Chester Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

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    Better together

    Save up to CA $1,096 when you book a flight and hotel together*
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    Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
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    Rest easy

    Plan, book, and manage your trip all in one place

Top Chester Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Travel Inn

Travel Inn

2 out of 5
per person
Aug 10 - Aug 17
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to Macon (MCN)
8.4/10 Very Good! (724 reviews)
Peaceful and clean rooms , worth every Penny great staff and decent breakfast

Reviewed on Jun. 18, 2025

Ready to book your vacation to Chester?

 

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Chester Hotel Deals

La Quinta Inn & Suites by Wyndham Dublin
La Quinta Inn & Suites by Wyndham Dublin
3 out of 5
101 Travel Center Blvd, Dublin, GA
Fully refundableReserve now, pay when you stay
The price is CA $149 per night from Jul 20 to Jul 21
CA $149
CA $180 total
Jul 20 - Jul 21
includes taxes & fees
8.2/10 Very Good! (878 reviews)
"Rooms were very clean and breakfast was good also. Perfect rest stop."

Reviewed on Jul. 6, 2025

La Quinta Inn & Suites by Wyndham Dublin
Holiday Inn Express & Suites Dublin by IHG
Holiday Inn Express & Suites Dublin by IHG
2.5 out of 5
2192 US Highway 441, Dublin, GA
Fully refundable
The price is CA $157 per night from Jul 26 to Jul 27
CA $157
CA $189 total
Jul 26 - Jul 27
includes taxes & fees
8.8/10 Excellent! (508 reviews)
"Very well up keep."

Reviewed on Jul. 8, 2025

Holiday Inn Express & Suites Dublin by IHG
Fairfield Inn & Suites by Marriott Dublin
Fairfield Inn & Suites by Marriott Dublin
2.5 out of 5
620 Pinehill Rd, Dublin, GA
Fully refundableReserve now, pay when you stay
The price is CA $150 per night from Jul 20 to Jul 21
CA $150
CA $169 total
Jul 20 - Jul 21
includes taxes & fees
8.6/10 Excellent! (443 reviews)
"Hotel was good. The was only a few things that I will point out not as a critical but it would make a big difference for their business. The rooms A/C (P-tac) units are in need of service, a good cleaning and maintenance. The drain were not working properly and holding too much water making the room ..."

Reviewed on Jul. 6, 2025

Fairfield Inn & Suites by Marriott Dublin
See all 41 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.

All Inclusive Vacations

All Inclusive Vacations

Beach Vacations

Beach Vacations

Family Vacations

Family Vacations

Frequently asked questions

How much does a Chester vacation package cost?
Offering great value package deals from CA $907 on Expedia, you'll be thrilled with how little a vacation to Chester costs! Our packages simplify travel planning and maximize your savings.
What are the cheapest months to go to Chester?
January, February and March are great times to search for cheap Chester vacation packages. Opting to travel in quieter months means you can generally find better prices on hotels and flights.
How many days is enough for Chester?
The ideal length of your Chester vacation depends on what you'd like to see and do. Typically, a few days to a week will give you time to go to all the major attractions and discover some hidden treasures along the way.
How to find the best Chester package deals?
Begin your search for a Chester package deal by entering your preferred travel dates and destination under our "Packages" tab. Then select a few filters, like "Property type" and "Amenities," to tailor the results to your exact needs. You can also sort by "Package discount" and browse offers that come with irresistible savings. If you don't find the perfect Chester package deal straight away, simply change your dates and search again. Remember that deals are only available for a limited time, so book early and get your Chester adventure underway.
Is it cheaper to book a Chester vacation as a package?
Expedia vacation packages are designed to help you keep more money in your pocket. Bundle your hotel, flight and car rental into one great-value price and you could save hundreds of dollars. You'll usually get a better deal than booking each component individually. And you'll still enjoy the flexibility to create a tailored Chester vacation by choosing your favourite type of stay, airline and car class.
When to book a vacation package to Chester?
Score fantastic discounts by reserving your flights ahead of time with Expedia. If spontaneity is more your style, snap up one of our last-minute deals for an impromptu Chester adventure.
How to plan a trip to Chester?

  1. Choose your dates: The things you'd like to do in Chester and your preferred season will help you decide when to go.
  2. Set a budget: Factor in costs such as flights, food and transportation when working out how much to save for your trip to Chester. Then, pick a hotel that works with your budget, whether that's a wallet-friendly option or a deluxe getaway.
  3. Decide your trip length: Consider how long you want to spend exploring Chester. Plan your itinerary so you can get to all the experiences and attractions you're interested in at a comfortable pace.
  4. Combine your airfare and accommodations: After you've nailed down your travel dates and duration, book the ideal Chester vacation package for you.

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