Top 10 Hotels in Middletown, VA from ￥11,336 - Competitive Prices

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Our top choices for Middletown hotels

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Breakfast, lunch, dinner and brunch served

1. Wayside Inn

Middletown

Christine

￥19,329

￥22,911 total

includes taxes & fees

Sep 8 - Sep 9

Standard Room, 1 King Bed with Sofa bed, Non Smoking | Iron/ironing board, cribs (free), rollaway beds (surcharge), WiFi (free)

2. Econo Lodge Inn & Suites Middletown - Winchester South

Middletown

Nathan

￥10,277

￥11,336 total

includes taxes & fees

Sep 21 - Sep 22

3. Fairfield Inn & Suites Strasburg Shenandoah Valley

Strasburg

Patrick

￥18,741

￥20,860 total

includes taxes & fees

Sep 21 - Sep 22

Room, 2 Queen Beds, Non Smoking | Desk, laptop workspace, blackout drapes, iron/ironing board

4. Ramada by Wyndham Strasburg/Shenandoah Valley

Strasburg

Scott

￥11,454

￥12,749 total

includes taxes & fees

Aug 27 - Aug 28

Room, 2 Queen Beds, Non Smoking | Desk, blackout drapes, iron/ironing board, WiFi (free)

5. Comfort Inn & Suites Winchester

Winchester

Richard

￥15,212

￥16,931 total

includes taxes & fees

Aug 30 - Aug 31

6. La Quinta Inn & Suites by Wyndham Winchester

Winchester

chouaib

￥16,334

￥18,180 total

includes taxes & fees

Aug 27 - Aug 28

Hypo-allergenic bedding available, desk, blackout drapes

7. Hampton Inn Front Royal

Front Royal

Timothy

￥19,438

￥21,633 total

includes taxes & fees

Sep 1 - Sep 2

Seasonal outdoor pool, open 9 AM to 10 PM, sun loungers

Suite, 1 King Bed with Sofa bed | Desk, laptop workspace, blackout drapes, iron/ironing board

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

Stephens City

Steven

￥14,010

￥15,592 total

includes taxes & fees

Sep 13 - Sep 14

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

Winchester

Phillip

￥15,024

￥16,722 total

includes taxes & fees

Sep 20 - Sep 21

10. TownePlace Suites by Marriott Front Royal

Front Royal

Justin

￥22,114

￥24,711 total

includes taxes & fees

Sep 13 - Sep 14

Premium bedding, pillowtop beds, desk, iron/ironing board

11. Quality Inn Stephens City - Winchester South

Stephens City

Nancy

￥13,468

￥14,991 total

includes taxes & fees

Sep 1 - Sep 2

12. DoubleTree by Hilton Front Royal Blue Ridge Shadows

Front Royal

Adrian

￥19,438

￥21,439 total

includes taxes & fees

Sep 24 - Sep 25

13. Fairfield Inn & Suites by Marriott Winchester

Winchester

Michael

￥14,740

￥16,406 total

includes taxes & fees

Sep 6 - Sep 7

Suite, 1 King Bed, Smoking | Living area | LED TV

14. Travelodge by Wyndham Winchester

Winchester

Jeffrey

￥10,977

￥12,108 total

includes taxes & fees

Aug 31 - Sep 1

15. Motel 6 Front Royal, VA

Front Royal

Robert

￥11,135

￥12,394 total

includes taxes & fees

Aug 27 - Aug 28

Deluxe Room, 2 Double Beds, Non Smoking | Desk, iron/ironing board (on request), WiFi (free)

Combined shower/tub, hair dryer (on request), towels

16. Relax Inn Motel

Front Royal

Jamila

￥10,818

￥12,040 total

includes taxes & fees

Aug 27 - Aug 28

Studio, 1 King Bed, Non Smoking, Refrigerator & Microwave (Wet bar) | Premium bedding, pillowtop beds, in-room safe, desk

17. Hampton Inn Winchester N/Conference Center, VA

Winchester

Jackie

￥16,829

￥19,067 total

includes taxes & fees

Sep 6 - Sep 7

Suite, 1 King Bed (Additional Living Area) | In-room safe, desk, laptop workspace, blackout drapes

18. Holiday Inn Winchester Se-Historic Gateway by IHG

Winchester

Jennifer

￥14,806

￥16,958 total

includes taxes & fees

Aug 30 - Aug 31

Desk, soundproofing, iron/ironing board (on request), cribs (surcharge)

19. Twi-Lite Inn

Front Royal

Jacob

￥13,045

￥14,520 total

includes taxes & fees

Sep 3 - Sep 4

Deluxe Room, 2 Double Beds, Non Smoking | WiFi (free), individually decorated, individually furnished

20. Gateway Inn

Front Royal

Anonymous traveler

￥9,386

￥10,447 total

includes taxes & fees

Sep 3 - Sep 4

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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

"We’ve stayed here numerous times due"

TRU By Hilton Winchester

10/10 Excellent

"The bedroom and bathroom were very clean!!"

