Chester Holiday Packages

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Don't blow your hard-earned money! Spend it wisely with Wotif.

Our amazing packages combine your flights and hotels to make life easier.

And that means more funds to put into discovering Chester.

If you book now, you can save up to . And think of the choices you have with more than 550 airlines and 665,000 worldwide properties, it's simple to craft your ideal holiday.

All travellers love a good deal, and Wotif's budget-friendly prices will no doubt satisfy. You'll be packing your bags and taxiing down the runway in a flash.

Chester Accommodation

We're afraid you're all out of luck if you were hoping to discover accommodations in Chester. However, there are 3 properties just a quick car ride away. Have a squiz at your options on Wotif.

At the Holiday Inn Express Hotel & Suites Chester (2 Bryle Place) and the Comfort Inn & Suites Goshen - Middletown (20 Hatfield Ln) you can look forward to a good night's rest in a handy location.

Car Hire in Chester

If you want to hire a set of wheels from Stewart International Airport, we suggest Avis (1130 First Street) or Budget (1130 First Street). They're a quick taxi drive from the arrivals hall.

Frustrated by the shortage of rental companies in the city heart? Chillax. Here's an alternative. Check out Enterprise in Goshen and snap up your favourite car. It's just 3 kilometres away.

Holidays to Chester

Making your way to Chester? Woohoo! Adventure and excitement are waiting for you. But how about getting to know the basics about this awe-inspiring destination before you hurry off?

A neighbourhood in Newburgh, Chester is a wonderful base from which to discover this city. To get there from the downtown area, hurl your gear in the backseat of a taxi and journey southwest for 25 kilometres.

If you've heard travellers not only go bananas about Chester but also Newburgh in general, then it shouldn't come as a surprise to find out that about 29 000 people call it their home.

Top Chester hotels

Holiday Inn Express Hotel & Suites Chester by IHG

Holiday Inn Express Hotel & Suites Chester by IHG

2.5 out of 5
2 Bryle Place Chester NY
Fully refundable
The price is AU$187 per night from 25 May to 26 May
AU$187
25 May - 26 May
includes taxes & fees
Holiday Inn Express Hotel & Suites Chester by IHG: Business-friendly hotel with free breakfast and free WiFi. Located in a shopping district.
"Low end if you need one nught quick stay"

Reviewed on 12 May 2026

Opens in a new windowHoliday Inn Express Hotel & Suites Chester by IHG
Overlook Lodge at Bear Mountain

Overlook Lodge at Bear Mountain

2.5 out of 5
55 Hessian Drive Bear Mountain NY
Fully refundableReserve now, pay when you stay
The price is AU$291 per night from 27 May to 28 May
AU$291
27 May - 28 May
includes taxes & fees
Overlook Lodge at Bear Mountain: Pet-friendly hotel with free WiFi and free parking. Located in a state park.
"Breakfast is offered at the Inn, not the Lodge. It was fine. Did not use the spa."

Reviewed on 20 May 2026

Opens in a new windowOverlook Lodge at Bear Mountain
Studio 6 Extended Stay Fishkill Route 9 NY

Studio 6 Extended Stay Fishkill Route 9 NY

2.5 out of 5
25 Merritt Blvd Fishkill NY
Fully refundableReserve now, pay when you stay
The price is AU$129 per night from 31 May to 1 June
AU$129
31 May - 1 June
includes taxes & fees
Studio 6 Extended Stay Fishkill Route 9 NY: Pet-friendly hotel with free WiFi and free parking. Located in the suburbs.
"Was not able to stay there due to accommodations. It’s a good thing though. The place smelt like dog urine and looked run down. Still waiting on my refund and it’s been 5 days."

Reviewed on 19 May 2026

Opens in a new windowStudio 6 Extended Stay Fishkill Route 9 NY
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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.