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Hotels in Middletown

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Check prices for these dates

Tonight
Oct 17 - Oct 18
Tomorrow
Oct 18 - Oct 19
This weekend
Oct 17 - Oct 19
Next weekend
Oct 24 - Oct 26

Where to stay in Middletown?

Bar (on property)
Wayside Inn
Wayside Inn
3.5 star property
9.2 out of 10, Wonderful, (407)
The price is $127
$150 total
includes taxes & fees
Oct 19 - Oct 20
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.
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Our prices for Middletown are cheapest in February

See average prices and weather for all months
Price trends for hotels in Middletown
Pricing is based on two traveler single night rates
View properties in October
Currently viewing crowd sizes and weather for October.
Weather forecast for Middletown
October
High crowds
High 19°C / low 8°C. Sunny most days.
View properties in October
19°
weather_sun
October, High crowds, average high temperature 19 degrees Celsius, average low temperature 8 degrees Celsius. Sunny most days.
8°
12°
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November, Low crowds, average high temperature 12 degrees Celsius, average low temperature 2 degrees Celsius. Partly sunny.
2°
7°
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December, Low crowds, average high temperature 7 degrees Celsius, average low temperature -1 degrees Celsius. Partly sunny.
-1°
4°
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January, High crowds, average high temperature 4 degrees Celsius, average low temperature -4 degrees Celsius. Snow likely.
-4°
7°
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February, Moderate crowds, average high temperature 7 degrees Celsius, average low temperature -3 degrees Celsius. Snow likely.
-3°
12°
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March, Low crowds, average high temperature 12 degrees Celsius, average low temperature 1 degrees Celsius. Partly sunny.
1°
18°
weather_sun
April, Moderate crowds, average high temperature 18 degrees Celsius, average low temperature 6 degrees Celsius. Sunny most days.
6°
23°
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May, High crowds, average high temperature 23 degrees Celsius, average low temperature 11 degrees Celsius. Sunny most days.
11°
28°
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June, Low crowds, average high temperature 28 degrees Celsius, average low temperature 16 degrees Celsius. Sunny most days.
16°
31°
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July, High crowds, average high temperature 31 degrees Celsius, average low temperature 18 degrees Celsius. Sunny most days.
18°
30°
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August, Moderate crowds, average high temperature 30 degrees Celsius, average low temperature 18 degrees Celsius. Sunny most days.
18°
26°
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September, Moderate crowds, average high temperature 26 degrees Celsius, average low temperature 14 degrees Celsius. Sunny most days.
14°
Monthly weather averages (˚C)

Top landmarks in Middletown

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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Cedar Creek Battlefield Foundation

If seeing the sights is on your list of things to do, head to Cedar Creek Battlefield Foundation— just one of the landmarks located 1.2 mi (1.9 km) from central Middletown.
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Learn more about Middletown

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

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Beautiful drive up to this plantation. You can take a tour of it as well.
Photo by Stephanie Sutton
Open Photo by Stephanie Sutton

Check out reviews of Middletown hotels guests love

The George Washington Hotel, A Wyndham Grand Hotel

The George Washington Hotel, A Wyndham Grand Hotel

10/10 Excellent
"We enjoyed our stay at The George Washington Hotel. It has a nice bar and restaurant. It is convenient to Old Town Winchester, which has some nice bars and restaurants. "
Nicholas 4-night trip
Posted 3 days ago
The George Washington Hotel, A Wyndham Grand Hotel

Frequently asked questions

What accommodations do travelers recommend in Middletown?
Wayside Inn and Econo Lodge Inn & Suites are a couple of accommodations that are popular with guests.
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.

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