Chester Holidays

Photo by Carrie-Anne Bohn

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Top Flight + Hotel Deals in Chester

Price found within the past 48 hours. Click for updated prices.
INNSiDE by Meliá New York Nomad

INNSiDE by Meliá New York Nomad

4.5 out of 5
Manhattan
per person
3 Oct - 6 Oct
found 1 day ago
Return direct flight included
Dublin (DUB) to New York (JFK)
9/10 Wonderful! (2,098 reviews)
Upgrade to suite. Great viw

Reviewed on 2 Aug 2025

Hotel Beacon

Hotel Beacon

4 out of 5
Manhattan
Save 100% on your flight
per person
22 Sept - 25 Sept
found 1 day ago
Return flight included
Dublin (DUB) to New York (JFK)
9.4/10 Exceptional! (1,226 reviews)
Would absolutely stay at Hotel Beacon again! Great location. Perfect for traveling with little ones. The staff were so friendly and accommodating, they were so helpful with all that we needed. Really went above and beyond. Affordable too. Great option!

Reviewed on 1 Aug 2025

Park Lane New York

Park Lane New York

5 out of 5
Manhattan
Save 100% on your flight
per person
10 Oct - 13 Oct
found 1 day ago
Return direct flight included
Dublin (DUB) to New York (JFK)
8.4/10 Very Good! (1,535 reviews)
We really liked this hotel! And it’s dog friendly! Beautiful, clean, airy rooms. The room overall was a 10/10. The food and cocktails from the hotel room service were so good. Conveniently located across the street from Central Park. Would highly recommend!

Reviewed on 2 Aug 2025

Dream Downtown, by Hyatt

Dream Downtown, by Hyatt

4.5 out of 5
Manhattan
Save 100% on your flight
per person
17 Sept - 20 Sept
found 1 day ago
Return flight included
Dublin (DUB) to New York (JFK)
7.8/10 Good! (1,475 reviews)
Property is in a fun, vibrant area. Easy to access everywhere via transit. Pool really isn’t accessible to hotel guests. Paid beach club for over 21’s. GM was helpful when I had issues with opening hours. Could definitely benefit from more front desk staff.

Reviewed on 31 Jul 2025

The Lexington Hotel, Autograph Collection

The Lexington Hotel, Autograph Collection

4 out of 5
Manhattan
per person
1 Sept - 4 Sept
found 1 day ago
Return flight included
Dublin (DUB) to New York (JFK)
8.4/10 Very Good! (1,397 reviews)
Our stay at The Lexington Autograph was wonderful! The staff were very friendly, welcoming, and accommodating. The beds were comfortable and the hotel was only a short walk away from most attractions.

Reviewed on 30 Jul 2025

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 €117 per night from 10 Aug to 11 Aug
€117
10 Aug - 11 Aug
includes taxes & fees
8/10 Very Good! (1,002 reviews)
"Nice staff. Great that they have an outdoor and indoor pool. Limited dining options."

Reviewed on 30 Jul 2025

Doubletree by Hilton Somerset Hotel and Conference Center
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 €74 per night from 1 Sept to 2 Sept
€74
1 Sept - 2 Sept
includes taxes & fees
5.6/10 (1,133 reviews)
"My expectation was a good night sleep. Which I got"

Reviewed on 22 Jul 2025

Days Inn by Wyndham Parsippany
Sheraton Parsippany Hotel

Sheraton Parsippany Hotel

4 out of 5
199 Smith Rd, Parsippany, NJ
Fully refundable
The price is €145 per night from 1 Sept to 2 Sept
€145
1 Sept - 2 Sept
includes taxes & fees
8/10 Very Good! (1,004 reviews)
"Always a good time"

Reviewed on 27 Jul 2025

Sheraton Parsippany Hotel
See all 500 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 from €847 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.