Chester Vacations from $682

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The Latest Chester vacation packages

Price found within the past 48 hours. Click for updated prices.
Hampton Inn & Suites Rochester-North

Hampton Inn & Suites Rochester-North

2.5 out of 5
per person
Aug 14 - Aug 19
found 2 hours ago
Roundtrip non-stop flight included
Minot (MOT) to Rochester (RST)
9.2/10 Wonderful! (1,001 reviews)
A very nice place to stay! Very clean and quiet with an excellent breakfast!

Reviewed on Jun 30, 2025

Aspen Select

Aspen Select

3.5 out of 5
per person
Aug 14 - Aug 19
found 14 hours ago
Roundtrip non-stop flight included
Minot (MOT) to Rochester (RST)
8.6/10 Excellent! (1,001 reviews)
Lots of construction around property! Hard to walk much less drive. Can’t blame hotel for that. Place was different, rooms had glass walls that faced hallways. With curtain drawn no problem. Good restaurant right next door. With low price we paid pretty satisfied.

Reviewed on Jul 14, 2025

The Towers At Kahler Grand Hotel

The Towers At Kahler Grand Hotel

4 out of 5
Downtown Rochester
per person
Aug 14 - Aug 19
found 14 hours ago
Roundtrip non-stop flight included
Minot (MOT) to Rochester (RST)
9.4/10 Exceptional! (84 reviews)
Great place to stay if going to Mayo. You don’t have to go outside to get to the buildings at Mayo with the subway level. Food is good for 2 meals a day. There’s room service & deliveries from Instacart if needed for groceries or outside food/beverage source. Personalized concierge service is good. Our stay was 10 days - they accommodated our extended stay flawlessly. My only complaint is the room temperature everywhere; it can be stuffy moving place to place. Take a fan to cool off in your room.

Reviewed on Jun 18, 2025

Aspen Suites

Aspen Suites

3 out of 5
per person
Aug 14 - Aug 19
found 2 hours ago
Roundtrip non-stop flight included
Minot (MOT) to Rochester (RST)
9/10 Wonderful! (606 reviews)
Staff very friendly and helpful. Room is very spacious and clean.

Reviewed on Jul 14, 2025

Hotel Indigo Rochester – Mayo Clinic Area by IHG

Hotel Indigo Rochester – Mayo Clinic Area by IHG

3.5 out of 5
Downtown Rochester
per person
Aug 14 - Aug 19
found 14 hours ago
Roundtrip non-stop flight included
Minot (MOT) to Rochester (RST)
8.8/10 Excellent! (781 reviews)
Nice place will stay again

Reviewed on Jul 13, 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
$89 nightly
The price is $98 total per night from Jul 16 to Jul 17
$98 total
Jul 16 - Jul 17
Total includes taxes and fees
8/10 Very Good! (397 reviews)
Nice stay in a small town
"It was a nice hotel for a small town. The family that runs it were polite and very helpful."

Reviewed on Jul 2, 2025

Americas Best Value Inn & Suites Spring Valley
AmericInn by Wyndham Osage
AmericInn by Wyndham Osage
2.5 out of 5
2212 Highway 218, Osage, IA
$105 nightly
The price is $118 total per night from Aug 10 to Aug 11
$118 total
Aug 10 - Aug 11
Total includes taxes and fees
9.4/10 Exceptional! (251 reviews)
"Comfortable"

Reviewed on Jun 30, 2025

AmericInn by Wyndham Osage
Western Inn & Suites
Western Inn & Suites
2 out of 5
1530 Main St,, Osage, IA
Fully refundableReserve now, pay when you stay
$58 nightly
The price is $66 total per night from Aug 4 to Aug 5
$66 total
Aug 4 - Aug 5
Total includes taxes and fees
6.4/10 (25 reviews)
"Staff was not readily available."

Reviewed on Jul 14, 2025

Western 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.

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 $682 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.