Chester Vacations from $589
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The Latest Chester vacation packages
Price found within the past 48 hours. Click for updated prices.
Sawtelle Mountain Resort
$589
per person
Oct 15 - Oct 18
found 7 hours ago
Roundtrip non-stop flight included
Atlanta (ATL) to Idaho Falls (IDA)
9.2/10 Wonderful! (1,019 reviews)
Staff were very pleasant. The area and rooms were very comfortable. Breakfast was very good. Our only complain is we book places specifically for a hot tub which always means it has jets. This one is just a hot pool no jets and unfortunately the pool is frigid and needs to be mildly heated to be enjoyable. It's a polar plunge. Dissatisfied with that but everything was great. Ty
Reviewed on Sep 4, 2026
Kingston East
$599
per person
Nov 6 - Nov 9
found 1 day ago
Roundtrip non-stop flight included
Los Angeles (LAX) to Idaho Falls (IDA)
9.2/10 Wonderful! (26 reviews)
What a wonderful place to stay and wonderul customer service! We had booked another place, we had issues the moment we arrived. Looked for another place and found the kingston east. Highly recommended! Close to everything, even the Temple.
Reviewed on Dec 9, 2025
Island Park Lodge
$671
per person
Oct 10 - Oct 13
found 1 day ago
Roundtrip flight included
Denver (DEN) to Idaho Falls (IDA)
8.6/10 Excellent! (560 reviews)
The lodge is located about 20 minutes from Yellowstone. The room was cleaned and had rustic decor. We had issues with the door being stuck and the TV remote was in Spanish.
Reviewed on Sep 4, 2026
Chester Hotel Deals
Cozy, inviting log cabin near U.S. 20 on the way to Island Park and Yellowstone
Chester ID
$265 nightly
$283 total
Sep 28 - Sep 29
Total with taxes and fees
9.8/10 Exceptional! (39 reviews)
"Perfect for four senior fly fishermen"
Reviewed on Aug 23, 2026
Cozy River View Cabin Near Yellowstone
Chester ID
$177 nightly
$177 total
Sep 7 - Sep 8
Total with taxes and fees
AmericInn by Wyndham Rexburg BYUI
1098 Golden Beauty Dr Rexburg ID
Fully refundableReserve now, pay when you stay
$71 nightly
$77 total
Oct 1 - Oct 2
Total with taxes and fees
8.2/10 Very Good! (1,003 reviews)
"The hallway carpets were not clean."
Reviewed on Sep 3, 2026
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.
Find the Best Chester Vacation Packages
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 $589 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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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
