Middletown Hotels from €58 - Fully Refundable Options

A mountainous landscape with autumn foliage, rocky outcrops, and a valley below.

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Our top choices for Middletown 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.

1. Wayside Inn

Middletown

Judy

€76

includes taxes & fees

19 Oct - 20 Oct

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 Pepsi vending machine in a hallway with tiled flooring and a door in the background.

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

A reception area with a wooden counter, a clock, framed pictures, and a glass door leading outside.

2. Econo Lodge Inn & Suites Middletown - Winchester South

Middletown

Nathan

€64

includes taxes & fees

8 Nov - 9 Nov

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 with a green roof, a covered entrance, and a sign that reads "RAMADA".

3. Ramada by Wyndham Strasburg/Shenandoah Valley

Strasburg

Susan

€75

includes taxes & fees

11 Nov - 12 Nov

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

A modern breakfast area with seating, a counter for hot food, and a view of the outdoors.

A hotel reception desk with a blue accent, a Holiday Inn Express sign, and a coffee station.

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

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

Stephens City

Michael

€83

includes taxes & fees

15 Nov - 16 Nov

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 multi-story hotel with a prominent sign for Marriott.

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

5. Fairfield Inn & Suites Strasburg Shenandoah Valley

Strasburg

Patrick

€113

includes taxes & fees

2 Nov - 3 Nov

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.

6. Quality Inn Stephens City - Winchester South

Stephens City

Jeanne

€84

includes taxes & fees

8 Nov - 9 Nov

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

A hotel room with two beds, a desk with a TV, a lamp, and a view of the outdoors.

7. Comfort Inn & Suites Winchester

Winchester

John

€100

includes taxes & fees

5 Nov - 6 Nov

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

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

8. Country Inn & Suites by Radisson, Winchester, VA

Winchester

Allen

€88

includes taxes & fees

8 Nov - 9 Nov

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

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

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

A spacious lobby with a reception desk, seating area with sofas, and a chandelier.

9. DoubleTree by Hilton Front Royal Blue Ridge Shadows

Front Royal

Brian

€121

includes taxes & fees

2 Nov - 3 Nov

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

A modern kitchen with a flat-screen TV, a microwave, and a refrigerator.

A modern kitchen with wooden cabinets, a stainless steel microwave, a black refrigerator, and a white countertop.

10. Hampton Inn Front Royal

Front Royal

Grace

€122

includes taxes & fees

2 Nov - 3 Nov

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

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.

A hotel room with a red carpet, white sofas, a reception desk, and a large window with blinds.

11. Super 8 by Wyndham Front Royal Near Shenandoah National Park

Front Royal

Rosilene

€63

includes taxes & fees

8 Nov - 9 Nov

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

A sign for a 'Relax Inn' with a clear view of the building in the background.

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

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

12. Relax Inn Motel

Front Royal

Sarah

€65

includes taxes & fees

20 Oct - 21 Oct

A modern dining area with a high ceiling, recessed lighting, and a large window providing natural light.

A gym with treadmills, elliptical machines, and dumbbells.

A modern lounge area with a sofa, chairs, and tables, featuring a patterned carpet and a decorative ceiling light.

An indoor swimming pool with clear water, blue lounge chairs, and a wooden ceiling.

13. La Quinta Inn & Suites by Wyndham Winchester

Winchester

lucy

€102

includes taxes & fees

20 Oct - 21 Oct

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

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.

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

14. Spark by Hilton Winchester

Winchester

carrie

€78

includes taxes & fees

2 Nov - 3 Nov

An outdoor patio with a grill, seating, and string lights.

A snack kiosk with refrigerated drink dispensers and shelves stocked with snacks.

15. Home2 Suites By Hilton Winchester

Winchester

Mandy

€90

includes taxes & fees

1 Nov - 2 Nov

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

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

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

A hotel lobby with a wooden railing, a reception desk, a flower vase, and an exit sign.

16. Motel 6 Front Royal, VA

Front Royal

ERIN

€58

includes taxes & fees

4 Nov - 5 Nov

A hotel room with a large bed, a bathroom with a bathtub, and a framed picture on the wall.

A Baymont Inn & Suites reception desk with a blue wall, two overhead lights, and a Dell computer.

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.

17. Baymont by Wyndham Front Royal Near Shenandoah National Park

Front Royal

pieter

€58

includes taxes & fees

4 Nov - 5 Nov

A modern living room with a sofa, armchair, dining table, and chairs. There is a TV mounted on the wall and a small table with a lamp.

