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.
The Niantic Inn
Price was CA $2,295, price is now CA $2,026 per person
CA $2,026
per person
Jul 3 - Jul 10
found 11 hours ago
Roundtrip flight included
Halifax (YHZ) to Hartford (BDL)
9.2/10 Wonderful! (157 reviews)
We enjoyed our stay at the Inn. Room is clean and staff was very helpful.
Reviewed on May 3, 2026
Middletown Hotel Deals
Inn at Middletown
70 Main Street Middletown CT
Fully refundableReserve now, pay when you stay
The price is CA $256 per night from May 18 to May 19
CA $256
CA $322 total
May 18 - May 19
includes taxes & fees
9/10 Wonderful! (592 reviews)
The staff made the experience very enjoyable
Reviewed on May 14, 2026
New Haven Hotel
229 George Street New Haven CT
Fully refundableReserve now, pay when you stay
The price is CA $174 per night from May 25 to May 26
CA $174
CA $200 total
May 25 - May 26
includes taxes & fees
9.2/10 Wonderful! (2,131 reviews)
The staff at the front desk were extremely helpful and friendly. We only stayed one night as we were there for a graduation and it was conveniently located to where we had to go. However, if I ever find myself in the area again, I would definitely stay there.
Reviewed on May 16, 2026
The Capitol Hotel
440 Asylum St Hartford CT
Fully refundableReserve now, pay when you stay
The price is CA $164 per night from May 18 to May 19
CA $164
CA $188 total
May 18 - May 19
includes taxes & fees
7.4/10 Good! (1,300 reviews)
The location of the hotel was great for us. It has a SPECTACULAR view of the Connecticut State Capital and the surrounding green space. Be sure to ask for the view room, as this was what made the stay worthwhile. It was a 10 minute walk to Dunkin Park, a minor league baseball stadium. Attending an ...
Reviewed on May 14, 2026
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.
