Middletown Holiday Packages

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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

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$416 per night from 29 Apr to 30 Apr
AU$416
includes taxes & fees
29 Apr - 30 Apr
Inn at Middletown: Pet-friendly hotel with free WiFi and free parking. Located near skiing.
"Good location to walk around or hop on the highway."

Reviewed on 22 Apr. 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$228 per night from 4 May to 5 May
AU$228
includes taxes & fees
4 May - 5 May
New Haven Hotel: Pet-friendly hotel with free WiFi and a fitness centre. Located in the city centre.
"Good"

Reviewed on 24 Apr. 2025

New Haven Hotel
Water's Edge Resort & Spa

Water's Edge Resort & Spa

3.5 out of 5
1525 Boston Post Road, Westbrook, CT
Fully refundableReserve now, pay when you stay
The price is AU$331 per night from 6 May to 7 May
AU$331
includes taxes & fees
6 May - 7 May
Water's Edge Resort & Spa: Business-friendly resort with free WiFi and free valet parking. Located on the waterfront.
"we had a room with a balcony that looked out to the ocean. terrific view. lovely property & staff was very friendly"

Reviewed on 22 Apr. 2025

Water's Edge Resort & Spa
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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.