Chester Holidays

Photo by Carrie-Anne Bohn

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Top hotels in Chester

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 S$173 per night from 3 Aug to 4 Aug
S$173
3 Aug - 4 Aug
includes taxes & fees
8/10 Very Good! (1,024 reviews)
"Room needs upgrade"

Reviewed on 22 Jul, 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 S$206 per night from 1 Aug to 2 Aug
S$206
1 Aug - 2 Aug
includes taxes & fees
8/10 Very Good! (1,006 reviews)
"Would recommend"

Reviewed on 21 Jul, 2025

Sheraton Parsippany Hotel
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 S$110 per night from 11 Aug to 12 Aug
S$110
11 Aug - 12 Aug
includes taxes & fees
5.6/10 (1,121 reviews)
"My expectation was a good night sleep. Which I got"

Reviewed on 22 Jul, 2025

Days Inn by Wyndham Parsippany
See all 505 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. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.