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Hotels in Middletown

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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 room with a green sofa, two beds, a desk, and a window with curtains.

A hotel entrance with a covered walkway, a parking lot, and a building with a grey roof.

Econo Lodge Inn & Suites Middletown - Winchester South

Middletown

$65

$71 total

includes taxes & fees

Sep 20 - Sep 21

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 cozy living room with a fireplace, patterned chairs, and a dining area with wooden furniture.

Wayside Inn

Middletown

$122

$144 total

includes taxes & fees

Aug 30 - Aug 31

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 lobby with a polished tile floor, a reception desk, and seating area with white chairs.

A modern hotel lobby with a clear exit sign, a reception desk, and a seating area with red chairs.

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.

Ramada by Wyndham Strasburg/Shenandoah Valley

Strasburg

$77

$85 total

includes taxes & fees

Aug 31 - Sep 1

A hotel lobby with a reception desk, seating area with a round table, and a bar.

A swimming pool with a tiled deck, chairs, and a sign indicating no lifeguard on duty.

A hotel reception desk with a computer, two chairs, and a large mirror.

A modern hotel dining area with a long table, multiple chairs, and a large window providing natural light.

Fairfield Inn & Suites Strasburg Shenandoah Valley

Strasburg

$118

$131 total

includes taxes & fees

Sep 13 - Sep 14

A modern hotel lobby with a green sofa, blue chairs, a dining table, and large windows offering a view of the outdoors.

A hotel room with two beds, a wooden headboard, a nightstand, a lamp, and a framed picture on the wall.

A rectangular swimming pool with a brick wall and trees in the background.

A hotel room with a bed, a desk, a chair, a TV, and a wardrobe.

Holiday Inn Express Winchester South-Stephens City by IHG

Stephens City

$85

$95 total

includes taxes & fees

Sep 27 - Sep 28

A restaurant with wooden tables and red cushioned chairs, a kitchen area with a coffee machine, and a large window.

A two-story building with a brick facade and a beige exterior.

A hotel room with two beds, a desk, a television, and a window with curtains.

A gym with an elliptical, dumbbells, a treadmill, and a wall-mounted phone.

Quality Inn Stephens City - Winchester South

Stephens City

$89

$99 total

includes taxes & fees

Sep 20 - Sep 21

A hotel dining area with multiple tables and chairs, large windows, and a television screen.

A hotel room with a television, desk, chair, sofa, and kitchenette.

Comfort Inn & Suites Winchester

Winchester

$98

$109 total

includes taxes & fees

Sep 27 - Sep 28

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 hotel room with a gray sofa, a bed with a blue headboard, a painting of a landscape, and a lamp on the nightstand.

Hampton Inn Front Royal

Front Royal

$122

$136 total

includes taxes & fees

Sep 8 - Sep 9

A spacious living room with a fireplace, wooden staircase, and a bookshelf.

A woman using a stationary bike in a gym with red walls and multiple exercise machines.

A Country Inn & Suites by Radisson building with a covered entrance and multiple windows.

A poolside area with lounge chairs and a stack of towels on a table.

Country Inn & Suites by Radisson, Winchester, VA

Winchester

$94

$105 total

includes taxes & fees

Sep 20 - Sep 21

A restaurant interior with a bar area, seating, and artwork on the walls.

A hotel lobby with a reception desk, a minibar, a seating area, and a clothing rack.

An indoor swimming pool with a hot tub, lounge chairs, and a view of the outdoors.

A spacious lobby with a stone fireplace, blue upholstered sofas, and a chandelier.

DoubleTree by Hilton Front Royal Blue Ridge Shadows

Front Royal

$122

$135 total

includes taxes & fees

Sep 7 - Sep 8

A spacious lobby with a stone fireplace, red chairs, a wooden staircase, and a flat-screen TV mounted on the wall.

A hotel room with a large bed, a ceiling fan, a nightstand, a window with curtains, and a view of the ocean.

A stainless steel kitchen with a built-in water dispenser and a window with blinds.

A hotel lobby with a wooden staircase, a reception desk, and red chairs.

Motel 6 Front Royal, VA

Front Royal

$70

$78 total

includes taxes & fees

Aug 30 - Aug 31

A covered outdoor area with a table and chairs, a brick wall, and a metal railing.

A brick building with a sign reading "Motel" and a neon sign for "Relax Inn" on the right.

A bathroom with a shower, toilet, and a bathtub.

A hotel room with two beds, a desk, and a chair.

Relax Inn Motel

Front Royal

$68

$76 total

includes taxes & fees

Aug 30 - Aug 31

An outdoor seating area with a fire feature, wicker furniture, and a building with multiple windows.

A multi-story hotel with a swimming pool, parking lot, and a landscaped area.

A conference room with a large table and chairs, a TV mounted on the wall, and a vending machine labeled "Towneplace Suites".

A hotel reception area with a counter, a vending machine, and a sign indicating a minibar.

TownePlace Suites by Marriott Front Royal

Front Royal

$139

$155 total

includes taxes & fees

Sep 13 - Sep 14

A hotel lobby with a reception desk, seating area, and a fireplace.

