
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
70 Main Street, Middletown, CT
Fully refundableReserve now, pay when you stay
The price is CA $255 per night from Aug 25 to Aug 26
CA $255
CA $321 total
Aug 25 - Aug 26
includes taxes & fees
8.8/10 Excellent! (496 reviews)
"Charming hotel conveniently located in walkable Middletown"
Reviewed on Aug. 14, 2025

The Capitol Hotel
440 Asylum St, Hartford, CT
Fully refundableReserve now, pay when you stay
The price is CA $117 per night from Aug 24 to Aug 25
CA $117
CA $135 total
Aug 24 - Aug 25
includes taxes & fees
7.6/10 Good! (1,000 reviews)
"It was very convenient to downtown short walk to the Capitol Building and to the Secretary of state's office where I needed to do some work right across the street from the train station will stay there again"
Reviewed on Aug. 20, 2025

Omni New Haven Hotel at Yale
155 Temple St, New Haven, CT
Fully refundableReserve now, pay when you stay
The price is CA $199 per night from Sep 21 to Sep 22
CA $199
CA $229 total
Sep 21 - Sep 22
includes taxes & fees
8.2/10 Very Good! (1,002 reviews)
"Convenience"
Reviewed on Aug. 20, 2025
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.
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.