Middletown Hotels from €62 - Fully Refundable Options

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Our top choices for Middletown hotels

1. Wayside Inn

Middletown

Christine

€124

includes taxes & fees

31 Aug - 1 Sept

Standard Room, 1 King Bed with Sofa bed, Non Smoking

2. Econo Lodge Inn & Suites Middletown - Winchester South

Middletown

Nathan

€62

includes taxes & fees

21 Sept - 22 Sept

3. Ramada by Wyndham Strasburg/Shenandoah Valley

Strasburg

Scott

€74

includes taxes & fees

28 Sept - 29 Sept

4. Fairfield Inn & Suites Strasburg Shenandoah Valley

Strasburg

Patrick

€113

includes taxes & fees

13 Sept - 14 Sept

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

Stephens City

Steven

€85

includes taxes & fees

6 Sept - 7 Sept

6. Comfort Inn & Suites Winchester

Winchester

Sandra

€94

includes taxes & fees

27 Sept - 28 Sept

7. Quality Inn Stephens City - Winchester South

Stephens City

Nancy

€85

includes taxes & fees

20 Sept - 21 Sept

8. Hampton Inn Front Royal

Front Royal

Timothy

€117

includes taxes & fees

8 Sept - 9 Sept

9. DoubleTree by Hilton Front Royal Blue Ridge Shadows

Front Royal

Adrian

€116

includes taxes & fees

7 Sept - 8 Sept

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

Winchester

Phillip

€91

includes taxes & fees

20 Sept - 21 Sept

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

Front Royal

Snehil Meet

€66

includes taxes & fees

1 Sept - 2 Sept

12. Relax Inn Motel

Front Royal

Jamila

€65

includes taxes & fees

31 Aug - 1 Sept

13. Baymont by Wyndham Front Royal Near Shenandoah National Park

Front Royal

Shelley

€60

includes taxes & fees

8 Sept - 9 Sept

14. TownePlace Suites by Marriott Front Royal

Front Royal

Justin

€134

includes taxes & fees

17 Sept - 18 Sept

15. Motel 6 Front Royal, VA

Front Royal

Robert

€67

includes taxes & fees

31 Aug - 1 Sept

16. Spark by Hilton Winchester

Winchester

johnny

€75

includes taxes & fees

27 Sept - 28 Sept

17. Twi-Lite Inn

Front Royal

Jacob

€79

includes taxes & fees

6 Sept - 7 Sept

18. Fairfield Inn & Suites by Marriott Winchester

Winchester

Michael

€89

includes taxes & fees

3 Sept - 4 Sept

19. Home2 Suites By Hilton Winchester

Winchester

Jose

€93

includes taxes & fees

8 Sept - 9 Sept

Suite, 1 King Bed, Smoking | Living area

20. Travelodge by Wyndham Winchester

Winchester

Jeffrey

€66

includes taxes & fees

31 Aug - 1 Sept

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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

"This hotel is really convenient if you have a student at Shenandoah University. You are practically on campus. Staying here again in May for Graduation."

Ramada by Wyndham Strasburg/Shenandoah Valley

10/10 Excellent

"The room was spotless and quiet; I love this hotel—I stay here every time I come to this area."

Hampton Inn Front Royal

10/10 Excellent

"Clean and friendly"

Microtel Inn & Suites by Wyndham Winchester

10/10 Excellent

"Totally recommend. Nice staff and nice stay"

Fairfield Inn & Suites by Marriott Winchester

10/10 Excellent

"This was an updated, well-maintained property. The reception staff was very friendly, as were the ladies preparing the daily included breakfast. The rooms were well-stocked with towels, wash cloths etc. I really appreciated having a water dispenser in the lobby! Plenty of parking too. And there were quite a few food options in the vicinity."

Wayside Inn

10/10 Excellent

"It was a very nice room with very comfortable bed. We misplaced the key and they were very helpful getting a replacement after hours. Fortunately, we found the lost key. Staff bwas very pleasant. Air conditioner was a little loud but effective. Did not prevent from sleeping. Would stay again."

Comfort Inn & Suites Winchester

10/10 Excellent

"Excellent property excellent staff."

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."

More cheap stays in Middletown

Travelodge by Wyndham Winchester

160 Front Royal Pike Winchester VA

€66

31 Aug - 1 Sept

includes taxes & fees

Ramada by Wyndham Strasburg/Shenandoah Valley

21 Signal Knob Dr Strasburg VA

€74

28 Sept - 29 Sept

includes taxes & fees

8.2/10 Very good! (1,005 reviews)

Microtel Inn & Suites by Wyndham Winchester

150 Faraday Plaza Winchester VA

€87

2 Sept - 3 Sept

includes taxes & fees

9.2/10 Wonderful! (1,448 reviews)

Quality Inn Winchester

1601 Martinsburg Pike Winchester VA

€90

2 Sept - 3 Sept

includes taxes & fees

Comfort Inn & Suites Winchester

195 Kernstown Commons Blvd Winchester VA

€94

27 Sept - 28 Sept

includes taxes & fees

9.4/10 Exceptional! (1,122 reviews)

Hampton Inn Front Royal

9800 Winchester Rd Front Royal VA

€117

8 Sept - 9 Sept

includes taxes & fees

9.2/10 Wonderful! (1,001 reviews)

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 Spark by Hilton Winchester and Holiday Inn Winchester Se-Historic Gateway by IHG. See all available top hotels, or vacation rentals in Middletown.

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

Secluded Mountain Home Features Breathtaking Valley Views and Hot Tub: This holiday home rental outside of Middletown is located on a river, and has a fireplace, a balcony and a BBQ to put you at ease in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. It offers a garden, a selection of games and 1 hot tub so that you can immerse yourself in your holiday. 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?

Favourite places to visit include Belle Grove Plantation, Shenandoah River and Cedar Creek and Belle Grove National Historical Park. Additionally, you might want to add Jackson's Chase Golf Course to your itinerary. 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. Fairfield Inn & Suites Strasburg Shenandoah Valley

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

6. Comfort Inn & Suites Winchester

7. Quality Inn Stephens City - Winchester South

8. Hampton Inn Front Royal

9. DoubleTree by Hilton Front Royal Blue Ridge Shadows

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

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

12. Relax Inn Motel

13. Baymont by Wyndham Front Royal Near Shenandoah National Park

14. TownePlace Suites by Marriott Front Royal

15. Motel 6 Front Royal, VA

16. Spark by Hilton Winchester

17. Twi-Lite Inn

18. Fairfield Inn & Suites by Marriott Winchester

19. Home2 Suites By Hilton Winchester

20. Travelodge by Wyndham 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

Ramada by Wyndham Strasburg/Shenandoah Valley

Hampton Inn Front Royal

Microtel Inn & Suites by Wyndham Winchester

Fairfield Inn & Suites by Marriott Winchester

Wayside Inn

Comfort Inn & Suites Winchester

DoubleTree by Hilton Front Royal Blue Ridge Shadows

More cheap stays in Middletown

Travelodge by Wyndham Winchester

Ramada by Wyndham Strasburg/Shenandoah Valley

Microtel Inn & Suites by Wyndham Winchester

Quality Inn Winchester

Comfort Inn & Suites Winchester

Hampton Inn Front Royal

Frequently asked questions

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