Chester Holidays from £961

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Your Chester Holiday

When a getaway to the city is calling, answer it with a Chester holiday package. With all your travel needs taken care of before you leave, all you need to do here is focus on making unforgettable memories. Fill your schedule with tours of Hacklebarney State Park, Alstede Farms and Schooleys Mountain County Park, some of the top attractions you just have to see during your trip to Chester. A few clicks is all it takes to build your perfect Chester holiday on Expedia.

Top Chester Flight + Hotel Deals

Price found within the past 48 hours. Click for updated prices.
The William Hotel Midtown, New York

The William Hotel Midtown, New York

3.5 out of 5
Manhattan
Price was £1,495, price is now £961 per person
£961
per person
13 Jan - 20 Jan
found 24 hours ago
Return flight included
Dublin (DUB) to New York (JFK)
9.4/10 Exceptional! (275 reviews)

The St. Regis New York

The St. Regis New York

5 out of 5
Manhattan
Price was £3,590, price is now £1,974 per person
£1,974
per person
20 Jan - 25 Jan
found 1 day ago
Return flight included
Dublin (DUB) to New York (JFK)
9.2/10 Wonderful! (293 reviews)
The managers need complete retraining or higher managers that are way more capable in dealing with customers and not fighting and arguing with them and telling them they’re wrong

Reviewed on 6 Nov 2026

Topping Rose House

Topping Rose House

4.5 out of 5
Price was £9,322, price is now £5,606 per person
£5,606
per person
25 Jan - 30 Jan
found 7 hours ago
Return flight included
London (LON) to New York (JFK)
9/10 Wonderful! (164 reviews)

JW Marriott Essex House New York

JW Marriott Essex House New York

4.5 out of 5
Manhattan
Price was £1,669, price is now £1,065 per person
£1,065
per person
20 Jan - 25 Jan
found 1 day ago
Return flight included
Dublin (DUB) to New York (JFK)
8.8/10 Excellent! (1,001 reviews)

Eurostars The Chemists’ Club Hotel

Eurostars The Chemists’ Club Hotel

4 out of 5
Manhattan
Save 100% on your flight
Price was £2,729, price is now £1,750 per person
£1,750
per person
28 Dec - 1 Jan
found 4 hours ago
Return flight included
Dublin (DUB) to New York (JFK)
9.4/10 Exceptional! (555 reviews)
Noise in my room and toilet didn’t work

Reviewed on 11 Nov 2026

Chester Essential Information

Language
English
Currency
U.S dollars
Population
1,700
Max Temp Winter
2ºC
Max Temp Summer
27ºC
Top Sights
Hopatcong State Park, Wild West City and Hacklebarney State Park

Top hotels in Chester

Dolce by Wyndham Parsippany

Dolce by Wyndham Parsippany

4 out of 5
199 Smith Rd Parsippany NJ
Fully refundableReserve now, pay when you stay
The price is £54 per night from 4 Dec to 5 Dec
£54
4 Dec - 5 Dec
includes taxes & fees
Dolce by Wyndham Parsippany
Hotel Troy, Trademark Collection by Wyndham

Hotel Troy, Trademark Collection by Wyndham

4 out of 5
8 WOOD HOLLOW RD Parsippany NJ
Fully refundableReserve now, pay when you stay
The price is £94 per night from 15 Nov to 16 Nov
£94
15 Nov - 16 Nov
includes taxes & fees
Hotel Troy, Trademark Collection by Wyndham
Madison Hotel

Madison Hotel

4 out of 5
1 Convent Rd Morristown NJ
Fully refundable
The price is £145 per night from 22 Nov to 23 Nov
£145
22 Nov - 23 Nov
includes taxes & fees
9/10 Wonderful! (1,007 reviews)
"My little interactions with the staff were all terrific and the room was very clean and I liked all the toiletries from beehive"

Reviewed on 11 Nov 2026

Madison Hotel
See all 483 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
Beach Holidays
Beach Holidays
Family Friendly Holidays
Family Friendly Holidays

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.
See properties

Frequently asked questions

How much does a Chester travel package cost?
Less than you might think — from as low as £961, actually! By bundling hotels, flights and car rentals into your own customized travel package, your trip to Chester is just a few clicks away.
If I'm not able to travel, can I cancel my Chester travel package?
We totally get that the universe can throw the odd curveball. If you've locked in a Chester travel package and have to cancel or change it, we're here to help. It's always worth taking a look at our Customer Service Portal first for information. But generally speaking, if you've taken out your package within 24 hours, you may be able to amend or cancel your itinerary at no cost. If it's more than 24 hours, your airline, hotel or car rental company may impose a fee.
How do I get a cheap travel package to Chester?
Browse and book everything in one place with our Chester travel packages. We have deals on flights, hotels, tours and more that'll keep your bank account happy and your adventurous spirit full. And, with more than 550 partner airlines and 1,000,000 properties around the world to pick from, you'll have endless opportunities to mix and match all you want.
Does Expedia offer Book Now, Pay Later Chester holidays?
We certainly do. Expedia has teamed up with online lender Klarna to help you easily pay for your trip in instalments. Simply choose the payment plan that suits you best during the checkout process and take the stress out of budgeting for your next trip. Make sure you bundle your flights, car hire and hotel with Expedia to get the biggest bang for your buck. Consider these flexible payment options below:

  • Pay monthly holidays: Make your holiday dreams come true sooner with Klarna's easy monthly instalment plans. If paying just a small amount each month sounds right for you, pick this option during the checkout process.
  • Pay in instalments holidays: If you'd prefer to pay off your getaway across multiple transactions, holidays paid in instalments might be right for your Book Now, Pay Later holiday through Klarna.
  • Low deposit holidays: When you spot an amazing deal but your budget doesn't quite cover it yet, Klarna's low deposit holiday plan will help you secure your getaway.

Where should I stay in Chester?
We recommend staying near the action. Many travellers book hotels in the vicinity of popular attractions, like Alstede Farms, Hacklebarney State Park and Cooper Gristmill.
What are the top hotels in Chester?
Get your holiday off to a good start by booking a stay at Hard Rock Hotel & Casino Atlantic City. It's one of most popular hotels in Chester. Another comfortable option is Tropicana Atlantic City.
How far in advance should I book my Chester holiday?
Browse Expedia to compare international airfares as soon as you know your travel dates. You can normally purchase a seat up to 12 months prior to departure. If you don't see your preferred carrier, or you have to book last minute, don't stress. Cheap tickets to Chester sometimes occur within weeks of the date of departure.
What does an Expedia Chester travel package include?
With Expedia, you can select a combination of hotels, car rentals and flights to create your ideal Chester travel package. Once you've made your booking, you can add on all the fun stuff like activities and tours. Remember — the more you bundle, the more deals you'll score!
What should I know before booking a Chester travel package?
An Expedia travel package can be customized for your budget and is a great way to stretch your dollars further. How little or much you include is your call. Hotels, rental cars and flights — decide on a combination that suits your plans.
Can I choose my airline with a Chester Expedia travel package?
Yes, you can. We offer more than 550 airline partners around the world, so go with the carrier that best fits your travel preferences.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Flight-inclusive packages are ATOL protected.