Chester Holidays

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    Better together
    Save up to €185 when you book a flight and hotel together*
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    Find the right fit
    With over 300,000 hotels worldwide, it's easy to create a perfect package
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    Plan, book, and manage your trip all in one place

Top Flight + Hotel Deals in Chester

Price found within the past 48 hours. Click for updated prices.
Holiday Inn New York City - Wall Street by IHG
33 Hotel, New York City, Seaport
The Wall Street Hotel
JW Marriott Essex House New York
The Lex NYC

Top hotels in Chester

Hyatt House Parsippany/Whippany
Hyatt House Parsippany/Whippany
3 out of 5
1 Ridgedale Avenue North, Whippany, NJ
Fully refundableReserve now, pay when you stay
The price is €115 per night from 20 Apr to 21 Apr
€115
includes taxes & fees
20 Apr - 21 Apr
8.6/10 Excellent! (1,001 reviews)
"spacious, clean, good breakfast, very friendly staff"

Reviewed on 27 Mar 2025

Hyatt House Parsippany/Whippany
Embassy Suites by Hilton Parsippany
Embassy Suites by Hilton Parsippany
3.5 out of 5
909 Parsippany Blvd, Parsippany, NJ
Fully refundableReserve now, pay when you stay
The price is €110 per night from 6 Apr to 7 Apr
€110
includes taxes & fees
6 Apr - 7 Apr
7.4/10 Good! (1,000 reviews)
"Melissa pays attention to detail."

Reviewed on 24 Mar 2025

Embassy Suites by Hilton 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 €147 per night from 29 Mar to 30 Mar
€147
includes taxes & fees
29 Mar - 30 Mar
8/10 Very Good! (1,000 reviews)
"Nice large rooms. Elegant!"

Reviewed on 24 Mar 2025

Sheraton Parsippany Hotel
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 from €981 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.