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Find hotels in Middletown, VA from ₩98,590

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Aug 27 - Aug 28
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Aug 28 - Aug 29
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Aug 28 - Aug 30
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Sep 4 - Sep 6

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Our top choices for Middletown hotels

Breakfast included
Hotel
Hot tub
Reserve now, pay later
Pet friendly
Dining
Interior detail
Lobby sitting area
Bar (on property)

1. Wayside Inn

Wayside Inn
Middletown
United States
Christine
₩168,112
₩199,252 total
includes taxes & fees
Aug 30 - Aug 31
Wayside Inn
Breakfast area
Exterior
Standard Room, 1 King Bed with Sofa bed, Non Smoking
Reception

2. Econo Lodge Inn & Suites Middletown - Winchester South

Econo Lodge Inn & Suites Middletown - Winchester South
Middletown
United States
Nathan
₩89,383
₩98,590 total
includes taxes & fees
Sep 23 - Sep 24
Econo Lodge Inn & Suites Middletown - Winchester South
Breakfast area
Indoor pool
Lobby
Fitness facility

3. La Quinta Inn & Suites by Wyndham Winchester

La Quinta Inn & Suites by Wyndham Winchester
Winchester
United States
Susan
₩142,106
₩158,164 total
includes taxes & fees
Sep 2 - Sep 3
La Quinta Inn & Suites by Wyndham Winchester
Lobby
Breakfast meal
Exterior
Restaurant

4. Fairfield Inn & Suites by Marriott Winchester

Fairfield Inn & Suites by Marriott Winchester
Winchester
United States
george
₩128,194
₩142,680 total
includes taxes & fees
Aug 30 - Aug 31
Fairfield Inn & Suites by Marriott Winchester
Pool
Reception
Fitness facility
Lobby

5. Hampton Inn Front Royal

Hampton Inn Front Royal
Front Royal
United States
Timothy
₩169,053
₩188,156 total
includes taxes & fees
Sep 2 - Sep 3
Hampton Inn Front Royal
Lobby
Exterior
Lobby
Room, 2 Queen Beds, Non Smoking

6. Microtel Inn & Suites by Wyndham Winchester

Microtel Inn & Suites by Wyndham Winchester
Winchester
United States
Ricky
₩120,653
₩134,287 total
includes taxes & fees
Aug 30 - Aug 31
Microtel Inn & Suites by Wyndham Winchester
Exterior
Lobby
Breakfast area
Room, 2 Queen Beds, Non Smoking

7. Comfort Inn & Suites Winchester

Comfort Inn & Suites Winchester
Winchester
United States
Richard
₩132,207
₩147,150 total
includes taxes & fees
Aug 30 - Aug 31
Comfort Inn & Suites Winchester
Exterior
Bar (on property)
Suite, 1 King Bed (Additional Living Area)
Lobby

8. Holiday Inn Winchester Se-Historic Gateway by IHG

Holiday Inn Winchester Se-Historic Gateway by IHG
Winchester
United States
Jennifer
₩128,679
₩147,370 total
includes taxes & fees
Aug 30 - Aug 31
Holiday Inn Winchester Se-Historic Gateway by IHG
Snack bar
Fitness facility
Breakfast area
Lobby

9. TRU By Hilton Winchester

TRU By Hilton Winchester
Winchester
United States
Gerley
₩129,343
₩143,959 total
includes taxes & fees
Sep 2 - Sep 3
TRU By Hilton Winchester
Bar (on property)
Pool
Gift shop
Lobby

10. DoubleTree by Hilton Front Royal Blue Ridge Shadows

DoubleTree by Hilton Front Royal Blue Ridge Shadows
Front Royal
United States
Adrian
₩169,225
₩186,656 total
includes taxes & fees
Sep 27 - Sep 28
DoubleTree by Hilton Front Royal Blue Ridge Shadows
Lobby
Exterior
Lobby
Pool

11. Spark by Hilton Winchester

Spark by Hilton Winchester
Winchester
United States
johnny
₩106,760
₩120,957 total
includes taxes & fees
Sep 27 - Sep 28
Spark by Hilton Winchester
Breakfast area
Lobby
Room amenity
Exterior

12. Holiday Inn Express Woodstock-Shenandoah Valley by IHG

Holiday Inn Express Woodstock-Shenandoah Valley by IHG
Woodstock
United States
Angela
₩154,968
₩174,028 total
includes taxes & fees
Aug 31 - Sep 1
Holiday Inn Express Woodstock-Shenandoah Valley by IHG
Lobby
Lobby
Suite, 1 King Bed, Smoking | Living area
Lobby

13. Travelodge by Wyndham Winchester

Travelodge by Wyndham Winchester
Winchester
United States
Jeffrey
₩95,471
₩105,309 total
includes taxes & fees
Aug 30 - Aug 31
Travelodge by Wyndham Winchester
Lobby
Property amenity
Lobby sitting area
Pool

14. Fairfield Inn & Suites Strasburg Shenandoah Valley

Fairfield Inn & Suites Strasburg Shenandoah Valley
Strasburg
United States
Patrick
₩162,993
₩181,411 total
includes taxes & fees
Sep 13 - Sep 14
Fairfield Inn & Suites Strasburg Shenandoah Valley
Restaurant
Studio, 1 King Bed, Non Smoking, Refrigerator & Microwave (Wet bar)
Lobby
Breakfast area

15. Hampton Inn Winchester N/Conference Center, VA

Hampton Inn Winchester N/Conference Center, VA
Winchester
United States
Jackie
₩146,361
₩165,827 total
includes taxes & fees
Sep 6 - Sep 7
Hampton Inn Winchester N/Conference Center, VA
Lobby
Room, 2 Queen Beds, Non Smoking
Exterior
Fitness facility

