Middletown Packages (Flight + Hotel)
Book a Hotel + Flight or Car together to unlock savings
Photo by Tiffany Zhou
- Plan, book, travel with confidence
Better together
Save up to ฿4,531 when you book a flight and hotel together*
Find the right fit
With over 300,000 hotels worldwide, it's easy to create a perfect package
Rest easy
Plan, book, and manage your trip all in one place
Top hotels in Middletown
Inn at Middletown
70 Main Street, Middletown, CT
Fully refundableReserve now, pay when you stay
8.8/10 Excellent! (506 reviews)
"Hotel in great location in town. Only issue is that the bedding was clean but kinda damp. Was strange. Almost like the room was humid so sheets couldn’t dry? Not sure, but made it less comfortable to sleep"
Reviewed on 3 Oct 2025
The Capitol Hotel
440 Asylum St, Hartford, CT
Fully refundableReserve now, pay when you stay
The price is ฿2,999 per night from 12 Oct to 13 Oct
฿2,999
฿3,449 total
12 Oct - 13 Oct
includes taxes & fees
7.4/10 Good! (1,011 reviews)
"Friendly staff!"
Reviewed on 7 Oct 2025
Omni New Haven Hotel at Yale
155 Temple St, New Haven, CT
Fully refundableReserve now, pay when you stay
The price is ฿5,431 per night from 22 Oct to 23 Oct
฿5,431
฿6,245 total
22 Oct - 23 Oct
includes taxes & fees
8.4/10 Very Good! (1,005 reviews)
"We have a lovely stay at the Omni New Haven. The room was clean and quiet with a super comfy bed and pillows. The staff were friendly and helpful. If you are visiting Yale, it's right on the campus. Very walkable!"
Reviewed on 6 Oct 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.
Popular places to visit
Wesleyan University
Take a campus tour or just explore the area of Wesleyan University during your travels in Middletown. Experience the area's festivals or attend a sporting event.
Smith Park
Smith 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 festivals and entertainment venues in this family-friendly area.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
