Chester Vacation Packages

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Top Chester Vacation Deals

The Wildwood Hotel
HoteLumiere at the Arch
Hilton St. Louis Airport
Ameristar Casino Resort and Spa
The Last Hotel
Prices and availability subject to change. Additional terms may apply.

Chester Hotel Deals

Best Western Chester Hotel
Best Western Chester Hotel
2.5 out of 5
2150 State Street, Chester, IL
Fully refundableReserve now, pay when you stay
The price is CA $129 per night from Apr. 1 to Apr. 2
CA $129
CA $143 total
includes taxes & fees
Apr 1 - Apr 2
8.6/10 Excellent! (244 reviews)
"Very friendly helpful polite great place to stay"

Reviewed on Mar. 18, 2024

Best Western Chester Hotel
Holiday Inn Express & Suites Perryville, an IHG Hotel
Holiday Inn Express & Suites Perryville, an IHG Hotel
2.5 out of 5
2020 Jefferson St, Perryville, MO
The price is CA $139 per night from Apr. 14 to Apr. 15
CA $139
CA $159 total
includes taxes & fees
Apr 14 - Apr 15
9.2/10 Wonderful! (375 reviews)
Great place!
"We stayed overnight as we were traveling through the area. The hotel was beautiful and in immaculate condition. The rooms were comfortable and didn’t feel like a hotel. The breakfast was prompt and ready to go at six. We will definitely stay again!"

Reviewed on Mar. 21, 2024

Holiday Inn Express & Suites Perryville, an IHG Hotel
Super 8 by Wyndham Perryville
Super 8 by Wyndham Perryville
2 out of 5
1119 Vincent Dr, Perryville, MO
Fully refundableReserve now, pay when you stay
The price is CA $86 per night from Apr. 10 to Apr. 11
CA $86
CA $99 total
includes taxes & fees
Apr 10 - Apr 11
8.4/10 Very Good! (715 reviews)
"I like how quiet it is here"

Reviewed on Mar. 26, 2024

Super 8 by Wyndham Perryville
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.

Explore other types of vacation packages

Frequently asked questions

How much does a Chester vacation package cost?
Our Chester vacation packages, which begin from just CA $759, are the best way to save big. Select your preferred flights, hotels and rental cars to create your dream escape.
How do I get a cheap travel package to Chester?
Crafting your own Chester vacation package with Expedia is a simple way to save. We have access to more than 550 air carriers and 1,000,000 hotel options across the globe. With such a fabulous range to select from, you’ll have no hassles pulling together your perfect vacation.
Where should I stay in Chester?
A trip to Chester isn’t complete without paying a visit to Chester Skating Rink, Popeye Museum and Memorial Hospital. Spend your evenings close to these attractions and make sightseeing simple.
What are the top hotels in Chester?
When it comes to comfortable and convenient places to stay in Chester, you can’t go past Best Western Chester Hotel. Have a look at its deals and score a great price.
How far in advance should I book my Chester vacation?
Savvy travelers will likely want to reserve their seats early. You can usually start comparing international airfares on Expedia up to a year before your intended flight. If you’ve left booking to the last minute, fear not. Discounted prices occasionally occur in the last weeks before departure dates.
What does an Expedia Chester travel package include?
Hotels, rental cars and flights, or any combination of them — it’s your choice. Whether you’re headed to Chester with the kids or adventuring with your friends, there’s a package to suit every budget and style. Once you’ve made your booking, why not add on a few tours as well?
What should I know before booking a Chester travel package?
You’ll score great savings when you combine your hotels, flights and rental cars into a package. Plus, booking everything in one spot makes trip planning easier. So why waste time or money? Whether you’re organizing a luxury city stay with your love or a low-cost family road trip, check out our vacation packages today.
Can I choose my airline with a Chester Expedia vacation package?
Yes, you’re in charge. We offer more than 550 partner airlines all over the world, so you can customize your Chester adventure according to your budget and needs.
If I'm not able to travel, can I cancel my Chester vacation package?
It is possible to cancel your Chester booking if your plans have been upended. Whether you’ll incur a penalty or not depends on your airline, hotel or car rental company. It may be possible to cancel or change your booking free of charge if you booked in the last 24 hours. Head to our Customer Service Portal to learn more.

Discover the most popular places to visit in Chester

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