Chester Vacations from $608

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The Latest Chester vacation packages

Price found within the past 48 hours. Click for updated prices.
Blue Buffalo Resort

Blue Buffalo Resort

2 out of 5
Price was $718, price is now $608 per person
$608
per person
Apr 25 - Apr 29
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Idaho Falls (IDA)
9.6/10 Exceptional! (505 reviews)
Spotless room, staff was friendly.

Reviewed on Feb 1, 2026

Sawtelle Mountain Resort

Sawtelle Mountain Resort

2.5 out of 5
Price was $1,044, price is now $747 per person
$747
per person
Apr 22 - Apr 26
found 13 hours ago
Roundtrip flight included
Atlanta (ATL) to Idaho Falls (IDA)
9.2/10 Wonderful! (1,001 reviews)
Room was spotless, staff was polite

Reviewed on Feb 2, 2026

Island Park Lodge

Island Park Lodge

2.5 out of 5
Price was $1,141, price is now $838 per person
$838
per person
Apr 22 - Apr 26
found 13 hours ago
Roundtrip flight included
Atlanta (ATL) to Idaho Falls (IDA)
8.6/10 Excellent! (471 reviews)
We did enjoy our stay at this hotel. It was clean, well furnished and spacious. It was also quiet and parking was right in front of our room.

Reviewed on Oct 27, 2025

Timbers at Island Park Village Resort

Timbers at Island Park Village Resort

3 out of 5
Price was $1,388, price is now $1,022 per person
$1,022
per person
Apr 22 - Apr 26
found 13 hours ago
Roundtrip flight included
Atlanta (ATL) to Idaho Falls (IDA)
8.8/10 Excellent! (419 reviews)
Property and time spent there was amazing. Very welcoming and comfortable for sure. Enjoyed the feeling of being at home while away, and the hospitality of all the staff we encountered was professional and helpful. Definitely a stay here planned for next years tournament. However, the food establishment right outside the lodge advertising dinner and breakfast buffet ( can’t remember the name just the big advertisement banner) is by far the worst establishment and environment. Really sad that your amazing facilities have to be associated with this place as the staffing is exuberantly unprofessional, and extremely rude. Everything we attempted to order was a life ruining event for the hosted/waitress to the point my family and I paid $15 for untouched drinks and walked out of the establishment. Thank you for the amazing weekend at your facility

Reviewed on Oct 25, 2025

SpringHill Suites by Marriott Island Park Yellowstone

SpringHill Suites by Marriott Island Park Yellowstone

3 out of 5
Price was $1,054, price is now $815 per person
$815
per person
Apr 22 - Apr 26
found 13 hours ago
Roundtrip flight included
Atlanta (ATL) to Idaho Falls (IDA)
9.2/10 Wonderful! (999 reviews)
Coffee maker didn't work

Reviewed on Feb 8, 2026

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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 Feb 15 to Feb 16
$285 total
Feb 15 - Feb 16
Total with taxes and fees
9.8/10 Exceptional! (29 reviews)
Not long enough. Very fun place to stay.

Reviewed on Oct 13, 2025

Cozy, inviting log cabin near U.S. 20 on the way to Island Park and Yellowstone
Edge Water Lodge (EV), Waters Edge Lodge

Edge Water Lodge (EV), Waters Edge Lodge

Fremont County ID
10/10 Exceptional! (4 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

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Edge Water Lodge (EV), Waters Edge Lodge
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 ID
$148 nightly
The price is $156 total per night from Feb 16 to Feb 17
$156 total
Feb 16 - Feb 17
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
See all 240 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 $608 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.