Middletown Vacations 2026

Top Middletown hotels deals

Inn at Middletown

70 Main Street Middletown CT

Free cancellation

Reserve now, pay when you stay

CA $224

CA $285 total

Mar 25 - Mar 26

includes taxes & fees

Book a stay at this business-friendly hotel in Middletown. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions General Mansfield House and Harbor Park are located nearby.

Pool

Hot tub

New Haven Hotel

229 George Street New Haven CT

Free cancellation

CA $159

CA $183 total

Mar 22 - Mar 23

includes taxes & fees

Book a stay at this business-friendly hotel in New Haven. Enjoy free WiFi, breakfast (surcharge), and a fitness center. Our guests praise the helpful staff and the convenient parking in our reviews. Popular attractions Shubert Theater and Schubert Performing Arts Center are located nearby.

Pet-friendly

Free WiFi

The Capitol Hotel

440 Asylum St Hartford CT

Free cancellation

Reserve now, pay when you stay

CA $125

CA $144 total

Mar 29 - Mar 30

includes taxes & fees

Book a stay at this business-friendly hotel in Hartford. Enjoy free breakfast, free WiFi, and a 24-hour fitness center. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions PeoplesBank Arena and Bushnell Park are located nearby.

Breakfast included

Pet-friendly

Holiday Inn Express Southington by IHG

120 Laning St Southington CT

Free cancellation

CA $148

CA $171 total

Mar 22 - Mar 23

includes taxes & fees

Book a stay at this business-friendly hotel in Southington. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Hawks Landing Country Club and Crescent Lake are located nearby.

Pool

Breakfast included

Hampton Inn & Suites Hartford/East Hartford

351 Pitkin Steet East Hartford CT

Free cancellation

Reserve now, pay when you stay

CA $145

CA $167 total

Mar 29 - Mar 30

includes taxes & fees

Stay at this hotel in East Hartford. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Connecticut River and Mortensen Riverfront Plaza are located nearby.

Pool

Breakfast included

Omni New Haven Hotel at Yale

155 Temple St New Haven CT

Free cancellation

Reserve now, pay when you stay

CA $221

CA $254 total

Apr 6 - Apr 7

includes taxes & fees

Book a stay at this business-friendly hotel in New Haven. Enjoy breakfast (surcharge), room service, and a 24-hour fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Shubert Theater and New Haven Green are located nearby.

Pet-friendly

Free WiFi

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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.

Popular places to visit

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.

New England Seascape in New Haven Harbor in Connecticut at Sunrise: A tranquil beachfront along the Pardee Seawall Park

Harbor Park

Harbor Park is just one of the places to see in Middletown, so why not enjoy the other things to explore during your travels? Experience the area's festivals and entertainment venues.

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.

Middletown Vacations

Even if you're the most spontaneous traveler, it's still a wise idea to learn a couple of things about Middletown before you go. Locate it on your map, make a note of the things to do and let the excitement begin!

To help you get your bearings, Middletown lies 90 miles (145 kilometers) to the northeast of the prominent city of New York.

This area of Connecticut is home to roughly 48,000 people.

Places to visit in Middletown

Meet like-minded people and be inspired at one of the conferences or cultural events at Wadsworth Mansion. Want some more options? Are the kids getting bored with bouncy castles and playgrounds? Treat them to a day out at Kidcity Children's Museum. Boasting fascinating displays and interactive experiences, helping little ones to learn about the world has never been more fun! And there's more. Many great minds and trailblazers have studied within the classrooms of Wesleyan University. Learn about its lengthy history and achievements, and walk through the campus on a guided tour.

Where do you fly into for Middletown?

Prepare for some new adventures in Middletown. Once you've exited Bradley International Airport (BDL), the middle of town will be 25 miles (40 kilometers) away.

Frequently asked questions

How much are vacation packages to Middletown?

With a Travelocity vacation package, you could paint the town red in Middletown from just . Activities, hotels and flights — we've got you covered. You'll save tons just by combining your bookings together. And with all that taken care of before you leave, you won't have to worry about a thing.

How long should my Middletown vacation be?

Many travelers secure a hotel for 2 nights in Middletown. But that doesn't necessarily mean you're limited to that. How long you spend here comes down to what sorts of things you want to do on your vacation. If you'd like to familiarize yourself with every inch of this awesome location, consider booking another few nights (or even longer!).

Where can I get the best vacation package deals for Middletown?

With at least 400 airline partners and 1,000,000 properties around the world, you can't beat Travelocity. Scroll through our extensive range and create the perfect Middletown vacation package. Don't you just love it when planning a trip is that easy?

Why should I book my Middletown vacation bundle with Travelocity?

Travel is all about making cherished memories and leaving all your stresses behind — which is why we have a team of experts available round-the-clock should you need them. On top of that, our Price Match Guarantee ensures you'll always get the best price available on our huge range of package deals. So what are you waiting for? There's no time like the present to secure that vacation you've always wanted.

Will I save money on my Middletown car rental if I book it with a hotel or flight?

With a Middletown vacation package, you can bundle your flight, car and hotel bookings and save some serious money. If you want to discover the best of this exciting part of the world, why not check out Times Square? This must-see sight is 145 kilometers from Middletown. With your own rental car, you'll be there in the blink of an eye.

Which airport is best for Middletown?

Bradley Intl. Airport (BDL) is one of the most popular airports in Middletown. It's roughly 40 kilometers north of the downtown area. Your other options are MacArthur Airport (ISP) (97 kilometers away from central Middletown) and Tweed - New Haven Regional Airport (HVN) (40 kilometers away from central Middletown).

What is there to do in Middletown?

While hopping off the tourist trail is no doubt rewarding, you shouldn't miss the popular sights that make a destination famous. Artfarm and General Mansfield House are a couple of them in Middletown.

Where should I stay when visiting Middletown?

If you're after somewhere to spend your nights, check out the Inn at Middletown. It's the top choice for many travelers.