Middletown Vacations from $403

Book a Hotel + Flight or Car together to unlock savings

Photo by Simmie Reagor
Choose one or more items to build your trip:
    Plan, book, travel with confidence
    payments icon
    Better together
    Save up to $580 when you book a flight and hotel together*
    lob hotels icon
    Find the right fit
    With over 300,000 hotels worldwide, it's easy to create a perfect package
    lob packages icon
    Rest easy
    Plan, book, and manage your trip all in one place

Your Middletown Vacation

Take the hassle out of travel planning by booking a Middletown vacation package. A good neighborhood to base yourself in this vibrant city is Main Street Historic District, which is good for history and lots more. Make your trip to Middletown even more exciting by including some sightseeing. Wesleyan University, TPC River Highlands and Brownstone Exploration & Discovery Park are among the big attractions you'll want to explore. Whoever you're taking a break with and whatever your budget, your dream Middletown vacation is only clicks away with Expedia.

The Latest Middletown Vacation Packages

Residence Inn by Marriott Hartford Downtown

Residence Inn by Marriott Hartford Downtown

3.5 out of 5
Downtown Hartford
per person
May 24 - May 27
Roundtrip flight included
Washington (IAD) to Hartford (BDL)
8.8/10 Excellent! (383 reviews)
The other button was not working, so as far as what I did not like about the area. It did not really feel unsafe, but there were a lot of people asking for money. They would be standing outside businesses, in parking lots, etc. Just made for an uneasy feeling.

Reviewed on Mar 24, 2024

Days Inn by Wyndham Torrington

Days Inn by Wyndham Torrington

2 out of 5
per person
Jun 7 - Jun 14
Roundtrip non-stop flight included
Los Angeles (LAX) to Hartford (BDL)
7.4/10 Good! (915 reviews)
Staff very friendly. Not the nicest facility. Tv didn’t work

Reviewed on Apr 20, 2024

La Quinta Inn & Suites by Wyndham Hartford - Bradley Airport

La Quinta Inn & Suites by Wyndham Hartford - Bradley Airport

2.5 out of 5
per person
May 24 - May 27
Roundtrip flight included
Washington (IAD) to Hartford (BDL)
8/10 Very Good! (1,485 reviews)
I had a really good stay. Staff was very friendly. & the hotel room was very clean

Reviewed on Apr 19, 2024

Super 8 by Wyndham Cromwell/Middletown

Super 8 by Wyndham Cromwell/Middletown

2 out of 5
per person
Jun 7 - Jun 14
Roundtrip non-stop flight included
Los Angeles (LAX) to Hartford (BDL)
7/10 Good! (1,001 reviews)
It was one night stay and it was good

Reviewed on Apr 19, 2024

Homewood Suites by Hilton Windsor Locks Hartford

Homewood Suites by Hilton Windsor Locks Hartford

3 out of 5
per person
May 24 - May 27
Roundtrip flight included
Washington (IAD) to Hartford (BDL)
8.6/10 Excellent! (564 reviews)
Fast shuttle pick up and drop off.

Reviewed on Apr 4, 2024

Prices and availability subject to change. Additional terms may apply.

Middletown Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Bradley Intl. Airport (BDL)
Population
46,800
Max Temp Winter
35ºF
Max Temp Summer
80ºF
Top Sights
Brownstone Exploration & Discovery Park, Goodspeed Opera House and Dinosaur State Park

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 $184 per night from Apr 24 to Apr 25
$184
$232 total
includes taxes & fees
Apr 24 - Apr 25
8.8/10 Excellent! (364 reviews)
"The parking was inconvenient. Coming in the back of the building felt weird and discomforting. There was also no proper signage for parking. You were unsure of the parking situation. In addition, The restaurant took forever to open and only one person working to serve customers while being a bartender. ..."

Reviewed on Apr 4, 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 $154 per night from May 13 to May 14
$154
$178 total
includes taxes & fees
May 13 - May 14
8.8/10 Excellent! (1,222 reviews)
"A little old"

Reviewed on Apr 17, 2024

New Haven Hotel
Best Western Hartford Hotel & Suites
Best Western Hartford Hotel & Suites
2.5 out of 5
185 Brainard Rd, Hartford, CT
Fully refundableReserve now, pay when you stay
The price is $101 per night from Apr 30 to May 1
$101
$116 total
includes taxes & fees
Apr 30 - May 1
7.8/10 Good! (1,002 reviews)
"Your hotel needs better computers and printer for the computer desk area. Couldn't work on things i needed to while at my stay at hotel."

Reviewed on Apr 20, 2024

Best Western Hartford Hotel & Suites
See all 1,115 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.

Explore other types of vacation packages

All Inclusive Vacations

All Inclusive Vacations

Beach Vacations

Beach Vacations

Kid Friendly Vacations

Kid Friendly 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 $403. 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

4/5(89 reviews)

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

4/5(5 reviews)

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

Harbor Park

Other vacations you might like

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