Photo by Samantha Keyes

Find hotels in Middletown, VA from NT$1,670

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

This weekend
Next weekend

Filter by

Guest rating
Guest rating
Star rating

Compare 604 hotels, room rates, hotel reviews and availability. Most hotels are fully refundable.

Quality Inn Winchester

2.5 star property
9.2 out of 10, Wonderful, (1000)
"Great place , great front desk staff, super clean & very quiet"
The price is NT$2,252
NT$2,450 total
includes taxes & fees
Sep 1 - Sep 2
Quality Inn Winchester

Relax Inn Motel

2.0 star property
8.2 out of 10, Very Good, (238)
"Clean, quiet and convenient. Check in process was quick and easy, with the very friendly and helpful staff. I would absolutely stay here again."
The price is NT$1,858
NT$2,068 total
includes taxes & fees
Aug 10 - Aug 11
Relax Inn Motel

Super 8 by Wyndham Front Royal

2.0 star property
7.4 out of 10, Good, (1001)
"Convenient to Skyline Drive in Shenandoah National Park."
The price is NT$1,964
NT$2,186 total
includes taxes & fees
Aug 10 - Aug 11
Super 8 by Wyndham Front Royal

Wayside Inn

3.5 star property
9.2 out of 10, Wonderful, (402)
"We stayed last year on July 4th. ...really liked it...decided to make it an annual event. I like the small town atmosphere. "
The price is NT$2,813
NT$3,400 total
includes taxes & fees
Aug 10 - Aug 11
Wayside Inn

Econo Lodge Inn & Suites

2.0 star property
5.6 out of 10, (285)
"Great place to sleep and its was very quiet. "
The price is NT$2,009
NT$2,216 total
includes taxes & fees
Aug 17 - Aug 18
Econo Lodge Inn & Suites

Hampton Inn Winchester-University/Mall Area

2.5 star property
9.0 out of 10, Wonderful, (1001)
"Very comfortable bed and room temperature was perfect."
The price is NT$3,264
NT$3,698 total
includes taxes & fees
Aug 17 - Aug 18
Hampton Inn Winchester-University/Mall Area

Country Inn & Suites by Radisson, Winchester, VA

3.0 star property
8.8 out of 10, Excellent, (1002)
"Great place to stay!"
The price is NT$2,834
NT$3,083 total
includes taxes & fees
Aug 13 - Aug 14
Country Inn & Suites by Radisson, Winchester, VA

Quality Inn Stephens City - Winchester South

2.5 star property
8.0 out of 10, Very Good, (597)
"Great stay!"
The price is NT$2,100
NT$2,285 total
includes taxes & fees
Sep 2 - Sep 3
Quality Inn Stephens City - Winchester South

Fairfield Inn & Suites by Marriott Winchester

2.5 star property
9.0 out of 10, Wonderful, (747)
"Clean and comfortable room, wonderful breakfast, pleasant personnel"
The price is NT$2,884
NT$3,138 total
includes taxes & fees
Aug 17 - Aug 18
Fairfield Inn & Suites by Marriott Winchester

TRU By Hilton Winchester

2.5 star property
9.0 out of 10, Wonderful, (690)
"I stop every time I travel south and it is consistently a great hotel and staff is phenomenal"
The price is NT$2,884
NT$3,138 total
includes taxes & fees
Sep 1 - Sep 2
TRU By Hilton Winchester

Holiday Inn Winchester Se-Historic Gateway by IHG

3.0 star property
9.0 out of 10, Wonderful, (1004)
"Great location,the hotel was very nice and the breakfast was great."
The price is NT$2,697
NT$3,024 total
includes taxes & fees
Aug 10 - Aug 11
Holiday Inn Winchester Se-Historic Gateway by IHG

Twi-Lite Inn

2.0 star property
8.2 out of 10, Very Good, (517)
"Great pool and quiet area to stay in"
The price is NT$2,277
NT$2,534 total
includes taxes & fees
Aug 28 - Aug 29
Twi-Lite Inn

Comfort Inn & Suites Winchester

2.5 star property
9.4 out of 10, Exceptional, (1001)
"Perfect stay for our family while on the road"
The price is NT$2,884
NT$3,138 total
includes taxes & fees
Aug 24 - Aug 25
Comfort Inn & Suites Winchester

Hampton Inn Winchester N/Conference Center, VA

2.5 star property
9.2 out of 10, Wonderful, (791)
"A good solid Hampton inn, close to historic downtown with lots of restaurants and bars."
The price is NT$3,137
NT$3,554 total
includes taxes & fees
Aug 14 - Aug 15
Hampton Inn Winchester N/Conference Center, VA

TownePlace Suites by Marriott Winchester

3.0 star property
8.8 out of 10, Excellent, (453)
"Ten outta ten would stay here again and again and again! Plenty of eatery options nearby, great staff and super quiet! Clean and fun! Had an awesome time!"
The price is NT$3,188
NT$3,468 total
includes taxes & fees
Aug 9 - Aug 10
TownePlace Suites by Marriott Winchester

Motel 6 Winchester, VA

2.0 star property
8.2 out of 10, Very Good, (1000)
"Bed was very comfortable "
The price is NT$2,083
NT$2,360 total
includes taxes & fees
Aug 14 - Aug 15
Motel 6 Winchester, VA

