Middletown Holiday Packages

Save when you book Middletown package deals

Choose two or more items and save on your trip:

Book your Middletown holiday

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

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$197 per night from 25 Dec to 26 Dec
AU$197
25 Dec - 26 Dec
includes taxes & fees
New Haven Hotel: Pet-friendly hotel with free WiFi and breakfast. Located in the city centre.
Room very clean, staff very helpful kind and professional (Stephanie a gem). I gave it 4 star just because my room was facing a dumpster and a bit noisy with trucks and the proximity to the elevator. If you park in the garage the hotel charges $ 24 nightly. The garage itself charges $ 22 daily. The ...

Reviewed on 15 Dec 2025

Opens in a new windowNew Haven Hotel
Inn at Middletown

Inn at Middletown

3.5 out of 5
70 Main Street Middletown CT
Fully refundableReserve now, pay when you stay
The price is AU$312 per night from 5 Jan to 6 Jan
AU$312
5 Jan - 6 Jan 2026
includes taxes & fees
Inn at Middletown: Pet-friendly hotel with free WiFi and free parking. Located in the city centre.
Excellent

Reviewed on 30 Nov 2025

Opens in a new windowInn at Middletown
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$139 per night from 18 Dec to 19 Dec
AU$139
18 Dec - 19 Dec
includes taxes & fees
The Capitol Hotel: Pet-friendly hotel with free breakfast and free WiFi. Located in the entertainment district.
breakfast was very good, the room was clean, however the lock to the door using the key to it was not easy to open, we had to get help from staff to open it.

Reviewed on 11 Dec 2025

Opens in a new windowThe Capitol Hotel
Don't see what you're looking for?
See all available properties in Middletown
View all properties
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.