A spacious indoor area with a long table and chairs, a statue, and a large window.

A hotel reception area with a stone counter, a chandelier, a desk with a computer, and a seating area with chairs and a table.

A hotel room with a sofa, a desk, a TV, a dresser, and a bed.

18. Travelodge by Wyndham Winchester

Winchester

john

€70

includes taxes & fees

25 Oct - 26 Oct

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.

19. TownePlace Suites by Marriott Front Royal

Front Royal

Justin

€139

includes taxes & fees

2 Nov - 3 Nov

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

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

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

A modern restaurant interior with wooden tables and chairs, a green booth area, and artwork on the walls.

20. Fairfield Inn & Suites by Marriott Winchester

Winchester

Thomas

€92

includes taxes & fees

1 Nov - 2 Nov

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Stay near popular Middletown attractions

Belle Grove Plantation

8.4/10 (8 reviews)

This Jeffersonian-inspired Manor House showcases antebellum plantation life and Civil War history. Explore the heritage apple orchard and original outbuildings while enjoying panoramic mountain views.

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Cedar Creek Battlefield Foundation

8.6/10 (7 reviews)

The Cedar Creek Battlefield Foundation preserves this pivotal 1864 Civil War site through exhibits and trails. Experience history during October's annual reenactment featuring authentic battle scenarios.

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Cedar Creek and Belle Grove National Historical Park

9.0/10 (6 reviews)

Explore the pivotal Civil War battlefield where Union forces secured the Shenandoah Valley in 1864. Tour the elegant Belle Grove Manor House and follow interpretive trails detailing strategic troop movements.

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Jackson's Chase Golf Course

6.0/10 (1 review)

This scenic 18-hole course weaves through the rolling Shenandoah Valley, challenging golfers of all abilities. Enjoy the serene natural setting while navigating its strategically designed par-72 layout.

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Learn more about Middletown

History buffs can explore the Cedar Creek Battlefield and Belle Grove Plantation, where costumed interpreters bring Civil War stories to life. Visit the Wayside Inn, Virginia's oldest continuously operating inn, and ask locals about hidden hiking trails in nearby Shenandoah Valley.

See all hotels in Middletown

Top Middletown Hotel Reviews

La Quinta Inn & Suites by Wyndham Winchester

8/10 Good

"Staff was helpful and accommodating."

Holiday Inn Express Winchester South-Stephens City by IHG

10/10 Excellent

"Nice facility, easy to get to. Clean and functional room. NICE breakfast buffet!"

Ramada by Wyndham Strasburg/Shenandoah Valley

10/10 Excellent

"The room was clean and big. The breakfast had a nice variety."

Wayside Inn

8/10 Good

"Wonderful staff and vibe . If you enjoy history then this is a place for you . The rooms are “old school ;so, don’t be prepared for the “newest” amenities . Thus is a place for people who like to “feel” the historic vibe"

Microtel Inn & Suites by Wyndham Winchester

10/10 Excellent

"Modern hotel. Convenient on/off highway. Clean & comfortable"

DoubleTree by Hilton Front Royal Blue Ridge Shadows

8/10 Good

"Everything was great. The rooms were clean and updated, lobby and grounds were nice. The only thing that was not great was that the coffee machine wasn't working. That's important. Coffee should always be available in the lobby."

Country Inn & Suites by Radisson, Winchester, VA

10/10 Excellent

"We had a great stay and the staff was super friendly"

Super 8 by Wyndham Front Royal Near Shenandoah National Park

10/10 Excellent

"Clean room, great location, good price"

The George Washington Hotel, A Wyndham Grand Hotel

10/10 Excellent

"Friendly, professional staff. Most helpful with an issue I had with my car. Could not have been nicer and understanding."

More cheap stays in Middletown

Travelodge by Wyndham Winchester

160 Front Royal Pike Winchester VA

€70

25 Oct - 26 Oct

includes taxes & fees

Ramada by Wyndham Strasburg/Shenandoah Valley

21 Signal Knob Dr Strasburg VA

€75

11 Nov - 12 Nov

includes taxes & fees

8.2/10 Very good! (1,016 reviews)

Quality Inn Winchester

1601 Martinsburg Pike Winchester VA

€79

15 Nov - 16 Nov

includes taxes & fees

Microtel Inn & Suites by Wyndham Winchester

150 Faraday Plaza Winchester VA

€84

15 Nov - 16 Nov

includes taxes & fees

9.2/10 Wonderful! (1,447 reviews)

TRU By Hilton Winchester

118 Mercedes Court Winchester VA

€85

1 Nov - 2 Nov

includes taxes & fees

9.2/10 Wonderful! (1,000 reviews)

Comfort Inn & Suites Winchester

195 Kernstown Commons Blvd Winchester VA

€100

5 Nov - 6 Nov

includes taxes & fees

Frequently asked questions

Where is the best place for a stay in Middletown?

