Photo by Samantha Keyes

Hotels in Middletown

Free cancellation options if plans change

Earn rewards on every night you stay

Save more with Member Prices

Check prices for these dates

Tonight
Dec 19 - Dec 20
Tomorrow
Dec 20 - Dec 21
This weekend
Dec 19 - Dec 21
Next weekend
Dec 26 - Dec 28

Where to stay in Middletown?

Bar (on property)
Wayside Inn
Wayside Inn
3.5 star property
9.2 out of 10, Wonderful, (416)
The price is CNY507
CNY630 total
includes taxes & fees
Dec 21 - Dec 22
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.
See more propertiesforward arrow

Budget hotels in Middletown and vicinity

Standard Room, 1 King Bed, Non Smoking | Premium bedding, desk, soundproofing, iron/ironing board
Econo Lodge Woodstock - Shenandoah Valley I-81

Econo Lodge Woodstock - Shenandoah Valley I-81

Econo Lodge Woodstock - Shenandoah Valley I-81
2.0 star property
Woodstock
7.2 out of 10, Good, (636)
The price is CNY359
CNY403 total
includes taxes & fees
Jan 5 - Jan 6, 2026
Econo Lodge Woodstock - Shenandoah Valley I-81
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.
View all budget hotels

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 7°C / low -1°C. Partly sunny.
View properties in December
7°
weather_partly_sunny
December, Low crowds, average high temperature 7 degrees Celsius, average low temperature -1 degrees Celsius. Partly sunny.
-1°
4°
ac_unit
January, High crowds, average high temperature 4 degrees Celsius, average low temperature -4 degrees Celsius. Snow likely.
-4°
7°
ac_unit
February, Moderate crowds, average high temperature 7 degrees Celsius, average low temperature -3 degrees Celsius. Snow likely.
-3°
12°
weather_partly_sunny
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°
weather_sun
May, High crowds, average high temperature 23 degrees Celsius, average low temperature 11 degrees Celsius. Sunny most days.
11°
28°
weather_sun
June, Low crowds, average high temperature 28 degrees Celsius, average low temperature 16 degrees Celsius. Sunny most days.
16°
31°
weather_sun
July, High crowds, average high temperature 31 degrees Celsius, average low temperature 18 degrees Celsius. Sunny most days.
18°
30°
weather_sun
August, Moderate crowds, average high temperature 30 degrees Celsius, average low temperature 18 degrees Celsius. Sunny most days.
18°
26°
weather_sun
September, Moderate crowds, average high temperature 26 degrees Celsius, average low temperature 14 degrees Celsius. Sunny most days.
14°
19°
weather_sun
October, High crowds, average high temperature 19 degrees Celsius, average low temperature 8 degrees Celsius. Sunny most days.
8°
12°
weather_partly_sunny
November, Low crowds, average high temperature 12 degrees Celsius, average low temperature 2 degrees Celsius. Partly sunny.
2°
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.
See properties

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.
See properties

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.

See all hotels in Middletown
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

The George Washington Hotel, A Wyndham Grand Hotel

The George Washington Hotel, A Wyndham Grand Hotel

10/10 Excellent
"Great staff"
Angela 1-night trip
Posted 2 days ago
The George Washington Hotel, A Wyndham Grand Hotel

Frequently asked questions

How much does a hotel room cost in Middletown?
You can discover great hotels in Middletown from CNY433 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.

Keep exploring