Chester Vacations

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    Save up to ￥45,448 when you book a flight and hotel together*
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Find the Best Chester Vacation Packages

Chester Hotel Deals

Americas Best Value Inn & Suites Spring Valley

Americas Best Value Inn & Suites Spring Valley

2 out of 5
745 N Broadway St, Spring Valley, MN
Fully refundableReserve now, pay when you stay
The price is ￥13,959 per night from Aug 25 to Aug 26
￥13,959
￥15,407 total
Aug 25 - Aug 26
includes taxes & fees
8/10 Very Good! (417 reviews)
"Owner/manager was very accommodating of some small last minute changes. The place had a very fun and family atmosphere. Would definitely choose again for hiking the state parks in the area."

Reviewed on Aug 18, 2025

Americas Best Value Inn & Suites Spring Valley
Western Inn & Suites

Western Inn & Suites

2 out of 5
1530 Main St,, Osage, IA
Fully refundableReserve now, pay when you stay
The price is ￥9,163 per night from Aug 25 to Aug 26
￥9,163
￥10,262 total
Aug 25 - Aug 26
includes taxes & fees
6/10 (37 reviews)
"It’s different places to eat good food"

Reviewed on Aug 8, 2025

Western Inn & Suites
Country Trails Inn & Suites

Country Trails Inn & Suites

2 out of 5
809 U.S. 52, Preston, MN
Fully refundableReserve now, pay when you stay
The price is ￥18,586 per night from Aug 25 to Aug 26
￥18,586
￥20,514 total
Aug 25 - Aug 26
includes taxes & fees
9.2/10 Wonderful! (82 reviews)
"Clean , well maintained hotel, friendly and helpful staff and I could charge my car"

Reviewed on Aug 19, 2025

Country Trails Inn & Suites
See all 27 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.

Frequently asked questions

How much does a Chester vacation package cost?
Offering great value package deals on Expedia, you'll be pleasantly surprised at how much a vacation to Chester costs! Expedia's packages simplify travel planning and maximize your savings.
What are the cheapest months to go to Chester?
If you're looking to score a cheap Chester vacation package, consider visiting in January, February and November. You'll generally find lower rates on hotels and airfares during these quieter months — ideal for budget-conscious travelers.
How many days is enough for Chester?
With a well-planned schedule, you can easily hit the top Chester sights in a handful of days. But if you'd like to venture off the beaten track or go on day tours, think about booking your Chester vacation for longer.
How to find the best Chester package deals?
Bagging a cheap Chester package deal is a cinch with Expedia. Once you've entered your travel dates and destination under our "Packages" tab, set your budget, apply a few filters and browse what's available. You can personalize your search by "Property class," "Number of bedrooms," "Traveler experience" and more. Sort the results by "Price: low to high" to view the most economical Chester package deals. Want a simple trick to get even more savings? Be flexible with your departure dates and consider traveling on a weekday, when prices are generally lower.
Is it cheaper to book a Chester vacation as a package?
You can enjoy significant savings on your next Chester getaway by booking a customized vacation package. Check the "Package" heading, then select your travel dates and destination to browse the best 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 land a better deal.
When to book a vacation package to Chester?
Score incredible bargains by booking your flights ahead of time with Expedia. If spontaneity is more your style, grab one of our last-minute deals for a spur-of-the-moment Chester break.
How to plan a trip to Chester?

  1. Choose when to go: Check your calendar and pack your bags. Your favorite time of year and the activities on offer will also help you decide when to vacation in Chester.
  2. Set a budget: Consider expenses such as transportation, flights and meals when calculating how much to set aside for your trip to Chester. Then, choose a hotel that fits your budget, whether that's a wallet-friendly option or a more upscale retreat.
  3. Decide how long to go away for: Now that you're up to speed on Chester, you can work out the ideal length of your break. Pull together a draft itinerary and allocate enough time to cover everything you want to see.
  4. Bundle your hotel and flights: Awesome destination, check. Length of stay, check. All that's left now is to find a Chester vacation package that brings all your bookings together.

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