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

Country Inn & Suites by Radisson, Winchester, VA
Winchester
United States
Phillip
₩130,671
₩145,436 total
includes taxes & fees
Sep 20 - Sep 21
Country Inn & Suites by Radisson, Winchester, VA
Exterior
Exterior
Property amenity
Room

17. SpringHill Suites by Marriott Winchester

SpringHill Suites by Marriott Winchester
Winchester
United States
Michael
₩157,071
₩174,820 total
includes taxes & fees
Sep 7 - Sep 8
SpringHill Suites by Marriott Winchester
Lobby
Lobby
Room, 2 Queen Beds, Non Smoking
Exterior

18. Ramada by Wyndham Strasburg/Shenandoah Valley

Ramada by Wyndham Strasburg/Shenandoah Valley
Strasburg
United States
Scott
₩103,496
₩115,191 total
includes taxes & fees
Sep 2 - Sep 3
Ramada by Wyndham Strasburg/Shenandoah Valley
Exterior
Lobby
Pool
Breakfast area

19. Quality Inn Winchester

Quality Inn Winchester
Winchester
United States
Scott
₩116,433
₩129,590 total
includes taxes & fees
Sep 3 - Sep 4
Quality Inn Winchester
Lobby
Vending machine
Hallway
Lobby

20. Motel 6 Front Royal, VA

Motel 6 Front Royal, VA
Front Royal
United States
Robert
₩96,841
₩107,785 total
includes taxes & fees
Aug 31 - Sep 1
Motel 6 Front Royal, VA
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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.
See properties

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.
See properties

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
A large house in a field with a cloudy sky.
Photo by Stephanie Sutton

Top Middletown Hotel Reviews

Hampton Inn Front Royal

Hampton Inn Front Royal

10/10 Excellent
"they gave us room smelled like hamster or rabit.When we asked to change they changed."
Gurpreet 1-night trip
Posted 5 hours ago
Hampton Inn Front Royal
La Quinta Inn & Suites by Wyndham Winchester

La Quinta Inn & Suites by Wyndham Winchester

10/10 Excellent
"Always a great stay! Friendly staff, convenient to the university. Clean and quiet! Thank you again"
Paul 1-night trip
Posted 6 hours ago
La Quinta Inn & Suites by Wyndham Winchester
Travelodge by Wyndham Winchester

Travelodge by Wyndham Winchester

10/10 Excellent
"Easy access, plenty parking, gas and restaurants near by."
Donald 1-night trip
Posted 7 hours ago
Travelodge by Wyndham Winchester
Spark by Hilton Winchester

Spark by Hilton Winchester

10/10 Excellent
"Great stay! Very clean and the staff was great."
Niccole 1-night trip
Posted 8 hours ago
Spark by Hilton Winchester
Fairfield Inn & Suites by Marriott Winchester

Fairfield Inn & Suites by Marriott Winchester

10/10 Excellent
"Very nice, clean hotel. Good breakfast. We've stayed here a few times. Highly recommend."
Linda 1-night trip
Posted 12 hours ago
Fairfield Inn & Suites by Marriott Winchester
TRU By Hilton Winchester

TRU By Hilton Winchester

10/10 Excellent
"The bedroom and bathroom were very clean!!"
Maria 1-night trip
Posted 16 hours ago
TRU By Hilton Winchester
Quality Inn Winchester

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"
Joyce K 1-night trip
Posted 1 day ago
Quality Inn Winchester
Comfort Inn & Suites Winchester

Comfort Inn & Suites Winchester

10/10 Excellent
"Clean room ,quiet,plenty to parking"
Linda 1-night trip
Posted 1 day ago
Comfort Inn & Suites Winchester
Microtel Inn & Suites by Wyndham Winchester

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."
Robin 1-night trip
Posted 2 days ago
Microtel Inn & Suites by Wyndham Winchester

More cheap stays in Middletown

Travelodge by Wyndham Winchester

Travelodge by Wyndham Winchester

160 Front Royal Pike Winchester VA
₩95,471
₩105,309 total
Aug 30 - Aug 31
includes taxes & fees
8.6/10 Excellent! (1,083 reviews)
Travelodge by Wyndham Winchester
Ramada by Wyndham Strasburg/Shenandoah Valley

Ramada by Wyndham Strasburg/Shenandoah Valley

21 Signal Knob Dr Strasburg VA
₩103,496
₩115,191 total
Sep 2 - Sep 3
includes taxes & fees
8.2/10 Very Good! (1,003 reviews)
Ramada by Wyndham Strasburg/Shenandoah Valley
Quality Inn Winchester

Quality Inn Winchester

1601 Martinsburg Pike Winchester VA
₩116,433
₩129,590 total
Sep 3 - Sep 4
includes taxes & fees
9.4/10 Exceptional! (1,000 reviews)
Quality Inn Winchester
Microtel Inn & Suites by Wyndham Winchester

Microtel Inn & Suites by Wyndham Winchester

150 Faraday Plaza Winchester VA
₩120,653
₩134,287 total
Aug 30 - Aug 31
includes taxes & fees
9.2/10 Wonderful! (1,458 reviews)
Microtel Inn & Suites by Wyndham Winchester
Comfort Inn & Suites Winchester

Comfort Inn & Suites Winchester

195 Kernstown Commons Blvd Winchester VA
₩132,207
₩147,150 total
Aug 30 - Aug 31
includes taxes & fees
9.4/10 Exceptional! (1,139 reviews)
Comfort Inn & Suites Winchester
Hampton Inn Front Royal

Hampton Inn Front Royal

9800 Winchester Rd Front Royal VA
₩169,053
₩188,156 total
Sep 2 - Sep 3
includes taxes & fees
9.2/10 Wonderful! (1,024 reviews)
Hampton Inn Front Royal

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.
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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