Find hotels in Middletown, IA from $56

The best area to stay in Middletown is the downtown district, offering convenient access to local attractions and dining.This area centers around Main Street, where you'll find a pedestrian-friendly environment with local shops, cafes, and restaurants. The historic Middletown Town Hall is a prominent landmark, and the nearby City Park provides green space for relaxation.Couples will find downtown particularly appealing due to its array of dining options, from casual eateries to more upscale restaurants great for a special evening out. Many of the local boutiques offer unique finds, making for enjoyable browsing and shopping experiences together.For solo travelers, the downtown area provides easy access to public transportation and a central point for exploring Middletown's cultural offerings, such as the Middletown Historical Museum.

The best time to visit Middletown, Iowa, is generally during the late spring (May to early June) and early autumn (September to October).These periods offer the most pleasant weather, with moderate temperatures and less humidity, making it ideal for exploring the local parks and outdoor attractions. You'll find comfortable conditions for activities like visiting the nearby state parks or enjoying local community events.Families often appreciate these times for travel as the weather is conducive to outdoor activities without the extreme heat of summer or the chill of winter. It's a comfortable time for children to play outdoors and for everyone to enjoy a relaxed pace.Couples looking for a peaceful getaway will also find these seasons appealing.

With Expedia, you earn OneKeyCash™* on eligible Middletown hotel bookings for every dollar you spend – just join our One Key™ travel rewards program to get started. It's free to join, and you'll unlock our lowest Member Prices as soon as you're signed in. On top of this, you could also save significantly by bundling your hotel and flights together on Expedia.*Excludes taxes and fees. OneKeyCash is not redeemable for cash and can only be used on Expedia, Hotels.com and Vrbo.