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.

Top Middletown Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Motel 6 Putnam, CT

Motel 6 Putnam, CT

2 out of 5
per person
Aug. 7 - Aug. 14
found 5 hours ago
Roundtrip non-stop flight included
Montreal (YUL) to Hartford (BDL)
6.2/10 (415 reviews)
The room was clean. The hallways definitely smelled of smoking.

Reviewed on May 27, 2024

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 $277 per night from Jun. 3 to Jun. 4
CA $277
CA $346 total
includes taxes & fees
Jun 3 - Jun 4
8.8/10 Excellent! (373 reviews)
"Cc"

Reviewed on May 25, 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 $218 per night from Jun. 2 to Jun. 3
CA $218
CA $251 total
includes taxes & fees
Jun 2 - Jun 3
8.8/10 Excellent! (1,239 reviews)
Nice hotel
"Very clean and comfortable room. Bed and pillows were very comfortable. Staff on check in and check out were very nice. Only downside is that there is a charge for parking in the garage next door (approx $25) so need to factor that in when comparing hotel prices."

Reviewed on May 26, 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 $189 per night from Jun. 2 to Jun. 3
CA $189
CA $218 total
includes taxes & fees
Jun 2 - Jun 3
8.4/10 Very Good! (1,001 reviews)
"The property was well kept and clean"

Reviewed on May 26, 2024

Holiday Inn Express Southington, an IHG Hotel
See all 1,131 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 CA $955. 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 Harbor Park

Harbor Park

Explore the great outdoors at Harbor Park, a lovely green space in Middletown. Experience the area's festivals and entertainment venues.

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