Chester Holidays from AU$2,879
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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 Riu Plaza Manhattan Times Square
Manhattan
AU$4,953
per person
28 Dec - 4 Jan
found 1 day ago
Return direct flight included
Sydney (SYD) to New York (JFK)
9.2/10 Wonderful! (4,080 reviews)
I had a great experience with Hotel RIU, the staff was very friendly and welcoming! Everything touristy is super close and easy to get to, with most distances being 20-minute walks, if you’re not comfortable with taking the subway. I’m looking forward to staying here again in the future!!
Reviewed on 23 Oct 2026
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
Dolce by Wyndham Parsippany
199 Smith Rd Parsippany NJ
Fully refundableReserve now, pay when you stay
AU$193
22 Nov - 23 Nov
includes taxes & fees
Hotel Troy, Trademark Collection by Wyndham
8 WOOD HOLLOW RD Parsippany NJ
Fully refundableReserve now, pay when you stay
AU$179
22 Nov - 23 Nov
includes taxes & fees
Madison Hotel
1 Convent Rd Morristown NJ
Fully refundable
AU$267
1 Nov - 2 Nov
includes taxes & fees
9/10 Wonderful! (1,000 reviews)
"Beautiful hotel and plenty of parking."
Reviewed on 21 Oct 2026
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.
Stay near popular Chester attractions
Cooper Gristmill
This historic water-powered mill from 1826 showcases 19th-century grain grinding with working machinery. Watch costumed interpreters demonstrate the milling process, then explore scenic Black River trails.
Alstede Farms
9.0/10 (2 reviews)
This working farm offers an immersive agricultural experience with seasonal pick-your-own produce and family activities. Arrive early for freshly made cider donuts and popular hayrides and corn mazes.
Hacklebarney Farm Cider Mill
This charming farm delights visitors with fresh-pressed apple cider and famous homemade donuts. Explore the seasonal corn maze, pick apples, or select the perfect pumpkin during fall's colourful splendour.
Chubb Park
This 85-acre community park features sports facilities, a scenic pond, and a paved walking path. Catch one of the annual events like the 4H Fair or Oktoberfest for an authentic local experience.
The Streets of Chester Shopping Center
8.0/10 (1 review)
The Streets of Chester offers upscale boutiques and speciality shops in a charming open-air setting. Explore unique artisan stores and enjoy a leisurely meal at one of the center's inviting restaurants.
Frequently asked questions
How much does a Chester holiday package cost?
Offering excellent value package deals from AU$2,879 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?
- 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.
- 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.
- 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.
- 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.