A hotel room with two beds, a large window with curtains, an air conditioning unit, a nightstand with a phone and clock, and a wall with a waterfall painting.

A hotel room with a red carpet, two white armchairs, a black sofa, a flat-screen TV, and two windows with blinds.

A Super 8 hotel with a brick facade, multiple windows, and a central entrance.

Super 8 by Wyndham Front Royal Near Shenandoah National Park

Front Royal

$65

$72 total

includes taxes & fees

Sep 2 - Sep 3

A spacious lobby with a checkered floor, yellow chairs, a green carpet, and a wall with the text "It only takes a spark".

A modern indoor space with a long wooden table and benches, surrounded by chairs and a green carpet.

An indoor swimming pool with clear glass walls, a tiled floor, and a few lounge chairs.

A modern hotel room with a bed, sofa, and a small table. There are two doors, one blue and one white, and a small table with chairs.

Spark by Hilton Winchester

Winchester

$77

$87 total

includes taxes & fees

Sep 28 - Sep 29

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.

Baymont by Wyndham Front Royal Near Shenandoah National Park

Front Royal

$62

$69 total

includes taxes & fees

Sep 2 - Sep 3

A swimming pool area with a fence, lounge chairs, and a flag.

A compact hotel room with a small round table, a coffee maker, a vase with flowers, a lamp, a framed picture on the wall, and a refrigerator.

A hotel room with two beds, a nightstand with lamps, a vase with flowers, and framed leaf artwork on the walls.

A building entrance with a neon 'OPEN' sign, a reception desk, and a clock.

Twi-Lite Inn

Front Royal

$82

$91 total

includes taxes & fees

Sep 6 - Sep 7

A modern hotel lobby with a sofa set, two armchairs, a coffee table, and a reception desk.

A Fairfield by Marriott hotel with a modern entrance, stone pillars, and a well-lit facade.

A coffee station with multiple coffee dispensers and a sign above.

A hotel room with two beds, a desk, a chair, a lamp, and a window with curtains.

Fairfield Inn & Suites by Marriott Winchester

Winchester

$93

$103 total

includes taxes & fees

Aug 31 - Sep 1

A building with a sign reading "OFFICE" above the entrance.

A small bathroom with a white sink, a toilet, and a wooden shelf above the toilet holding towels.

A building with a stone facade, a covered walkway, and a tree with autumn leaves.

A small, compact room with a kitchenette, a single bed, a television mounted on the wall, and a mirror above the bed.

Blue Ridge Motel

Front Royal

$70

$78 total

includes taxes & fees

Aug 30 - Aug 31

A stone building with a sign reading "OFFICE" above the entrance.

A small stone building with a sign reading "Gateway Inn." It has a glass door entrance and a small awning.

A hotel room with two beds, a desk, a television, a microwave, and a refrigerator.

A bathroom with a white door, a sink, and a shower curtain with a tree pattern.

Gateway Inn

Front Royal

$59

$66 total

includes taxes & fees

Aug 30 - Aug 31

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Go beyond your typical stay in Middletown

Pet friendly

Pool

Cottage

Family friendly

Our prices for hotels in Middletown are cheapest in January

Top landmarks in Middletown

Belle Grove Plantation

8.4/10 (8 reviews)

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

8.6/10 (7 reviews)

Cedar Creek Battlefield Foundation is 1.2 mi (1.9 km) from central Middletown, why not stop by during your stay.

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Cedar Creek and Belle Grove National Historical Park

9.0/10 (6 reviews)

Cedar Creek and Belle Grove National Historical Park is 1.1 mi (1.7 km) from central Middletown, why not stop by during your stay. Want to stretch your legs some more? Head to Hupp's Hill Civil War Park, located nearby.

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Jackson's Chase Golf Course

6.0/10 (1 review)

You might want to play some rounds at Jackson's Chase Golf Course, located 4.6 mi (7.4 km) from central Middletown. If Jackson's Chase Golf Course doesn't quite scratch your golfing itch, Blue Ridge Shadows Golf Club is also nearby.

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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 Cedar Creek and Belle Grove National Historical Park and Jackson's Chase Golf Course.

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A large house in a field with a cloudy sky.

Check out reviews of Middletown hotels guests love

Fairfield Inn & Suites by Marriott Winchester

10/10 Excellent

"The hotel is very clean and everybody was very friendly and accommodating. Would definitely stay back here again. Shout out to Nancy who was one of the people managing breakfast. She was awesome and such a sweetheart."

DoubleTree by Hilton Front Royal Blue Ridge Shadows

10/10 Excellent

"The rooms were clean and well-maintained. The hotel has a convenient location to shopping and dining options. The public spaces are beautiful and comfortable. I rented a meeting room for a Celebration of Life gathering and used the hotel's catering service. The food was excellent and the staff was professional and helpful. The hotel restaurant wasn't great for breakfast, as the service was slow and the oatmeal was served undercooked. However, dinner was fine."