Chester Vacations from $344

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The Latest Chester vacation packages

Price found within the past 48 hours. Click for updated prices.
Las Vegas Hilton at Resorts World

Las Vegas Hilton at Resorts World

4.5 out of 5
Las Vegas Strip
Price was $876, price is now $344 per person
$344
per person
Dec 12 - Dec 15
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Las Vegas (LAS)
8.8/10 Excellent! (14,911 reviews)
Nice

Reviewed on Nov 6, 2026

NOBU Las Vegas – A Caesars Rewards Destination

NOBU Las Vegas – A Caesars Rewards Destination

5 out of 5
Las Vegas Strip
Price was $6,101, price is now $761 per person
$761
per person
Dec 18 - Dec 22
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Las Vegas (LAS)
8/10 Very Good! (1,001 reviews)

Westgate Flamingo Bay Resort

Westgate Flamingo Bay Resort

4 out of 5
Spring Valley
Price was $938, price is now $357 per person
$357
per person
Jan 21 - Jan 24
found 2 days ago
Roundtrip non-stop flight included
Atlanta (ATL) to Las Vegas (LAS)
8.8/10 Excellent! (1,013 reviews)

YotelPad Miami

YotelPad Miami

4 out of 5
Downtown Miami
Price was $1,045, price is now $434 per person
$434
per person
Jan 18 - Jan 22
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Miami (MIA)
8.4/10 Very Good! (543 reviews)
Hotel is in a good location if you are looking for one near the cruise port

Reviewed on Nov 2, 2026

Conrad Las Vegas at Resorts World

Conrad Las Vegas at Resorts World

5 out of 5
Las Vegas Strip
Price was $1,053, price is now $441 per person
$441
per person
Dec 12 - Dec 15
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Las Vegas (LAS)
9/10 Wonderful! (6,228 reviews)
My room was great in size and was very tidy and clean. Staff is very helpful and friendly. It is nice to have people that have a good sense of composure and understanding when in a hurry of things I was in and out with no problem. All in all around easy, and easily capable to find myself around this resort.

Reviewed on Nov 6, 2026

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Chester Hotel Deals

Best Western Plus Crown Colony Inn & Suites

Best Western Plus Crown Colony Inn & Suites

2.5 out of 5
3211 S 1st Street Lufkin TX
Fully refundableReserve now, pay when you stay
$127 nightly
The price is $144 total per night from Nov 15 to Nov 16
$144 total
Nov 15 - Nov 16
Total with taxes and fees
Best Western Plus Crown Colony Inn & Suites
Quality Inn & Suites Lufkin

Quality Inn & Suites Lufkin

2.5 out of 5
4306 S 1st St Lufkin TX
Fully refundable
$66 nightly
The price is $74 total per night from Nov 8 to Nov 9
$74 total
Nov 8 - Nov 9
Total with taxes and fees
7/10 Good! (953 reviews)
"Don’t do it unless you’re ok with hair in the bathroom, lamps without shades or torn and soiled shade on one of the two, veneer on furniture missing, holes in carpet and soft ball size never completed on the walls only then to find brown stains on the bed sheets. Wife checked in late at 10;30pm and ..."

Reviewed on Nov 4, 2026

Quality Inn & Suites Lufkin
Holiday Inn Express & Suites Lufkin South by IHG

Holiday Inn Express & Suites Lufkin South by IHG

2.5 out of 5
4404 S 1st St Lufkin TX
Fully refundable
$128 nightly
The price is $145 total per night from Dec 6 to Dec 7
$145 total
Dec 6 - Dec 7
Total with taxes and fees
Holiday Inn Express & Suites Lufkin South by IHG
See all 113 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

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Frequently asked questions

How much does a Chester vacation package cost?
You can grab a vacation package to this top destination from $344 on Expedia. But how much your vacation to Chester costs will depend on factors like your hotel choice, length of stay and season.
What are the cheapest months to go to Chester?
You can generally find reduced prices and greater availability in January, July and August. Browse our cheap Chester vacation packages and you could score some great off-season deals.
How many days is enough for Chester?
The ideal length of your Chester vacation depends on what you'd like to see and do. Usually, a few days to a week will give you plenty of time to go to all the top sights and explore some hidden gems along the way.
How to find the best Chester package deals?
Begin your search for a Chester package deal by entering your travel dates and destination under our "Packages" tab. Then add a few filters, like "Property type" and "Guest rating," to tailor the results to your exact style. You can also sort by "Package discount" and browse offers that come with unbeatable savings. If you don't find the perfect Chester package deal straight away, simply change your dates and search again. Keep in mind that deals are only available for a limited time, so book early and get your Chester escape off to a flying start.
Is it cheaper to book a Chester vacation as a package?
You can enjoy significant savings on your next Chester escape by booking a tailored vacation package. Click on the "Package" heading, then select your travel dates and destination to see some great flight and hotel prices. Bundle everything into a great-value package and you can save hundreds of dollars. Consider adding a car rental and you may score a better deal.
When to book a vacation package to Chester?
Secure fantastic discounts by reserving your flights early with Expedia. If being spontaneous is more your thing, snap up one of our last-minute deals for a spur-of-the-moment Chester vacation.
Does Expedia offer Book Now, Pay Later Chester vacation packages?
If you're like us, you love traveling but don't love the big price tag that can come with it. That's why we've created Book Now, Pay Later vacations. With help from online lender Affirm, you can break down the total cost of your Chester break over 3, 6 or 12 months. There are also no hidden or late payment fees, so you can secure cheap vacation packages with payment plans as soon as you see them.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.