Chester Vacations from $566
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to $2,000 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
The Latest Chester vacation packages
Price found within the past 48 hours. Click for updated prices.
Sawtelle Mountain Resort
$566
per person
Oct 22 - Oct 25
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Idaho Falls (IDA)
9.2/10 Wonderful! (1,009 reviews)
Enjoyed our stay in a suite with hot tub. Clean and modern room, comfortable bed with a kitchen. Good location.
Reviewed on Aug 15, 2026
My Yellowstone Retreat
$2,456
per person
Oct 18 - Oct 23
found 17 hours ago
Roundtrip non-stop flight included
Atlanta (ATL) 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
Chester Hotel Deals
Cozy, inviting log cabin near U.S. 20 on the way to Island Park and Yellowstone
Chester ID
$248 nightly
$266 total
Sep 1 - Sep 2
Total with taxes and fees
9.8/10 Exceptional! (38 reviews)
"This property is a gem. Quiet and peaceful after a busy day. The cabin is clean and has everything we needed for our two night stay. We will definitely remember this space for future visits."
Reviewed on Jul 25, 2026
AmericInn by Wyndham Rexburg BYUI
1098 Golden Beauty Dr Rexburg ID
Fully refundableReserve now, pay when you stay
$97 nightly
$105 total
Aug 24 - Aug 25
Total with taxes and fees
8.2/10 Very Good! (1,003 reviews)
"Room was dirty, half vacuumed sheets, and in bedspread or dirty had to have them come and change the bedding would’ve asked for a new room, but there was no more rooms."
Reviewed on Aug 12, 2026
The Fishing Bear Lodge
112 N. Main St. Ashton ID
$169 nightly
$183 total
Aug 17 - Aug 18
Total with taxes and fees
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 |
More vacations you might like
Frequently asked questions
How much does a Chester vacation package cost?
You can pick up a vacation package to this destination from $566 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.
Explore a world of travel with Expedia
- Pet-Friendly Hotels in St. Anthony
- Cabin Rentals in Island Park
- St. Anthony Hotels
- Chester Hotels
- Idaho Falls Hotels
- Apartments in Fremont County
- Cabin Rentals in Eastern Idaho
- 3 Star Hotels in Newdale
- 4 Star Hotels in Chester
- Cottages in Ashton
- Driggs Hotels
- Cheap Hotels in Ashton
- Americinn Hotels in St. Anthony
- Vacation Homes in St. Anthony
- B&B in Ashton
- Motels in Ashton
- Pet-Friendly Hotels in Ashton
- Motels in St. Anthony
- Chalets in Newdale
- Cheap Hotels in St. Anthony
- Island Park Hotels
- Wyndham Hotels in St. Anthony
- Rexburg Hotels
- Rv Parks in St. Anthony
- 4 Star Hotels in Ashton
- Fremont County Hotels
- Apartments in Ashton
- Lodges in Ashton
- Motel 6 Hotels in St. Anthony
- Vacation Homes in Ashton
- B&B in St. Anthony
- Resorts in Ashton
- Guest Houses in Fremont County
- Hotels with Hot Tubs in St. Anthony
- Treehouses in St. Anthony
- Apartments in St. Anthony
- Marriott Hotels & Resorts in St. Anthony
- Cabin Rentals in St. Anthony
- B&B in Chester
- Cabin Rentals in Teton
- Cabin Rentals in Ashton
- Ashton Hotels
- 2 Star Hotels in Chester
- Cabin Rentals in Chester
- Harriman State Park
- Dubois Vacations
- Legacy Flight Museum
- Mack's Inn Playhouse
- Island Park Dam
- Teton Reserve Golf Course
- Teton Valley Historical Museum
- Visit St. Anthony
- Linn Canyon Ranch
- Where to stay in St. Anthony
- Smith Park
- Teton Vacations
- Mesa Fall Scenic Area Upper Falls
- Victor Vacations
- Kelly Canyon Ski Area
- Grand Teton Distillery
- Visit Ashton
- Pierre's Hole Historical Marker
- Ashton Vacations
- Island Park Vacations
- Rexburg Rapids
- Mesa Falls
- Rea Vacations
- The Links Golf Course
- Eliza R. Snow Performing Arts Center
- Heise Hot Springs
- The Craze Fun Zone
- Driggs Vacations
- Rigby Vacations
- Lower Mesa Falls
- Wes Deist Aquatic Center
- St. Anthony Vacations
- Visit Eastern Idaho
- Visit Rexburg
- Premium Car Rentals in Ashton
- Car rental Rexburg
- Enterprise Rental Cars in Ashton
- Top Rent a Car Rental Cars in St. Anthony
- Van Car Rentals in Ashton
- Enterprise Rental Cars in St. Anthony
- Thrifty Car Rental Rental Cars in St. Anthony
- Car rental St. Anthony
- Car rental Ashton
- Alamo Rent A Car Rental Cars in St. Anthony
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
