Photo by Stephanie Sutton

Hotels & Accommodation in Middletown

your current months are February, 2025 and March, 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, (382)
The price is R1 406
R1 738 total
includes taxes & fees
21 Jan - 22 Jan
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

Belle Grove Plantation

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

Learn more about Middletown

Middletown is well known for its attractions such as Cedar Creek Battlefield Foundation and Belle Grove Plantation. Visitors to this historical city speak highly of the bars whereas sights include Shenandoah River and Wayside Theater.

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Photo by Stephanie Sutton
Open Photo by Stephanie Sutton

Frequently asked questions

Can I book a refundable accommodation option in Middletown?
If you want the flexibility to change your plans to Middletown, most hotels offer refundable* rates that you can book. 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 temperature is 22°C. January and February are the coldest months, when the average temperature is 2°C. 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, our Price Guarantee ensures that you always get the lowest price, and you can earn rewards on every booking.