Quality Inn Winchester

10/10 Excellent

"We were pleasantly surprised and very pleased with this property. We enjoyed our overnight stay and would definitely stay again. Convenient to I-81, yet surprisingly quiet"

Comfort Inn & Suites Winchester

10/10 Excellent

"Clean room ,quiet,plenty to parking"

Holiday Inn Winchester Se-Historic Gateway by IHG

10/10 Excellent

"Staff great"

Fairfield Inn & Suites by Marriott Winchester

10/10 Excellent

"Very clean"

Hampton Inn & Suites Woodstock, VA

10/10 Excellent

"."

Microtel Inn & Suites by Wyndham Winchester

8/10 Good

"The property was clean! The rooms were comfortable and clean. Didn't like the small hard bed pillows! And when there's two people in the room, I wish they would provide two packets of regular coffee. Not one regular coffee and one decaf."

Spark by Hilton Winchester

8/10 Good

"The hotel and room were the cleanest place I have stayed at in a long time! Definitely would recommend it to anyone."

More cheap stays in Middletown

Travelodge by Wyndham Winchester

160 Front Royal Pike Winchester VA

￥10,977

￥12,108 total

Aug 31 - Sep 1

includes taxes & fees

Ramada by Wyndham Strasburg/Shenandoah Valley

21 Signal Knob Dr Strasburg VA

￥11,454

￥12,749 total

Aug 27 - Aug 28

includes taxes & fees

Quality Inn Winchester

1601 Martinsburg Pike Winchester VA

￥13,387

￥14,901 total

Sep 1 - Sep 2

includes taxes & fees

9.4/10 Exceptional! (1,000 reviews)

Microtel Inn & Suites by Wyndham Winchester

150 Faraday Plaza Winchester VA

￥13,882

￥15,451 total

Aug 30 - Aug 31

includes taxes & fees

9.2/10 Wonderful! (1,458 reviews)

Comfort Inn & Suites Winchester

195 Kernstown Commons Blvd Winchester VA

￥15,212

￥16,931 total

Aug 30 - Aug 31

includes taxes & fees

9.4/10 Exceptional! (1,139 reviews)

Hampton Inn Front Royal

9800 Winchester Rd Front Royal VA

￥19,438

￥21,633 total

Sep 1 - Sep 2

includes taxes & fees

9.2/10 Wonderful! (1,022 reviews)

Frequently asked questions

Where is the best place for a stay in Middletown?

Based on our traveler data, Wayside Inn is one of the top choices for your stay. This hotel offers a restaurant and free parking. Two other choices for your stay in 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 vacation home rentals in Middletown?

Secluded Mountain Home Features Breathtaking Valley Views and Hot Tub: Visitors like this Middletown vacation home rental. It is located on a river and has a fireplace, a balcony, and a barbecue grill 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 you can cook with friends or family. It offers a garden, a selection of games, and a hot tub so you can immerse yourself in your vacation. See all 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 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'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 3 hotels and other accommodations to choose from. Find out more about Middletown.

What should I do while I'm visiting Middletown?

Favorite 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. 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.

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Find hotels in Middletown, VA from ￥11,336

Change your mind

Treat yourself

Be picky

Go beyond your typical stay in Middletown

Check prices for these dates

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Our top choices for Middletown hotels

1. Wayside Inn

2. Econo Lodge Inn & Suites Middletown - Winchester South

3. Fairfield Inn & Suites Strasburg Shenandoah Valley

4. Ramada by Wyndham Strasburg/Shenandoah Valley

5. Comfort Inn & Suites Winchester

6. La Quinta Inn & Suites by Wyndham Winchester

7. Hampton Inn Front Royal

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

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

10. TownePlace Suites by Marriott Front Royal

11. Quality Inn Stephens City - Winchester South

12. DoubleTree by Hilton Front Royal Blue Ridge Shadows

13. Fairfield Inn & Suites by Marriott Winchester

14. Travelodge by Wyndham Winchester

15. Motel 6 Front Royal, VA

16. Relax Inn Motel

17. Hampton Inn Winchester N/Conference Center, VA

18. Holiday Inn Winchester Se-Historic Gateway by IHG

19. Twi-Lite Inn

20. Gateway Inn

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

TRU By Hilton Winchester

Quality Inn Winchester

Comfort Inn & Suites Winchester

Holiday Inn Winchester Se-Historic Gateway by IHG

Fairfield Inn & Suites by Marriott Winchester

Hampton Inn & Suites Woodstock, VA

Microtel Inn & Suites by Wyndham Winchester

Spark by Hilton Winchester

More cheap stays in Middletown

Travelodge by Wyndham Winchester

Ramada by Wyndham Strasburg/Shenandoah Valley

Quality Inn Winchester

Microtel Inn & Suites by Wyndham Winchester

Comfort Inn & Suites Winchester

Hampton Inn Front Royal

Frequently asked questions

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