Chester Vacations

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Photo by Carrie-Anne Bohn

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    Save up to ₩234,741 when you book a flight and hotel together*
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Find the Best Chester Vacation Packages

Chester Hotel Deals

Doubletree by Hilton Somerset Hotel and Conference Center

Doubletree by Hilton Somerset Hotel and Conference Center

4 out of 5
200 Atrium Dr, Somerset, NJ
Fully refundableReserve now, pay when you stay
The price is ₩164,166 per night from Aug 10 to Aug 11
₩164,166
₩188,175 total
Aug 10 - Aug 11
includes taxes & fees
8/10 Very Good! (1,009 reviews)
"Nice staff. Great that they have an outdoor and indoor pool. Limited dining options."

Reviewed on Jul 30, 2025

Doubletree by Hilton Somerset Hotel and Conference Center
Days Inn by Wyndham Parsippany

Days Inn by Wyndham Parsippany

2 out of 5
3159 Route 46, Parsippany, NJ
Fully refundableReserve now, pay when you stay
The price is ₩103,932 per night from Sep 1 to Sep 2
₩103,932
₩119,132 total
Sep 1 - Sep 2
includes taxes & fees
5.6/10 (1,123 reviews)
"My expectation was a good night sleep. Which I got"

Reviewed on Jul 22, 2025

Days Inn by Wyndham Parsippany
Sheraton Parsippany Hotel

Sheraton Parsippany Hotel

4 out of 5
199 Smith Rd, Parsippany, NJ
Fully refundableReserve now, pay when you stay
The price is ₩223,010 per night from Aug 7 to Aug 8
₩223,010
₩255,626 total
Aug 7 - Aug 8
includes taxes & fees
8/10 Very Good! (1,002 reviews)
"Always a good time"

Reviewed on Jul 27, 2025

Sheraton Parsippany Hotel
See all 500 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.

Frequently asked questions

How much does a Chester vacation package cost?
Offering excellent value package deals on Expedia, you'll be thrilled with how little a vacation to Chester costs! Expedia's packages mean less travel planning for you and greater savings.
What are the cheapest months to go to Chester?
January, February and November are the best times to look for cheap Chester vacation packages. Opting to travel in less busy months means you can typically find reduced prices on flights and hotels.
How many days is enough for Chester?
With a well-planned schedule, you can easily hit the top Chester attractions in a handful of days. But if you want to venture off the beaten track or go on day tours, consider booking your Chester vacation for longer.
Is it worth booking a vacation package to Chester?
Popular for its hiking, markets and family-friendly attractions, a Chester vacation is a hit with all kinds of travelers. Be sure to check out leading sights like Alstede Farms and Hacklebarney Farm Cider Mill, and consider renting a set of wheels for day trips to discover even more.
How to find the best Chester package deals?
Landing a cheap Chester package deal is a breeze with Expedia. Once you've entered your destination and travel dates under our "Packages" tab, set your budget, apply a couple of filters and see what's available. You can tweak your search by "Property class," "Number of bedrooms," "Traveler experience" and more. Order the results by "Price: low to high" to discover the most economical Chester package deals. Want a simple trick to get the biggest savings? Have some flexibility with your departure dates and consider going away on a weekday, when prices are typically lower.
Is it cheaper to book a Chester vacation as a package?
You can enjoy significant savings on your Chester escape by booking a customized vacation package. Click on the "Package" heading, then select your destination and travel dates to view some great flight and hotel prices. Bundling can save travelers hundreds of dollars. Consider adding a rental car and you may land a better deal.
When to book a vacation package to Chester?
Land amazing discounts by booking your flights early with Expedia. If being spontaneous is more your thing, grab one of our last-minute deals for a spur-of-the-moment Chester escape.
How to plan a trip to Chester?

  1. Choose the perfect time to travel: Your schedule, preferred season and the type of weather you enjoy can all impact your decision on when to visit Chester.
  2. Budget wisely: In addition to the price of your accommodations, you'll need to factor in other expenses. These include flights, transportation and food. Also, set aside a little extra for unexpected expenses that may come up during your trip to Chester.
  3. Decide your trip length: Consider how long you want to spend exploring Chester. Plan your days so you can get to all the experiences and attractions you're interested in at a comfortable pace.
  4. Bundle your bookings: With your travel dates in place, you can combine your flights, car rental, hotels and more into a personalized Chester vacation package.

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