Photo by Stephanie Sutton

Hotels in Middletown

your current months are December, 2024 and January, 2025.
December 2024
January 2025

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Where to stay in Middletown?

Wayside Inn
Serves dinner and happy hour

Wayside Inn

3.5 star property
9.2 out of 10, Wonderful, (372)
The price is $105
$126 total
includes taxes & fees
Nov 24 - Nov 25
Wayside Inn
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.

Top landmarks in Middletown

Beautiful drive up to this plantation. You can take a tour of it as well.

Belle Grove Plantation

If you're planning a bit of sightseeing during your trip, head to Belle Grove Plantation— just one of the landmarks located 1.4 mi (2.2 km) from central Middletown.

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Belle Grove Plantation

Frequently asked questions

Can I book refundable accommodations in Middletown?
If you need the flexibility to change your plans to Middletown, most hotels provide refundable* bookable rates. You can see these properties by searching our site and using the “fully refundable” filter to narrow down the results.
What will the weather in Middletown be like during my visit?
July and August are typically the warmest months in Middletown when the average temp is 72°F. January and February are the coldest months when the average temperature is 36°F. September and May are the months with the most rain.
Why should I book my Middletown hotel with Hotels.com?
There are lots of reasons to book your Middletown trip with us: our free cancellations on selected hotels* gives you flexibility, and with One Key™, our rewards program, you will be able to earn and use OneKeyCash™** on all eligible bookings such as hotels, car rentals, flights, vacation rentals and more on Hotels.com, Expedia and Vrbo.