SpringHill Suites by Marriott Winchester

2.5 star property
9.4 out of 10, Exceptional, (676)
"Great breakfast! "
The price is NT$3,456
NT$3,760 total
includes taxes & fees
Aug 10 - Aug 11
SpringHill Suites by Marriott Winchester

Travelodge by Wyndham Winchester

2.5 star property
8.4 out of 10, Very Good, (1095)
"Good location great value friendly staff"
The price is NT$2,083
NT$2,267 total
includes taxes & fees
Aug 10 - Aug 11
Travelodge by Wyndham Winchester

Hampton Inn Front Royal

2.5 star property
9.0 out of 10, Wonderful, (1008)
"Great stay"
The price is NT$3,158
NT$3,515 total
includes taxes & fees
Aug 17 - Aug 18
Hampton Inn Front Royal

Courtyard by Marriott Winchester

3.0 star property
8.8 out of 10, Excellent, (854)
"Nice hotel! "
The price is NT$3,185
NT$3,465 total
includes taxes & fees
Aug 17 - Aug 18
Courtyard by Marriott Winchester
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.
Save an average of 15% on thousands of hotels when you're signed in

Stay near popular Middletown attractions

Learn more about Middletown

Middletown awaits: its entertainment, churches, riverfront, and more!

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

Top Middletown Hotel Reviews

Frequently asked questions

Where is the best place for a stay in Middletown?

Wayside Inn is a favorite with Expedia customers. This hotel offers a restaurant and free parking. Another top choice for your stay based on traveler reviews is Econo Lodge Inn & Suites. See all available top hotels, or vacation rentals in Middletown.

If I need to cancel my hotel reservation in Middletown, will I receive a refund?

Yes, the majority of hotel bookings are fully refundable if you cancel prior to the hotel's cancellation deadline, which is often 24 or 48 hours before your scheduled arrival. If you have a reservation that's non-refundable, you might still have the option to cancel and receive a refund within a 24-hour period of booking. Filter your search by fully refundable to find flexible hotel deals in Middletown.

Where can I learn more about changing or cancelling my trip to Middletown?

To access more information about changing or cancelling your trip to Middletown, click here.

What's the best accommodation for a family trip to Middletown?

Wayside Inn is a hotel with a restaurant and free parking, and it's a top choice on Expedia for families. Econo Lodge Inn & Suites is another good choice for your family trip. Attractions in the area like Dinosaur Land and Secret Passage Ranch are also fun for kids of all ages. Find more child-friendly accommodations in Middletown.

What's the best hotel for a couple going to Middletown?

Wayside Inn is a favorite hotel for couples, and features cable TV and wedding services. See all romantic hotels in Middletown.

What's the best pet-friendly hotel in Middletown?

Econo Lodge Inn & Suites is a top hotel for people traveling with their pets, and offers a bar/lounge and free WiFi for its human guests. See more pet-friendly hotel accommodations in Middletown.

What's the best hotel to stay with easy access to Cedar Creek and Belle Grove National Historical Park?

Ramada by Wyndham Strasburg is one of the top choices for your stay based on our traveler data, and this hotel offers free breakfast and a restaurant. It's located 3 mi (4.8 km) from Cedar Creek and Belle Grove National Historical Park. Other good options within a few miles include Fairfield Inn & Suites Strasburg Shenandoah Valley and Wayside Inn.

What about the best place to stay close to Wayside Theater?

One of the top choices for your stay is Wayside Inn, located next to Wayside Theater, and this 3.5-star hotel offers free breakfast and a restaurant. Econo Lodge Inn & Suites, located just 0.5 mi (0.8 km) away, is another good choice.

What are some hotels with pools in Middletown?

La Quinta Inn & Suites by Wyndham Winchester: Provides buffet, an indoor pool, and complimentary wired internet access. Holiday Inn Winchester Se-Historic Gateway by IHG and Microtel Inn & Suites by Wyndham Winchester are two additional hotels with an onsite pool. View all hotels with pools in Middletown.

What's the best hotel for staying near Ronald Reagan Washington National Airport (DCA)?

Hyatt Regency Crystal City is a popular 4-star hotel featuring a restaurant and an outdoor pool. It's located a short 0.6 mi (1 km) from Ronald Reagan Washington National Airport. Other options near the airport are Courtyard by Marriott Arlington Crystal City/Reagan National and Hilton Garden Inn Reagan National Airport.

What's it like to stay in Middletown?

Visitors to Middletown are sure to enjoy the bars and restaurants. Tourists can also enjoy the city's entertainment choices, churches, and theaters. In Middletown, there are 4 hotels and other accommodations to choose from. Find out more about Middletown.

What should I do while I'm visiting Middletown?

Landmarks like Cedar Creek Battlefield Foundation and Belle Grove Plantation might be worth a visit. The picturesque setting of Cedar Creek and Belle Grove National Historical Park and Shenandoah River exemplify the area's natural beauty. A couple of additional sights to add to your agenda are Jackson's Chase Golf Course and Wayside Theater. Check out what more to see and do in Expedia's Middletown guide.

What's the weather like in Middletown?

The hottest months are usually July and August with an average temp of 72°F, while the coldest months are January and February with an average of 36°F. Average annual precipitation for Middletown is 43 inches.