Middletown Vacation Packages

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Your Middletown Vacation

With all the details planned before you head off, our Middletown vacation packages mean you can focus more on having a good time. Whether you're staying in the neighborhood of Main Street Historic District, which is good for history, or someplace else in town, this interesting city offers a wealth of discoveries. Wesleyan University, Brownstone Exploration & Discovery Park and TPC River Highlands are just a few of the sights you'll want to explore during your trip to Middletown. No matter your travel plans or budget, organizing your ultimate tailored Middletown vacation is a breeze with Expedia.

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 CA $276 per night from Jun. 10 to Jun. 11
CA $276
CA $345 total
includes taxes & fees
Jun 10 - Jun 11
8.8/10 Excellent! (374 reviews)
"Lovely Inn in the midst of the town of Middletown. Staff was extremely accommodating to our needs."

Reviewed on Jun. 3, 2024

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 CA $204 per night from Jun. 30 to Jul. 1
CA $204
CA $235 total
includes taxes & fees
Jun 30 - Jul 1
8.8/10 Excellent! (1,246 reviews)
"Old school charm"

Reviewed on Jun. 1, 2024

New Haven Hotel
Holiday Inn Express Southington, an IHG Hotel
Holiday Inn Express Southington, an IHG Hotel
2.5 out of 5
120 Laning St, Southington, CT
Fully refundable
The price is CA $194 per night from Jun. 30 to Jul. 1
CA $194
CA $224 total
includes taxes & fees
Jun 30 - Jul 1
8.4/10 Very Good! (1,008 reviews)
"It was clean"

Reviewed on Jun. 4, 2024

Holiday Inn Express Southington, an IHG Hotel
See all 1,129 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 Vacations

All Inclusive Vacations

Beach Vacations

Beach Vacations

Family Vacations

Family Vacations

Frequently asked questions

How much does a Middletown vacation package cost?
Choose from any combination of hotels, flights and car rentals, and you can be vacationing in Middletown from just . And the more you bundle, the more cash you save. Your dream vacation 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 vacation 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 vacation 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 vacation?
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 traveling 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 vacation 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 vacation 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.

Discover the most popular places to visit in Middletown

Image for Wesleyan University

Wesleyan University

Enjoy the collegiate vibe when you visit Wesleyan University, during your travels in Middletown. Experience the area's festivals or attend a sporting event.

Wesleyan University
Image for Wadsworth Mansion

Wadsworth Mansion

Learn about the local history of Middletown when you take a trip to Wadsworth Mansion. Experience the area's entertainment venues and festivals.

Wadsworth Mansion
Image for Middlesex Hospital

Middlesex Hospital

Though Middlesex Hospital might be what brings you to town, perhaps you'll have a chance to explore more of Middletown while you are here.

Middlesex Hospital
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.