A large house in a field with a cloudy sky.

Find Cheap Hotels in Middletown, VA

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

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

  • Be picky

    Search almost a million properties worldwide

Check availability on Middletown Cheap Hotels

Tonight
Sep 6 - Sep 7
Tomorrow
Sep 7 - Sep 8
Next weekend
Sep 11 - Sep 13
In two weeks
Sep 18 - Sep 20

Our top choices for Middletown cheap hotels

A rustic interior with wooden tables and chairs, a brick floor, and a wooden ceiling.
A room with wooden flooring, two leather chairs, a wooden table with a green felt top, a brass lamp, and a large mirror on the wall.
A large brick building with a central entrance, multiple windows, and a covered walkway.
A cozy living room with a fireplace, patterned chairs, and a dining area with wooden furniture.

1. Wayside Inn

Wayside Inn
Middletown
United States
Christine
NT$3,844
NT$4,556 total
includes taxes & fees
Sep 8 - Sep 9
Wayside Inn
A dining area with a high ceiling, wooden beams, and a chandelier. There is a painting on the wall and an American flag. Tables and chairs are arranged for dining.
A reception area with a wooden counter, a clock, framed pictures, and a glass door leading outside.
A hotel entrance with a covered walkway, a parking lot, and a building with a grey roof.
A Pepsi vending machine in a hallway with tiled flooring and a door in the background.

2. Econo Lodge Inn & Suites Middletown - Winchester South

Econo Lodge Inn & Suites Middletown - Winchester South
Middletown
United States
Nathan
NT$2,044
NT$2,254 total
includes taxes & fees
Sep 27 - Sep 28
Econo Lodge Inn & Suites Middletown - Winchester South
A hotel lobby with a reception desk, seating area with a round table, and a bar.
A multi-story hotel with a prominent sign for Marriott.
A hotel reception desk with a computer, two chairs, and a large mirror.
A swimming pool with a tiled deck, chairs, and a sign indicating no lifeguard on duty.

3. Fairfield Inn & Suites Strasburg Shenandoah Valley

Fairfield Inn & Suites Strasburg Shenandoah Valley
Strasburg
United States
Patrick
NT$3,877
NT$4,316 total
includes taxes & fees
Sep 15 - Sep 16
Fairfield Inn & Suites Strasburg Shenandoah Valley
A hotel lobby with a reception desk, a check-in counter, a seating area with chairs, and a dining area in the background.
A hotel with a green roof, a covered entrance, and a sign that reads "RAMADA".
A hotel room with two beds, a nightstand with a lamp, a desk with a chair, a window with curtains, and a wall-mounted air conditioner.
A modern hotel lobby with a clear exit sign, a reception desk, and a seating area with red chairs.

4. Ramada by Wyndham Strasburg/Shenandoah Valley

Ramada by Wyndham Strasburg/Shenandoah Valley
Strasburg
United States
Maryann
NT$2,394
NT$2,664 total
includes taxes & fees
Sep 29 - Sep 30
Ramada by Wyndham Strasburg/Shenandoah Valley
A spacious lobby with a stone fireplace, red chairs, a wooden staircase, and a flat-screen TV mounted on the wall.
A hotel lobby with a wooden staircase, a reception desk, and red chairs.
A hotel lobby with a wooden railing, a reception desk, a flower vase, and an exit sign.
A stainless steel kitchen with a built-in water dispenser and a window with blinds.

5. Motel 6 Front Royal, VA

Motel 6 Front Royal, VA
Front Royal
United States
David
NT$2,056
NT$2,289 total
includes taxes & fees
Oct 1 - Oct 2
Motel 6 Front Royal, VA
A modern hotel lobby with a green sofa, blue chairs, a dining table, and large windows offering a view of the outdoors.
A hotel reception desk with a blue accent, a Holiday Inn Express sign, and a coffee station.
A hotel room with two beds, a wooden headboard, a nightstand, a lamp, and a framed picture on the wall.
A modern breakfast area with seating, a counter for hot food, and a view of the outdoors.

6. Holiday Inn Express Winchester South-Stephens City by IHG

Holiday Inn Express Winchester South-Stephens City by IHG
Stephens City
United States
Kevin
NT$2,506
NT$2,789 total
includes taxes & fees
Sep 13 - Sep 14
Holiday Inn Express Winchester South-Stephens City by IHG
A Comfort Inn & Suites building with a modern design, featuring a prominent logo on the facade, a covered entrance, and multiple windows.
A hotel room with two beds, a desk with a TV, a lamp, and a view of the outdoors.
A hotel room with a television, desk, chair, sofa, and kitchenette.
A hotel dining area with multiple tables and chairs, large windows, and a television screen.

7. Comfort Inn & Suites Winchester

Comfort Inn & Suites Winchester
Winchester
United States
Sandra
NT$2,936
NT$3,268 total
includes taxes & fees
Oct 4 - Oct 5
Comfort Inn & Suites Winchester
A restaurant with wooden tables and red cushioned chairs, a kitchen area with a coffee machine, and a large window.
A gym with an elliptical, dumbbells, a treadmill, and a wall-mounted phone.
A hotel room with two beds, a desk, a television, and a window with curtains.
A reception area with a marble counter, a desk, and a framed picture on the wall.

8. Quality Inn Stephens City - Winchester South

Quality Inn Stephens City - Winchester South
Stephens City
United States
Nancy
NT$2,528
NT$2,814 total
includes taxes & fees
Sep 27 - Sep 28
Quality Inn Stephens City - Winchester South
An indoor swimming pool with clear blue water, surrounded by large windows offering views of greenery.
A gym with weightlifting equipment, including dumbbells and a bench.
A modern dining area with tables and chairs, large windows, and a flat-screen TV on the wall.
A reception desk with a "Welcome to the Mother of States" sign, a Hilton Honors logo, and a cityscape artwork on the wall.

