
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.





Ramada by Wyndham Hartford North / Bradley Airport
per person
Sep 3 - Sep 5
found 9 hours ago
Roundtrip flight included
Calgary (YYC) to Hartford (BDL)
6.6/10 (794 reviews)
Looks abandoned from outside. Lobby very nice, has pool. Hallways dark, carpet desperately needs vacuum. Baseboards gross. Bathroom: showerhead, good pressure but bestfor somone under 5ft tall. Toilet from kindergarten. Stained ceiling. Room: bed averge, shhets clean. Looks like they tried to upgrade, but bug patch in ceiling and on wall. Sliding glass doors are green, curtains filthy. Outside: garbage, dirty diapers, cigarette butts, plastic bottles...lawn not mowed. Door has cobwebs and cracked glass...dumpster full and overflowing. Will not stay.there again. Have pictures.
Reviewed on Aug. 2, 2025
Middletown Hotel Deals

Inn at Middletown
70 Main Street, Middletown, CT
Fully refundableReserve now, pay when you stay
The price is CA $258 per night from Aug 5 to Aug 6
CA $258
CA $324 total
Aug 5 - Aug 6
includes taxes & fees
8.8/10 Excellent! (495 reviews)
Good location
"Very nice hotel in great location"
Reviewed on Jul. 30, 2025

The Capitol Hotel
440 Asylum St, Hartford, CT
Fully refundableReserve now, pay when you stay
The price is CA $105 per night from Aug 24 to Aug 25
CA $105
CA $121 total
Aug 24 - Aug 25
includes taxes & fees
7.4/10 Good! (1,009 reviews)
"I like the area as being across from the Capitol. Great hotel to stay at especially if your attending any activity across the way. Staff was also very nice and helpful."
Reviewed on Aug. 3, 2025

Omni New Haven Hotel at Yale
155 Temple St, New Haven, CT
Fully refundableReserve now, pay when you stay
The price is CA $219 per night from Aug 24 to Aug 25
CA $219
CA $252 total
Aug 24 - Aug 25
includes taxes & fees
8.2/10 Very Good! (1,011 reviews)
"Nice hotel and great location."
Reviewed on Aug. 4, 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.