Chester Vacations from $871

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The Latest Chester vacation packages

Price found within the past 48 hours. Click for updated prices.
Timbers at Island Park Village Resort

Timbers at Island Park Village Resort

3 out of 5
Price was $1,079, price is now $871 per person
$871
per person
Sep 11 - Sep 14
found 19 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Idaho Falls (IDA)
8.8/10 Excellent! (432 reviews)
Clean with a few cobwebs, floors creaked. Cute and cozy! Excellent service!

Reviewed on Jul 5, 2026

Teton Peaks Resort

Teton Peaks Resort

2.5 out of 5
Price was $1,205, price is now $956 per person
$956
per person
Sep 11 - Sep 15
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Idaho Falls (IDA)
8.6/10 Excellent! (483 reviews)
Its okay hotel, but surrounded by nice teton hills.

Reviewed on Jul 8, 2026

Sawtelle Mountain Resort

Sawtelle Mountain Resort

2.5 out of 5
Price was $1,119, price is now $891 per person
$891
per person
Sep 11 - Sep 14
found 19 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Idaho Falls (IDA)
9.2/10 Wonderful! (1,008 reviews)
It was a nice, well maintained property in Idaho parks. We stayed here for our visit to Yellowstone (which was a bit long drive). We ended up doing a lot more local explorations (including big springs and ATV ride to Sawtelle mountain top).

Reviewed on Jul 5, 2026

Grandma's Cabin

Grandma's Cabin

3.5 out of 5
Price was $1,883, price is now $1,542 per person
$1,542
per person
Sep 19 - Sep 26
found 11 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Idaho Falls (IDA)
9.6/10 Exceptional! (4 reviews)
This was an awesome cabin!! It was extremely clean and felt very home like! My kids/grandkids absolutely loved it! There were even family games to play in the evenings! This was a perfect place for our family!! Thank you Laurie!

Reviewed on Jul 4, 2021

My Yellowstone Retreat

My Yellowstone Retreat

4 out of 5
Price was $3,097, price is now $2,628 per person
$2,628
per person
Sep 23 - Sep 27
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Idaho Falls (IDA)
10/10 Exceptional! (4 reviews)
This was our 50th Anniversary celebration with our family. A wonderful week at Yellowstone and the house was perfect for our needs. A few minor feedback items. Three of four clip for hot tub cover are missing, the doorstop for front door was broken. Someone had tried to stick it back with aluminum foil. Not successful. Foam mattress covers should be stored somewhere beside in bedroom closets which renders the closet unusable. Otherwise all was wonderful. Best stocked place we have ever stayed.

Reviewed on Sep 26, 2024

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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 ID
$267 nightly
The price is $285 total per night from Jul 15 to Jul 16
$285 total
Jul 15 - Jul 16
Total with taxes and fees
9.8/10 Exceptional! (36 reviews)
"Just a great place. Clean with 4 bedrooms and every basic accommodation our group needed. Close enough to both National Parks to make day trips, an inexpensive enough to justify the mileage expenses. If we ever return to the area, we would absolutely stay here again."

Reviewed on Jul 1, 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
$178 nightly
The price is $178 total per night from Jul 18 to Jul 19
$178 total
Jul 18 - Jul 19
Total with taxes and fees
Cozy River View Cabin Near Yellowstone
Motel 6 Rexburg, ID

Motel 6 Rexburg, ID

2 out of 5
1360 S 12th W Rexburg ID
Fully refundableReserve now, pay when you stay
$94 nightly
The price is $101 total per night from Jul 14 to Jul 15
$101 total
Jul 14 - Jul 15
Total with taxes and fees
8.4/10 Very Good! (1,008 reviews)
"Good"

Reviewed on Jul 6, 2026

Motel 6 Rexburg, ID
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.

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 $871 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.