9. Hampton Inn Front Royal

Hampton Inn Front Royal
Front Royal
United States
Timothy
NT$3,866
NT$4,303 total
includes taxes & fees
Sep 28 - Sep 29
Hampton Inn Front Royal
A hotel room with a large bed, a bathroom with a bathtub, and a framed picture on the wall.
A room with two grey armchairs, a small table with a vase of flowers, a television mounted on the wall, and a desk with a computer.
A multi-story hotel with a courtyard, outdoor seating, and a guest parking area.
A breakfast counter with various food items and a coffee machine.

10. Baymont by Wyndham Front Royal Near Shenandoah National Park

Baymont by Wyndham Front Royal Near Shenandoah National Park
Front Royal
United States
Shelley
NT$1,963
NT$2,185 total
includes taxes & fees
Sep 13 - Sep 14
Baymont by Wyndham Front Royal Near Shenandoah National Park
View all properties

Top Middletown Hotel Reviews

La Quinta Inn & Suites by Wyndham Winchester

La Quinta Inn & Suites by Wyndham Winchester

10/10 Excellent
"Good location, exactly what I needed. Breakfast was good, staff person at breakfast was very good at keeping everything clean and stocked."
David A. 2-night trip
Posted 1 hour ago
La Quinta Inn & Suites by Wyndham Winchester
Travelodge by Wyndham Winchester

Travelodge by Wyndham Winchester

8/10 Good
"The registration staff was very helpful. I expressed that I did not want a room on the wing that they have long term guests that I believe are homeless. I have been placed there in the past because I have a service dog and did not like it. I was given a much nicer room. However, stayed 3 nights and never did a housekeeper come in and empty trash or give clean towels. The outside has cigarette butts all over. We have been going to this hotel for many years, several times a year and it seems it has gone downhill which is very disappointing to me. The long term people hang out at the entrance smoking. Who wants to deal with that upon entering. I hope this review calls these issues to managements attention and they bring this hotel back to the nice place it once was."
Kathaleen 3-night trip
Posted 2 hours ago
Travelodge by Wyndham Winchester
Ramada by Wyndham Strasburg/Shenandoah Valley

Ramada by Wyndham Strasburg/Shenandoah Valley

10/10 Excellent
"Stayed two separate nights. As a solo traveler, I felt safe checking in and driving around the area for food, (dinner, I didn't try mexican restaurant next door but was assured by locals that it was very good) Staff were pleasant, room clean and comfortable. Breakfast was standard continental fare, nothing unexpectant. Parking was convenient. I used the gym in the morning only negative was the lack of weights available. 10lb, 20lb and 25lb only. but it was clean, unfortunately tv wasn't working but I had brought my headphones so worked for me. I would stay here again if ever in the area"
Rachel 1-night trip
Posted 10 hours ago
Ramada by Wyndham Strasburg/Shenandoah Valley
Quality Inn Winchester

Quality Inn Winchester

8/10 Good
"Staff was very helpful"
Sharon 1-night trip
Posted 1 day ago
Quality Inn Winchester
The George Washington Hotel, A Wyndham Grand Hotel

The George Washington Hotel, A Wyndham Grand Hotel

10/10 Excellent
"We chose Old Town Winchester and stayed at The George Washington Hotel as our gathering spot for High school girl friends The Hotel was beautiful ,our rooms big enough plus having a sm scale table with 2 chairs ,the bathroom very roomy,beds were very comfortable and the staff very accommodating and welcoming The amenities at the hotel met our needs perfectly ! It was really nice to be in a walkable area with many shops and restaurants ,pubs .No complaints from 5 women in our group 😁"
violet 2-night trip
Posted 2 days ago
The George Washington Hotel, A Wyndham Grand Hotel
Days Inn by Wyndham Winchester

Days Inn by Wyndham Winchester

8/10 Good
"Not too shabby. I would stay again"
Jeannie 1-night trip
Posted 6 days ago
Days Inn by Wyndham Winchester

Frequently asked questions

What is Middletown like for travelers on a budget?
Discover discount places to stay in Middletown on Expedia.com and book a vacation that sticks within your budget. Middletown is a destination that visitors enjoy for its bar scene and dining options. You can browse a wide range of accommodation choices with Member Prices to score great deals. Guided by our site's helpful page filters, you can search by price per night, or by top amenities like free breakfast and free WiFi. Or, try refining your search with the location filters to see affordable options around local attractions, such as Belle Grove Plantation or Shenandoah River. While you browse, use the heart button to keep track of your favorites so that you can return to them easily when you're ready to decide. Interested in a car or a flight too? Choose from the Bundle and Save vacation packages and discover big savings when you arrange your transportation at the same time.
When is the best time for a budget trip to Middletown?
Weather will likely play an important role when you plan your trip to Middletown, and keep in mind that cheaper options are usually available when the weather isn't as good. 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.
What is there to see and do in Middletown?
Middletown is known for its historic sites and bar scene, and offers plenty to see and do without spending a fortune. You can budget for the top local attractions on your list, and then make time for activities that are easy on the wallet. Explore and snap photos of landmarks like Belle Grove Plantation, or check out the area's cultural spots like Front Royal Visitor's Center and Museum of the Shenandoah Valley.
How can I get to Middletown and get around on a budget?
Checking out these ways to get around Middletown can help keep you on budget. The nearest airport is Martinsburg, WV (MRB-Eastern West Virginia Regional), 30.4 mi (48.9 km) away. Middletown might not have very many public transit choices so a rental car could be a reasonable alternative to explore the area.

Explore a world of travel with Expedia