loved listening to the cattle and the river in the mornings, and PLENTY of things ..."

Reviewed on Aug 15, 2025

Tiny Cabin on the River (EV, Dog Friendly), Tiny Cabin on the River
Edge Water Lodge (EV), Waters Edge Lodge

Edge Water Lodge (EV), Waters Edge Lodge

Fremont County
$428 nightly
The price is $454 total per night from Oct 6 to Oct 7
$454 total
Oct 6 - Oct 7
Total with taxes and fees
10/10 Exceptional! (3 reviews)
"Slice of heaven in the country. Loved our stay here. And such beautiful scenery. Thank you we had a wonderful time."

Reviewed on Sep 15, 2025

Edge Water Lodge (EV), Waters Edge Lodge
See all 259 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.

Chester Essential Information

Language
English
Currency
U.S dollars
Max Temp Winter
25ºF
Max Temp Summer
80ºF

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Frequently asked questions

How much does a Chester vacation package cost?
You can pick up a vacation package to this destination from $652 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?
You can typically find reduced prices and greater availability in October, November and December. Take a look at our cheap Chester vacation packages and you could score some great off-season discounts.
How many days is enough for Chester?
With a well-planned itinerary, you can easily tick off the top Chester sights in a few days. But if you want to venture off the beaten track or go on day tours, consider 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.
Does Expedia offer Book Now, Pay Later Chester vacation packages?
If you're anything like us, you love discovering new places but don't love the price tag that can come with it. That's why we've created Book Now, Pay Later vacations. With help from online lender Affirm, you can break down the cost of your Chester vacation over 3, 6 or 12 months. There are also no late payment fees or hidden costs, so you can secure great vacation packages with payment plans as soon as you spot them.

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Explore a world of travel with Expedia

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