Photo by Stephanie Sutton

Hotels in Middletown

your current months are January, 2025 and February, 2025.
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February 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, (377)
The price is $93
includes taxes & fees
$84 per night
Jan 3 - Jan 4
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

Beautiful drive up to this plantation. You can take a tour of it as well.

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

Frequently asked questions

What accommodations do travelers recommend in Middletown?
Guests like Comfort Inn & Suites, Hampton Inn Front Royal and DoubleTree by Hilton Front Royal Blue Ridge Shadows.
Where can I find free parking with my stay in Middletown?
Wayside Inn offers the perk of free parking.
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.
Where can I stay with my pet in Middletown?
Your furry friend can stay with you at this pet-friendly hotel: Econo Lodge Inn & Suites.
Which Middletown hotels do travelers like for their great location?
Our guests rave about the location of Econo Lodge Inn & Suites. For quiet surroundings, guests like Wayside Inn.
Where should I consider staying in Middletown if I'm looking for an affordable accommodation?
An inexpensive option worth considering is Econo Lodge Inn & Suites.
Where can I stay if I'm visiting Middletown with my family?
Parents traveling with children may want to consider Wayside Inn and Econo Lodge Inn & Suites.
Where should I stay in Middletown for a vacation with my partner?
Wayside Inn is a great option for a romantic getaway.
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.