Chester Vacations from $565

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The Latest Chester vacation packages

Price found within the past 48 hours. Click for updated prices.
Hotel Indigo Rochester – Mayo Clinic Area by IHG

Hotel Indigo Rochester – Mayo Clinic Area by IHG

3.5 out of 5
Downtown Rochester
Price was $674, price is now $565 per person
$565
per person
Oct 3 - Oct 7
found 1 day ago
Roundtrip non-stop flight included
Boise (BOI) to Rochester (RST)
8.8/10 Excellent! (815 reviews)
I love that there is no carpeting in the rooms. The handicapped bathroom is amazing.

Reviewed on Aug 28, 2025

Aspen Select

Aspen Select

3.5 out of 5
Price was $688, price is now $574 per person
$574
per person
Oct 3 - Oct 7
found 1 day ago
Roundtrip non-stop flight included
Boise (BOI) to Rochester (RST)
8.4/10 Very Good! (1,004 reviews)
This property is close to my destination and I like that. Parking is very tight and dark, it makes a person feels uncomfortable.

Reviewed on Aug 27, 2025

Comfort Inn & Suites West - Medical Center

Comfort Inn & Suites West - Medical Center

3 out of 5
Price was $680, price is now $577 per person
$577
per person
Oct 3 - Oct 7
found 1 day ago
Roundtrip non-stop flight included
Boise (BOI) to Rochester (RST)
9/10 Wonderful! (480 reviews)
The front desk gal during check-in was excellent. She was friendly, courteous, and efficient. I stay here for my annual appointment at Mayo for many reasons, but really appreciate a friendly smile when I arrive.

Reviewed on Aug 25, 2025

Homewood Suites by Hilton Rochester Mayo Clinic Area / Saint Marys

Homewood Suites by Hilton Rochester Mayo Clinic Area / Saint Marys

3 out of 5
Kutzky Park
Price was $672, price is now $575 per person
$575
per person
Oct 3 - Oct 7
found 1 day ago
Roundtrip non-stop flight included
Boise (BOI) to Rochester (RST)
9.2/10 Wonderful! (445 reviews)
We had a trailer and the night staff was extremely helpful in providing us on-site parking.

Reviewed on Aug 24, 2025

Broadway Plaza, Trademark Collection by Wyndham

Broadway Plaza, Trademark Collection by Wyndham

3 out of 5
Downtown Rochester
Price was $879, price is now $765 per person
$765
per person
Oct 3 - Oct 7
found 1 day ago
Roundtrip non-stop flight included
Boise (BOI) to Rochester (RST)
9.2/10 Wonderful! (159 reviews)
Great spacious apartments for long stay.

Reviewed on Aug 25, 2025

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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
$99 nightly
The price is $109 total per night from Aug 31 to Sep 1
$109 total
Aug 31 - Sep 1
Total with taxes and fees
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
$60 nightly
The price is $68 total per night from Aug 31 to Sep 1
$68 total
Aug 31 - Sep 1
Total with taxes and fees
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
$115 nightly
The price is $127 total per night from Sep 9 to Sep 10
$127 total
Sep 9 - Sep 10
Total with taxes and fees
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.

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Frequently asked questions

How much does a Chester vacation package cost?
Offering great value package deals from $565 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.