
Chester Holiday Packages
Save when you book Chester package deals

Book your Chester holiday
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
"Wonderful place to spend the night. Quiet and clean. Breakfast was terrific"
Reviewed on 21 May 2026

Overlook Lodge at Bear Mountain
"Breakfast is offered at the Inn, not the Lodge. It was fine. Did not use the spa."
Reviewed on 20 May 2026

Studio 6 Extended Stay Fishkill Route 9 NY
"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
