Photo by Samantha Keyes

Hotels in Middletown

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Check prices for these dates

Tonight
Dec 22 - Dec 23
Tomorrow
Dec 23 - Dec 24
This weekend
Dec 26 - Dec 28
Next weekend
Jan 2 - Jan 4

Where to stay in Middletown?

Dining
Wayside Inn
Wayside Inn
3.5 star property
9.2 out of 10, Wonderful, (417)
$89 nightly
The price is $98
Dec 23 - Dec 24
Total with taxes and fees
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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When is the best time to visit Middletown?

Our prices for hotels in Middletown are cheapest in February
Price trends for hotels in Middletown
Pricing is based on two traveler single night rates
View properties in December
Currently viewing crowd sizes and weather for December.
Typical weather for Middletown
December
Low crowds
High 45°F / low 30°F. Partly sunny.
View properties in December
45°
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December, Low crowds, average high temperature 45 degrees Fahrenheit, average low temperature 30 degrees Fahrenheit. Partly sunny.
30°
40°
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January, High crowds, average high temperature 40 degrees Fahrenheit, average low temperature 24 degrees Fahrenheit. Snow likely.
24°
44°
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February, Moderate crowds, average high temperature 44 degrees Fahrenheit, average low temperature 27 degrees Fahrenheit. Snow likely.
27°
53°
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March, Low crowds, average high temperature 53 degrees Fahrenheit, average low temperature 33 degrees Fahrenheit. Partly sunny.
33°
64°
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April, Moderate crowds, average high temperature 64 degrees Fahrenheit, average low temperature 43 degrees Fahrenheit. Sunny most days.
43°
74°
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May, High crowds, average high temperature 74 degrees Fahrenheit, average low temperature 53 degrees Fahrenheit. Sunny most days.
53°
82°
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June, Low crowds, average high temperature 82 degrees Fahrenheit, average low temperature 60 degrees Fahrenheit. Sunny most days.
60°
87°
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July, High crowds, average high temperature 87 degrees Fahrenheit, average low temperature 65 degrees Fahrenheit. Sunny most days.
65°
85°
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August, Moderate crowds, average high temperature 85 degrees Fahrenheit, average low temperature 64 degrees Fahrenheit. Sunny most days.
64°
78°
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September, Moderate crowds, average high temperature 78 degrees Fahrenheit, average low temperature 57 degrees Fahrenheit. Sunny most days.
57°
66°
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October, High crowds, average high temperature 66 degrees Fahrenheit, average low temperature 46 degrees Fahrenheit. Sunny most days.
46°
53°
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November, Low crowds, average high temperature 53 degrees Fahrenheit, average low temperature 35 degrees Fahrenheit. Partly sunny.
35°
Monthly weather averages (˚F)

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 Belle Grove Plantation and Shenandoah River. Visitors to this historical city speak highly of the bars whereas sights include Wayside Theater and Cedar Creek and Belle Grove National Historical Park.

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Nana’s Irish Pub was a great and delicious stop off the main road on the way to Asheville, NC. Super cute redesigned bank. The bank door is still in the corner and is not a closet. Highly suggested for a pit stop!
Photo by Samantha Keyes
Open Photo by Samantha Keyes

Check out reviews of Middletown hotels guests love

La Quinta Inn & Suites by Wyndham Winchester

La Quinta Inn & Suites by Wyndham Winchester

10/10 Excellent
"The breakfast staff is helpful "
Martin 1-night trip
Posted 3 hours ago
La Quinta Inn & Suites by Wyndham Winchester

Frequently asked questions

How much does a hotel room cost in Middletown?
You can discover great hotels in Middletown from $61 with properties to suit all budgets and needs. To find an affordable hotel in Middletown that meets all of your requirements, just apply filters on Hotels.com and sort hotels by "Price: low to high".
How can I find deals and earn rewards at Middletown hotels?
Discover great deals on Middletown hotel stays with Hotels.com. It's also a good idea to look at hotel prices mid-week or during the low season as you're likely to find off-peak deals. And make sure to check out our last-minute deals on Middletown hotels.
Can I book Middletown hotels with free cancellation?
In order to book a refundable Middletown hotel, simply filter hotels by "Property cancellation options" and select "Fully refundable property". The majority of hotels offer free cancellation, so you can receive a refund if you need to cancel. Some hotels do require cancelling more than 24 hours before check-in, so double-check your booking beforehand.
What are some of the best hotels in Middletown for couples?
Stay at a top-rated Middletown romantic hotel and make the most of your couple's vacation. Our travelers love Wayside Inn, a hotel with couples/private dining and proposal/romance packages. Use the "Traveler experience" filter in your search and select "Adults only" or "Romantic" to find even more hotels in Middletown for couples on Hotels.com.
What are some of the best Middletown hotels with free parking?
If you're driving, a great Middletown hotel with free parking is a bonus. Our travelers' favorites include:
  • Wayside Inn: A hotel with an average guest rating of 9.2 out of 10
What are some popular hotels in central Middletown?
For hotels in central Middletown, check out Wayside Inn and DoubleTree by Hilton Front Royal Blue Ridge Shadows. Travelers love Wayside Inn for its location, as well as the free extended parking, concerts/live shows and proposal/romance packages this hotel offers. DoubleTree by Hilton Front Royal Blue Ridge Shadows is another popular central hotel with an indoor pool, a hot tub and a restaurant.
What accommodations do travelers recommend in Middletown?
Guests like Econo Lodge Inn & Suites Middletown - Winchester South, Comfort Inn & Suites Winchester and Hampton Inn Front Royal.
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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