Hotels in Middletown

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Tonight
May 22 - May 23
Tomorrow
May 23 - May 24
This weekend
May 23 - May 25
Next weekend
May 30 - Jun 1

Where to stay in Middletown?

Anderson Chesterfield Travel Inn
Hallway

Anderson Chesterfield Travel Inn

2.0 star property
7.6 out of 10, Good, (238)
$70 nightly
The price is $78
May 26 - May 27
Total includes taxes and fees
Anderson Chesterfield Travel 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.

Learn more about Middletown

The region around Middletown is home to attractions such as Mounds State Park and Hoosier Park.

See all hotels in Middletown
A tranquil hotel pool encircled by beautiful arches, enhancing the ambiance for leisure and relaxation.

Summer Getaway Sale

Save 25% or more on select hotels, and earn 50% more rewards on all properties. Book by May 26 and travel by Sep 30, 2025. See terms*
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Frequently asked questions

What accommodations do travelers like in Middletown?
Guests like Baymont by Wyndham Anderson, Tru By Hilton Anderson and Days Inn by Wyndham Anderson IN.
Can I book refundable accommodations in Middletown?
If you need the flexibility to change your plans to Middletown, most properties offer refundable* bookable rates. You can find these properties by searching our site and using the “fully refundable” filter to narrow the results down.
What will the weather in Middletown be like during my vacation?
The warmest months in Middletown are usually July and August with an average temp of 71°F. January and February are the chilliest months when the average temp is 33°F. The rainiest months are April and June.
Why should I book my Middletown hotel with Hotels.com?
There are plenty of reasons to book your Middletown travel with us: our free cancellations on selected hotels* gives you the flexibility you’re looking for, 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.

Terms and conditions

*Book by 5/26/2025 11:59 pm in hotel property local time. Stay between 4/17/2025-9/30/2025. Member Prices are available to Hotels.com® app users and One Key members. Limited availability, blackout periods may apply.

OneKeyCash is not redeemable for cash and can only be used on Hotels.com®, Expedia®, and Vrbo®.

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