Middletown Holidays

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Your Middletown Holiday

Planning your next epic break is easy with a Middletown holiday package. The neighbourhood of Main Street Historic District, which is good for history, makes a terrific base to uncover the delights of this unique city. If a sightseeing tour is part of the plan during your trip to Middletown, stop by well-known attractions like Wesleyan University, TPC River Highlands and Dinosaur State Park. Whoever you're taking time off with and whether your budget is big or small, your ultimate Middletown holiday is just a few clicks away with Expedia.

Beautiful view of the beach with palm trees

Black Friday: Members save 30%+

Members save 30%+ on selected hotels until 4 Dec (property time) with our Black Friday deals. Stay by 15 Dec 2025.
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Middletown Holiday

Middletown Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Bradley Intl. Airport (BDL)
Population
46,800
Max Temp Winter
2ºC
Max Temp Summer
27ºC
Top Sights
Powder Ridge Mountain Park and Resort, Goodspeed Opera House and Dinosaur State Park

Our pick of the best Middletown Hotel Deals

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$305 per night from 1 Dec to 2 Dec
AU$305
includes taxes & fees
1 Dec - 2 Dec
9/10 Wonderful! (426 reviews)
Great weekend
"Very conveniently located, close to the Wesleyan campus and all restaurants in Main street. Very friendly and helpful staff. We’ll be back!"

Reviewed on 3 Nov. 2024

Inn at Middletown
Motel 6 New Haven - Branford, CT
Motel 6 New Haven - Branford, CT
2 out of 5
320 E Main St, Branford, CT
Fully refundable
The price is AU$124 per night from 22 Dec to 23 Dec
AU$124
includes taxes & fees
22 Dec - 23 Dec
6.6/10 (1,010 reviews)
"Everyone was friendly, but not so enthusiastic. One young man named Kyle was absolutely outstanding!!"

Reviewed on 18 Nov. 2024

Motel 6 New Haven - Branford, CT
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$244 per night from 24 Nov to 25 Nov
AU$244
includes taxes & fees
24 Nov - 25 Nov
8.8/10 Excellent! (1,383 reviews)
"The staff friendly and helpful . Room was comfortable,quiet and clean ."

Reviewed on 17 Nov. 2024

New Haven Hotel
See all 1,147 properties in Middletown
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.
All Inclusive Holidays

All Inclusive Holidays

All Inclusive Holidays
Cheap Holidays

Cheap Holidays

Cheap Holidays
beach holidays

Beach Holidays

Beach Holidays

Frequently asked questions

How much does a Middletown holiday package cost?
Choose from any combination of hotels, flights and car rentals, and you can be holidaying in Middletown from just . And the more you bundle, the more cash you save. Your dream holiday has never been so affordable.
How do I get a cheap travel package to Middletown?
Combine your hotels and flights, throw in extras such as a rental car or activities, and save with a Middletown holiday package. You won’t just score exciting discounts on your trip — you’ll have lots of choice at your fingertips too. When you book through Expedia, you can choose from more than 550 air carriers and 1 000 000 hotels globally. Your affordable holiday starts right here, right now!
Where should I stay in Middletown?
A getaway to Middletown wouldn’t be complete without checking out Wesleyan University, Brownstone Exploration & Discovery Park and Wadsworth Mansion. Spend your nights close to these sights and make sightseeing easy.
What are the top hotels in Middletown?
Make a reservation at Wesley Inn & Suites. It’s one of the area’s most popular hotels. Another highly rated option in Middletown is Inn at Middletown.
How far in advance should I book my Middletown holiday?
While not all air carriers advertise ticket prices early, you can normally compare international fares on Expedia up to a year in advance. This is the time when you can score some fantastic deals. If you’ve left things to the last minute, you may still be in luck. Sometimes the lowest prices appear just weeks before departure.
What does an Expedia Middletown travel package include?
It comes down to what you want. If you’re travelling solo, you might decide to bundle hotels and flights. Bringing the whole family to Middletown? A travel package that includes flights, hotels and rental cars might suit you better. Expedia gives you the freedom to customize your travel package.
What should I know before booking a Middletown travel package?
You can save a tidy sum by combining your hotels, airfares and rental cars. Once you’ve created your package, add on fun stuff like sightseeing tours or experiences. Your next awesome adventure is only a couple of clicks away.
Can I choose my airline with a Middletown Expedia holiday package?
Expedia offers access to more than 550 airline partners globally, so you definitely can. Just select your preferred air carrier and put together your ideal Middletown getaway.
If I'm not able to travel, can I cancel my Middletown holiday package?
If your travel plans in Middletown have been upended, it’s good to know that you can amend or cancel your booking. If your booking was made less than 24 hours ago, you may be eligible to receive a refund. If your booking is older than that, your airline, hotel or car rental company may charge a cancellation fee. To learn more, visit our Customer Service Portal.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.