Middletown Holiday Packages

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You work pretty hard for your money, so spend it wisely — Wotif is here to help.

Our hotel and flight package deals are simply unbeatable.

With your extra cash, you'll never run out of things to do in Middletown.

Many travellers save up to . Also, you have the freedom to mix and match from more than 550 airlines and 665,000 properties.

Don't waste your precious time searching the internet when you should be hitting the tarmac. Wotif has some of the most competitive deals under the sun.

Middletown Accommodation

It'd be wise to act fast if you want to book accommodations in Middletown. There are only 8 properties in the surrounding area.

You've worked your socks off for this getaway, right? Then it's fitting you should stay in a place with good amenities and awesome reviews. Our top picks are the Inn at Middletown and Courtyard by Marriott Hartford Cromwell.

Car Hire in Middletown

Hiring a car directly from Bradley International Airport will mean that you don't have to bother with shuttle transfers or cabs. Payless is only a short stroll from the baggage claim.

Are you searching for the closest outlet to the city centre? Enterprise (749 Washington Street) is the easiest place to snatch up a set of keys and a sweet set of wheels.

Holidays to Middletown

Work meetings, traffic jams, endless chores. It's time to forget that everyday stuff and turn your attention to something much more fun — organising your getaway to Middletown. Ready to get started with where it is on your map?

Want to visualise exactly where you'll be staying? Middletown is 140 kilometres northeast of the well-known city of New York.

If you get a buzz out of knowing bits of trivia about the place you're travelling to, it might interest you to know that the population of this part of Connecticut is roughly 48 000.

Top Middletown hotels

Inn at Middletown

Inn at Middletown

3.5 out of 5
70 Main Street, Middletown, CT
Fully refundableReserve now, pay when you stay
Inn at Middletown: Pet-friendly hotel with free WiFi and free parking. Located near a metro station.
"We enjoyed our first visit at the Inn. We were in the area to watch the golf tournament in Cromwell. The staff were very friendly and helpful whenever we had a question. After returning from the tournament we enjoyed a nice beverage in the bar area. Although we thought that the menu options for the ..."

Reviewed on 2 Jul. 2025

Inn at Middletown
New Haven Hotel

New Haven Hotel

3.5 out of 5
229 George Street, New Haven, CT
Fully refundableReserve now, pay when you stay
The price is AU$256 per night from 20 July to 21 July
AU$256
20 July - 21 July
includes taxes & fees
New Haven Hotel: Pet-friendly hotel with free WiFi and a fitness centre. Located near a train station.
"Parking and within walking distance to restaurants and business destination."

Reviewed on 7 Jul. 2025

New Haven Hotel
The Capitol Hotel

The Capitol Hotel

3 out of 5
440 Asylum St, Hartford, CT
Fully refundableReserve now, pay when you stay
The price is AU$179 per night from 14 July to 15 July
AU$179
14 July - 15 July
includes taxes & fees
The Capitol Hotel: Pet-friendly hotel with free breakfast and free WiFi. Located in the entertainment district.
Capital Cozy
"The hotel is very convenient. It's close to the train station, and local bars. There's an events stadium nearby. The hotel itself was very nice for the cost of stay. It seriously exceeded my expectations. I want the staff there to know that I appreciate the comfort they provided there."

Reviewed on 9 Jul. 2025

The Capitol Hotel
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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.