Middletown Holidays from £1,541
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to £750 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPackages with flights are ATOL protected
Your Middletown Holiday
With all the details planned before you head off, our Middletown holiday packages mean you can focus more on having a good time. Whether you're staying in the neighbourhood 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, organising your ultimate tailored Middletown holiday is a breeze with Expedia.
Top Middletown Flight + Hotel Deals
Middletown Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
Closest Airport | Bradley Intl. Airport (BDL) |
Population | 46,800 |
Max Temp Winter | 2ºC |
Max Temp Summer | 27ºC |
Top Sights | Brownstone Exploration & Discovery Park, Dinosaur State Park and Powder Ridge Mountain Park and Resort |
Top hotels in Middletown
Inn at Middletown
The staff made the experience very enjoyable
Reviewed on 14 May 2026
New Haven Hotel
Yes. Parking very tight in garage.
Reviewed on 14 May 2026
The Capitol Hotel
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 14 May 2026
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.
Explore a world of travel with Expedia
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Flight-inclusive packages are ATOL protected.
