Chester Holiday Packages

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Book your Chester holiday

If you want to save some big bucks, shift your attention to Wotif.

We can bundle your accommodation and flights into one simple package. Easy as pie!

Experience even more in Chester with the extra spending money!

Your savings could amount to if you secure a package today. Exactly how do you do this? Simply pick and choose from more than 550 airlines and 665,000 worldwide properties.

With some of the most attractive prices online, you'll be leaving the tarmac in no time at all. So, grab your suitcase and get going.

Car Hire in Chester

After you finally touch down at Tweed - New Haven Regional Airport, you'll be pleased to learn that Budget and Avis are just minutes from the arrivals hall. There's no need to lose even a minute of your precious holiday time before you hit the road.

Rental car outlets in the centre of the city are almost impossible to find. But luckily, there are loads of options at Enterprise, which is located just 0.9 kilometres from the downtown area.

Holidays to Chester

It's time to quit putting all those heavenly travel pics as your wallpaper and make your travel dreams come to life in Chester. Where should you start? With the basics of course.

A neighbourhood in Old Saybrook, Chester is a terrific base from which to explore this city. If you're coming in from the centre, chuck your gear in the back of a taxi and travel northwest for 15 kilometres.

There are stacks of unique people residing in Chester, but don't forget to journey out and meet some of the locals in the surrounding areas too. Close to 11 000 people call Old Saybrook home, so you'll no doubt make some new pals.

Top Chester hotels

Hyatt Place Uncasville - Casino Area

Hyatt Place Uncasville - Casino Area

3 out of 5
2049 Norwich Montville CT
Fully refundableReserve now, pay when you stay
The price is AU$168 per night from 16 June to 17 June
AU$168
16 June - 17 June
includes taxes & fees
Hyatt Place Uncasville - Casino Area: Pet-friendly hotel with free breakfast and free WiFi. Located near the airport.
"The shuttle to Mohegan was wonderful and punctual, and the driver was the nicest. Overall very clean space and kind staff."

Reviewed on 3 June 2026

Opens in a new windowHyatt Place Uncasville - Casino Area
Red Roof Inn Meriden

Red Roof Inn Meriden

2 out of 5
10 Bee St Meriden CT
Fully refundableReserve now, pay when you stay
The price is AU$151 per night from 18 June to 19 June
AU$151
18 June - 19 June
includes taxes & fees
Red Roof Inn Meriden: Pet-friendly hotel with free WiFi and free parking. Located in the city centre.
"The furniture in the room was great."

Reviewed on 1 June 2026

Opens in a new windowRed Roof Inn Meriden
Regency Inn & Suites New London, Mystic

Regency Inn & Suites New London, Mystic

2.5 out of 5
269 North Frontage Road New London CT
Fully refundableReserve now, pay when you stay
The price is AU$139 per night from 7 June to 8 June
AU$139
7 June - 8 June
includes taxes & fees
Regency Inn & Suites New London, Mystic: Family-friendly hotel with free breakfast and free WiFi. Located near a train station.
"Conveniently located near I-95. Room was beat and clean."

Reviewed on 2 June 2026

Opens in a new windowRegency Inn & Suites New London, Mystic
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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.