Chester Vacations from $355
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The Latest Chester vacation packages
Price found within the past 48 hours. Click for updated prices.
Kahler Inn and Suites - Mayo Clinic Area
Downtown Rochester
$355
per person
Nov 16 - Nov 18
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Rochester (RST)
8.2/10 Very Good! (1,702 reviews)
Could use many upgrades. Staff lacking on giving information. Breakfast was AWESOME! Parking was handy but there is a daily charge. Rooms were okay but could be cleaner and upgrade.
Reviewed on Oct 10, 2026
The Berkman
Folwell
$1,003
per person
Nov 29 - Dec 2
found 8 hours ago
Roundtrip non-stop flight included
Atlanta (ATL) to Rochester (RST)
9.6/10 Exceptional! (444 reviews)
Room was awesome! We had the 3 bedroom unit, which had a large and spacious balcony. Plenty of sunlight came through those windows. We couldn’t had had a better room!
Reviewed on Oct 9, 2026
Chester Hotel Deals
Country Trails Inn & Suites
809 U.S. 52 Preston MN
Fully refundableReserve now, pay when you stay
$126 nightly
$140 total
Oct 11 - Oct 12
Total with taxes and fees
9.4/10 Exceptional! (157 reviews)
"The place was very clean and taken care of."
Reviewed on Oct 9, 2026
Americas Best Value Inn & Suites Spring Valley
745 N Broadway St Spring Valley MN
Fully refundableReserve now, pay when you stay
$89 nightly
$98 total
Oct 11 - Oct 12
Total with taxes and fees
8.2/10 Very Good! (470 reviews)
"Enjoyed my stay. Decent room and convenient location. Pretty clean and the owners are nice. Could use some black out curtains but other than that a solid choice if you’re in the area"
Reviewed on Oct 10, 2026
Super 8 by Wyndham Cresco IA
511 Second Ave SE, Hwy 9 & 5th Street Cresco IA
Fully refundableReserve now, pay when you stay
$74 nightly
$83 total
Nov 1 - Nov 2
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 |
Closest Airport | Rochester Intl. Airport (RST) |
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Frequently asked questions
How much does a Chester vacation package cost?
Offering great value package deals from $355 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?
You can typically find lower prices and better availability in February, April and September. Check out our cheap Chester vacation packages and you could get some great off-season deals.
How many days is enough for Chester?
Generally, a handful of days is enough to visit the top sights during your Chester vacation. But if you want to have some time to kick back or take day tours, consider extending your itinerary.
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.
Does Expedia offer Book Now, Pay Later Chester vacation packages?
If you're like us, you love jet-setting around the world but don't love the price tag that can come with it. That's why we offer Book Now, Pay Later vacations. With help from online lender Affirm, you can spread the cost of your Chester break over 3, 6 or 12 months. There are also no hidden costs or late payment fees, so you can snap up great vacation packages with payment plans as soon as you spot them.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
