Chester Holidays

Book a Hotel + Flight or Car together to unlock savings

Photo by Carrie-Anne Bohn
    deals illustration
    Better together
    Save up to NZ$616 when you book a flight and hotel together*
    stays illustration
    Find the right fit
    With over 300,000 hotels worldwide, it's easy to create a perfect package
    luggage illustration
    Rest easy
    Plan, book, and manage your trip all in one place

Chester Holiday

Our pick of the best Chester Hotel Deals

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 NZ$292 per night from 29 June to 30 June
NZ$292
29 June - 30 June
includes taxes & fees
8/10 Very Good! (1,002 reviews)
"Great staff and hotel"

Reviewed on 19 Jun. 2025

Sheraton Parsippany Hotel
Homewood Suites by Hilton Parsippany-Troy Hills
Homewood Suites by Hilton Parsippany-Troy Hills
3 out of 5
61 Interpace Pkwy, Parsippany, NJ
Fully refundableReserve now, pay when you stay
The price is NZ$223 per night from 29 June to 30 June
NZ$223
29 June - 30 June
includes taxes & fees
8.2/10 Very Good! (1,002 reviews)
"The hotel was great. The room was clean and spacious. Sadly the TV did not work which I reported but told it was down to the weather but would clear but it didn't. Also having only one lift working was a real issue. On occasions it took up to 10 minutes for the lift to arrive so we took the ..."

Reviewed on 20 Jun. 2025

Homewood Suites by Hilton Parsippany-Troy Hills
Hampton Inn Parsippany
Hampton Inn Parsippany
3 out of 5
1 Hilton Ct, Parsippany, NJ
Fully refundableReserve now, pay when you stay
The price is NZ$212 per night from 29 June to 30 June
NZ$212
29 June - 30 June
includes taxes & fees
8.4/10 Very Good! (1,001 reviews)
"Booked last minute after previously booked property felt unsafe. Turned up 10 minutes later to friendly staff who had everything ready. Room was spacious and accomdating for our cat. Included breakfast in the morning was great. Highly recomnend staying here"

Reviewed on 12 Jun. 2025

Hampton Inn Parsippany
See all 484 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 holiday package cost?
Offering excellent value package deals on Expedia, you'll be thrilled with how little a holiday 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 holiday 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 holiday for longer.
Is it worth booking a holiday package to Chester?
Popular for its hiking, markets and family-friendly attractions, a Chester holiday is a hit with all kinds of travellers. 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," "Traveller 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 holiday as a package?
You can enjoy significant savings on your Chester escape by booking a customised holiday package. Click on the "Package" heading, then select your destination and travel dates to view some great flight and hotel prices. Bundling can save travellers hundreds of dollars. Consider adding a rental car and you may land a better deal.
When to book a holiday 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 accommodation, 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 personalised Chester holiday package.

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