Chester Holidays from AU$3,336

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Your Chester Holiday

Memorable adventures await when you book a Chester holiday package. Whether you're a foodie, history enthusiast or just a traveller who loves to see new places, there's something for everyone in this lively city. Like to venture out and explore? Alstede Farms, Hacklebarney State Park and Hacklebarney Farm Cider Mill are among the best places to visit during your trip to Chester. Stop dreaming and start travelling. Explore the wide range of options on Expedia today and put your Chester holiday plans into gear!

The Latest Chester Holiday Deals

Price found within the past 48 hours. Click for updated prices.
Hotel 27 by LuxUrban

Hotel 27 by LuxUrban

2.5 out of 5
Manhattan
per person
23 Oct - 30 Oct
found 1 day ago
Return flight included
Melbourne (MEL) to New York (JFK)
7.6/10 Good! (852 reviews)
The place is quite small but generally comfortable and convenient.

Reviewed on 8 Aug. 2025

NobleDEN Hotel

NobleDEN Hotel

4 out of 5
Manhattan
per person
23 Oct - 30 Oct
found 1 day ago
Return flight included
Melbourne (MEL) to New York (JFK)
9.8/10 Exceptional! (1,271 reviews)
Rooftop was especially nice!

Reviewed on 9 Aug. 2025

The Knickerbocker Hotel

The Knickerbocker Hotel

5 out of 5
Manhattan
per person
23 Oct - 30 Oct
found 1 day ago
Return flight included
Melbourne (MEL) to New York (JFK)
9/10 Wonderful! (1,569 reviews)
Bed was very nice and the food so delicious and amazing people

Reviewed on 8 Aug. 2025

Sound View Greenport

Sound View Greenport

4 out of 5
per person
30 Sept - 6 Oct
found 1 day ago
Return direct flight included
Sydney (SYD) to New York (JFK)
8.4/10 Very Good! (548 reviews)
Thank you Adrian. She was wonderful and made my mother’s birthday special. Every interaction we had with the staff was positive. The halyard served a delicious lobster roll in a beautiful setting. We will be back.

Reviewed on 9 Aug. 2025

The Dominick

The Dominick

5 out of 5
Manhattan
per person
23 Oct - 30 Oct
found 1 day ago
Return flight included
Melbourne (MEL) to New York (JFK)
9.2/10 Wonderful! (1,008 reviews)
Special thanks to Raquel at the front desk. Love the area around the hotel. It may be time for a bit of a refresh on the rooms but overall a great property. One final note, the elevator situation needs to be fixed asap!

Reviewed on 6 Aug. 2025

Chester Holiday

Chester Essential Information

Language
English
Currency
U.S dollars
Population
1,700
Max Temp Winter
2ºC
Max Temp Summer
27ºC
Top Sights
Raritan Valley Community College Theatre, Hacklebarney State Park and Hopatcong State Park

Our pick of the best 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 AU$208 per night from 17 Aug to 18 Aug
AU$208
17 Aug - 18 Aug
includes taxes & fees
8/10 Very Good! (1,009 reviews)
"Staff is very pleasant."

Reviewed on 8 Aug. 2025

Doubletree by Hilton Somerset Hotel and Conference Center
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 AU$238 per night from 16 Aug to 17 Aug
AU$238
16 Aug - 17 Aug
includes taxes & fees
8/10 Very Good! (1,003 reviews)
"Q"

Reviewed on 7 Aug. 2025

Sheraton Parsippany Hotel
Holiday Inn South Plainfield-Piscataway by IHG

Holiday Inn South Plainfield-Piscataway by IHG

3.5 out of 5
4701 Stelton Rd, South Plainfield, NJ
Fully refundable
The price is AU$170 per night from 17 Aug to 18 Aug
AU$170
17 Aug - 18 Aug
includes taxes & fees
7.8/10 Good! (1,005 reviews)
"Overall good stay"

Reviewed on 7 Aug. 2025

Holiday Inn South Plainfield-Piscataway by IHG
See all 498 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 Holidays
All Inclusive Holidays
All Inclusive Holidays
Cheap Holidays
Cheap Holidays
Cheap Holidays
beach holidays
Beach Holidays
Beach Holidays

Discover the most popular places to visit in Chester

Alstede Farms

Alstede Farms

You can learn about the history of Chester when you stop by Alstede Farms. While you're in the area, stroll along the lakeside.

Alstede Farms

Frequently asked questions

How much does a Chester holiday package cost?
Offering excellent value package deals from AU$3,336 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.