Top 10 Hotels in Middletown, VA from ￥11,325 - Competitive Prices

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Our top choices for Middletown hotels

1. Wayside Inn

Middletown

Christine

￥19,312

￥22,889 total

includes taxes & fees

Aug 25 - Aug 26

2. Econo Lodge Inn & Suites Middletown - Winchester South

Middletown

Nathan

￥10,268

￥11,325 total

includes taxes & fees

Sep 20 - Sep 21

3. Fairfield Inn & Suites Strasburg Shenandoah Valley

Strasburg

Patrick

￥17,969

￥20,000 total

includes taxes & fees

Sep 1 - Sep 2

4. Ramada by Wyndham Strasburg/Shenandoah Valley

Strasburg

Mantu

￥11,484

￥12,782 total

includes taxes & fees

Aug 30 - Aug 31

5. Comfort Inn & Suites Winchester

Winchester

Richard

￥15,431

￥17,175 total

includes taxes & fees

Sep 13 - Sep 14

6. La Quinta Inn & Suites by Wyndham Winchester

Winchester

chouaib

￥16,308

￥18,151 total

includes taxes & fees

Aug 25 - Aug 26

7. Hampton Inn Front Royal

Front Royal

Timothy

￥19,421

￥21,616 total

includes taxes & fees

Aug 30 - Aug 31

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

Stephens City

Steven

￥13,988

￥15,568 total

includes taxes & fees

Sep 6 - Sep 7

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

Winchester

Phillip

￥15,011

￥16,708 total

includes taxes & fees

Sep 20 - Sep 21

10. TownePlace Suites by Marriott Front Royal

Front Royal

Justin

￥22,094

￥24,688 total

includes taxes & fees

Sep 13 - Sep 14

11. Quality Inn Stephens City - Winchester South

Stephens City

Nancy

￥13,447

￥14,967 total

includes taxes & fees

Aug 30 - Aug 31

12. DoubleTree by Hilton Front Royal Blue Ridge Shadows

Front Royal

Adrian

￥19,421

￥21,421 total

includes taxes & fees

Aug 30 - Aug 31

13. Fairfield Inn & Suites by Marriott Winchester

Winchester

Michael

￥14,727

￥16,392 total

includes taxes & fees

Aug 27 - Aug 28

14. Travelodge by Wyndham Winchester

Winchester

Jeffrey

￥10,968

￥12,098 total

includes taxes & fees

Aug 25 - Aug 26

15. Motel 6 Front Royal, VA

Front Royal

Robert

￥11,125

￥12,383 total

includes taxes & fees

Aug 25 - Aug 26

16. Relax Inn Motel

Front Royal

Jamila

￥10,809

￥12,030 total

includes taxes & fees

Aug 25 - Aug 26

17. Hampton Inn Winchester N/Conference Center, VA

Winchester

Jackie

￥16,814

￥19,050 total

includes taxes & fees

Aug 30 - Aug 31

18. Holiday Inn Winchester Se-Historic Gateway by IHG

Winchester

Jennifer

￥14,782

￥16,930 total

includes taxes & fees

Aug 30 - Aug 31

19. Twi-Lite Inn

Front Royal

Jacob

￥13,034

￥14,507 total

includes taxes & fees

Aug 25 - Aug 26

Deluxe Room, 1 Double Bed, Non Smoking | Bathroom

20. Gateway Inn

Front Royal

Anonymous traveler

￥9,378

￥10,438 total

includes taxes & fees

Aug 25 - Aug 26

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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

TRU By Hilton Winchester

10/10 Excellent

"Very nice hotel with a modern touch. The bed was very comfortable, the room very clean, and the staff friendly and helpful. It is a great value for the money and we would go there again!"

Hampton Inn & Suites Woodstock, VA

10/10 Excellent

"Hotel was clean and well maintained."

DoubleTree by Hilton Front Royal Blue Ridge Shadows

10/10 Excellent

"Great hotel with"

La Quinta Inn & Suites by Wyndham Winchester

10/10 Excellent

"Great and easy location for travel during family trips! Breakfast has something for everyone. A little traffic noise on Saturday night but not bad."

Hampton Inn Front Royal

10/10 Excellent

"Super clean, staff friendly. Perfect visit!"

Ramada by Wyndham Strasburg/Shenandoah Valley

8/10 Good

"Motel wss well maintained... rooms were clean and comfortable.... breakfast was decent...."

Courtyard by Marriott Winchester

10/10 Excellent

"The gentleman at the front desk (probably a member of the overnight staff) was tremendously helpful and professional when my coffee maker didn't work. Also, I was majorly impressed with the breakfast sandwich I ordered at the food bar . . . . I wasn't expecting much, but it was the best and most tasty breakfast sandwich I've ever eaten! Kudos to the staff!"

Quality Inn Winchester

8/10 Good

"We had a very nice pet friendly room. Bed was comfortable. Nice spacious breakfast room and great breakfast. The only issue was a very loose toilet seat. That in itself is not a big issue. The issue was that it is a very simple process for the housekeeping staff to repost those simple things. When cleaning the toilet, they must of noticed. Other then that all was excellent"

Baymont by Wyndham Front Royal Near Shenandoah National Park

8/10 Good

"CleN room. Great value"

More cheap stays in Middletown

Travelodge by Wyndham Winchester

160 Front Royal Pike Winchester VA

￥10,968

￥12,098 total

Aug 25 - Aug 26

includes taxes & fees

Ramada by Wyndham Strasburg/Shenandoah Valley

21 Signal Knob Dr Strasburg VA

￥11,484

￥12,782 total

Aug 30 - Aug 31

includes taxes & fees

8.2/10 Very Good! (1,017 reviews)

Quality Inn Winchester

1601 Martinsburg Pike Winchester VA

￥13,376

￥14,888 total

Aug 30 - Aug 31

includes taxes & fees

9.4/10 Exceptional! (1,014 reviews)

Microtel Inn & Suites by Wyndham Winchester

150 Faraday Plaza Winchester VA

￥13,860

￥15,427 total

Aug 30 - Aug 31

includes taxes & fees

9.2/10 Wonderful! (1,454 reviews)

Comfort Inn & Suites Winchester

195 Kernstown Commons Blvd Winchester VA

￥15,431

￥17,175 total

Sep 13 - Sep 14

includes taxes & fees

9.4/10 Exceptional! (1,137 reviews)

Hampton Inn Front Royal

9800 Winchester Rd Front Royal VA

￥19,421

￥21,616 total

Aug 30 - Aug 31

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?

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 agenda are Belle Grove Plantation and Jackson's Chase Golf Course. 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 ￥11,325

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

TRU By Hilton Winchester

Hampton Inn & Suites Woodstock, VA

DoubleTree by Hilton Front Royal Blue Ridge Shadows

La Quinta Inn & Suites by Wyndham Winchester

Hampton Inn Front Royal

Ramada by Wyndham Strasburg/Shenandoah Valley

Courtyard by Marriott Winchester

Quality Inn Winchester

Baymont by Wyndham Front Royal Near Shenandoah National Park

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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