Based on our traveller data, Wayside Inn is one of the top choices for your stay. This hotel offers a restaurant and free parking. Two other options for your visit to the area are The George Washington Hotel, A Wyndham Grand Hotel and Travelodge by Wyndham Winchester. See all available top hotels, or vacation rentals in Middletown.

What are some of the best holiday rentals that Middletown has to offer?

Adorable Cabin at Trout-Stocked Paddy Run Surrounded by GWNF and Hiking Trails: This holiday home rental outside of Middletown is located in a rural location, and has a fireplace, a balcony and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop. You and your friends and family can relax into your holiday with amenities such as a selection of games. See all vacation rentals in Middletown.

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

Yes, most hotel room reservations are fully refundable if cancelled prior to the accommodation's cancellation deadline, which is usually within 24-48 hours of the scheduled arrival. If you booked a non-refundable reservation, you might be able to cancel it and get a refund within 24 hours of booking. Filter your search by fully refundable to find flexible hotel deals in Middletown.

What's it like staying in Middletown?

Visitors to Middletown will definitely enjoy the bars and restaurants. Tourists can also enjoy the city's entertainment choices, churches and theatres. In Middletown, there are 3 hotels and other accommodation options to choose from. Find out more about Middletown.

What is there to see in Middletown?

The picturesque setting of Shenandoah River and Cedar Creek and Belle Grove National Historical Park exemplify the area's natural beauty. A couple of additional sights to add to your itinerary are Belle Grove Plantation and Jackson's Chase Golf Course. Take a look at what more there is to see and do in Expedia's Middletown guide.

What's the seasonal weather like in Middletown?

The hottest months are usually July and August, with an average temperature of 22°C, while the coldest months are January and February, with an average of 2°C. Average annual precipitation for Middletown is 1088 mm.

Middletown Hotels

Change your mind

Treat yourself

Be picky

Go beyond your typical stay in Middletown

Check prices for these dates

Filter by

Star rating

Guest rating

Our top choices for Middletown hotels

1. Wayside Inn

2. Econo Lodge Inn & Suites Middletown - Winchester South

3. Ramada by Wyndham Strasburg/Shenandoah Valley

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

5. Fairfield Inn & Suites Strasburg Shenandoah Valley

6. Quality Inn Stephens City - Winchester South

7. Comfort Inn & Suites Winchester

8. Country Inn & Suites by Radisson, Winchester, VA

9. DoubleTree by Hilton Front Royal Blue Ridge Shadows

10. Hampton Inn Front Royal

11. Super 8 by Wyndham Front Royal Near Shenandoah National Park

12. Relax Inn Motel

13. La Quinta Inn & Suites by Wyndham Winchester

14. Spark by Hilton Winchester

15. Home2 Suites By Hilton Winchester

16. Motel 6 Front Royal, VA

17. Baymont by Wyndham Front Royal Near Shenandoah National Park

18. Travelodge by Wyndham Winchester

19. TownePlace Suites by Marriott Front Royal

20. Fairfield Inn & Suites by Marriott Winchester

Stay near popular Middletown attractions

Belle Grove Plantation

Cedar Creek Battlefield Foundation

Cedar Creek and Belle Grove National Historical Park

Jackson's Chase Golf Course

Learn more about Middletown

Top Middletown Hotel Reviews

La Quinta Inn & Suites by Wyndham Winchester

Holiday Inn Express Winchester South-Stephens City by IHG

Ramada by Wyndham Strasburg/Shenandoah Valley

Wayside Inn

Microtel Inn & Suites by Wyndham Winchester

DoubleTree by Hilton Front Royal Blue Ridge Shadows

Country Inn & Suites by Radisson, Winchester, VA

Super 8 by Wyndham Front Royal Near Shenandoah National Park

The George Washington Hotel, A Wyndham Grand Hotel

More cheap stays in Middletown

Travelodge by Wyndham Winchester

Ramada by Wyndham Strasburg/Shenandoah Valley

Quality Inn Winchester

Microtel Inn & Suites by Wyndham Winchester

TRU By Hilton Winchester

Comfort Inn & Suites Winchester

Frequently asked questions

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