Chester Vacations from $509

Book a Hotel + Flight or Car together to unlock savings

Choose one or more items to build your trip:
    Plan, book, travel with confidence
    payments icon
    Better together
    Save up to $580 when you book a flight and hotel together*
    lob hotels icon
    Find the right fit
    With over 300,000 hotels worldwide, it's easy to create a perfect package
    lob packages icon
    Rest easy
    Plan, book, and manage your trip all in one place

Your Chester Vacation

Take the worry out of organizing your next big adventure with a Chester vacation package. Whether you're lured here by its food, entertainment or other highlights, this city offers countless exciting experiences to delve into. Make sure to spend time sightseeing during your trip to Chester. Lake Madison and Lakes Golf Course are some favorite places to visit. A few clicks is all it takes to put together a tailored Chester vacation on Expedia.

The Latest Chester Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Baymont by Wyndham Sioux Falls West (67058) Sioux/ Near Airport
AmericInn by Wyndham Sioux Falls North
La Quinta Inn & Suites by Wyndham Sioux Falls
Ramada by Wyndham Sioux Falls Airport-Waterpark & Event Ctr
AmericInn by Wyndham Sioux Falls

Chester Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Sioux Falls Regional Airport (FSD)
Top Sights
Lake Madison, Walkers Point Recreation Area and Lakes Golf Course

Chester Hotel Deals

Royal River Casino and Hotel
Royal River Casino and Hotel
3 out of 5
607 S Veterans St, Flandreau, SD
Fully refundableReserve now, pay when you stay
The price is $95 per night from Jun 26 to Jun 27
$95
$120 total
includes taxes & fees
Jun 26 - Jun 27
8.2/10 Very Good! (371 reviews)
"Nice clean room"

Reviewed on Jun 2, 2024

Royal River Casino and Hotel
AmericInn by Wyndham Hartford SD
AmericInn by Wyndham Hartford SD
2.5 out of 5
1031 Diamond Circle, Hartford, SD
Fully refundableReserve now, pay when you stay
The price is $111 per night from Jul 21 to Jul 22
$111
$121 total
includes taxes & fees
Jul 21 - Jul 22
9.2/10 Wonderful! (583 reviews)
No warm food
"Two of the four mornings there was no warm breakfast left. They either need more help or short staffed. The person behind desk was doing everything. Not fair to the residents!"

Reviewed on Jun 25, 2024

AmericInn by Wyndham Hartford SD
AmericInn by Wyndham Madison SD
AmericInn by Wyndham Madison SD
2.5 out of 5
504 SE 10th St, Madison, SD
Fully refundableReserve now, pay when you stay
The price is $98 per night from Jun 26 to Jun 27
$98
$109 total
includes taxes & fees
Jun 26 - Jun 27
8.2/10 Very Good! (240 reviews)
It works
"The hotel was good but could use a little TLC. Disappointed there wasn’t a fitness room."

Reviewed on Jun 16, 2024

AmericInn by Wyndham Madison SD
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?
Much less than you might think — from a tempting $509, in fact! By combining hotels, flights and car rentals into a custom-made package, your getaway to Chester is only clicks away.
How do I get a cheap travel package to Chester?
Browse and book everything in one place with our Chester vacation packages. You’ll discover bargains on hotels, flights, tours and more that’ll keep your budget happy and your adventurous spirit alive. And, with more than 550 airlines and 1,000,000 hotel options all over the world to choose from, you’ll have the flexibility to mix and match as you please.
How far in advance should I book my Chester vacation?
Savvy travelers book early. Airlines generally release flights around a year in advance, and this is an excellent opportunity to land some of the cheapest prices. Boss just told you to take some vacation time next month? Don’t fret. Expedia are never short of fantastic bargains to send you on the getaway of your dreams, at a price you can afford.
What does an Expedia Chester travel package include?
Flights, hotels and a reliable car for all your road trip adventures. Simply choose your favorite bundle and gain access to great discounts. Once you’ve made your booking, add on a few tours and activities and watch your savings pile up. When it comes to organizing your Chester vacation, you’re in charge!
What should I know before booking a Chester travel package?
When you book your hotels, flights and car rentals together, you’ll be rewarded with fantastic discounts. Whether you’re organizing a beach escape in a villa or would rather stay in an upscale city hotel, Expedia can help make it happen.
Can I choose my airline with a Chester Expedia vacation package?
With a vacation package, the choice is in your hands. Whether you’re hoping to fly to Chester in coach or first class, simply pick from the available airline options. Expedia has access to over 550 partner airlines all over the world.
If I'm not able to travel, can I cancel my Chester vacation package?
You can. We totally understand that even the best-laid plans can fail, so we’re here to help if you have to make changes to your Chester vacation package. You may be able to cancel or change your itinerary for free if you’ve booked in the last 24 hours. Your hotel, airline or car rental company may charge you a fee if you booked more than 24 hours ago. Look up our Customer Service Portal for further information. Also, check your itinerary for the finer details on change fees.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.