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Find hotels in Middletown, VA from ￥11,348

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Aug 28 - Aug 29
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Aug 29 - Aug 30
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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

Dining
Lobby sitting area
Interior detail
Point of interest

1. Wayside Inn

Wayside Inn
Middletown
United States
Christine
￥19,351
￥22,935 total
includes taxes & fees
Sep 6 - Sep 7
Wayside Inn
Breakfast area
Reception
Exterior
Property amenity

2. Econo Lodge Inn & Suites Middletown - Winchester South

Econo Lodge Inn & Suites Middletown - Winchester South
Middletown
United States
Nathan
￥10,289
￥11,348 total
includes taxes & fees
Sep 20 - Sep 21
Econo Lodge Inn & Suites Middletown - Winchester South
Lobby
Exterior
Lobby sitting area
Pool

3. Fairfield Inn & Suites Strasburg Shenandoah Valley

Fairfield Inn & Suites Strasburg Shenandoah Valley
Strasburg
United States
Patrick
￥18,762
￥20,882 total
includes taxes & fees
Sep 20 - Sep 21
Fairfield Inn & Suites Strasburg Shenandoah Valley
Exterior
Lobby
Room, 2 Queen Beds, Non Smoking
Room

4. Comfort Inn & Suites Winchester

Comfort Inn & Suites Winchester
Winchester
￥15,592
￥17,353 total
includes taxes & fees
Sep 27 - Sep 28
Comfort Inn & Suites Winchester
Lobby
Lobby
Elevator
Room, 2 Queen Beds, Non Smoking

5. Ramada by Wyndham Strasburg/Shenandoah Valley

Ramada by Wyndham Strasburg/Shenandoah Valley
Strasburg
United States
Scott
￥12,326
￥13,719 total
includes taxes & fees
Sep 28 - Sep 29
Ramada by Wyndham Strasburg/Shenandoah Valley
Breakfast area
Exterior
Fitness facility
Lobby

6. La Quinta Inn & Suites by Wyndham Winchester

La Quinta Inn & Suites by Wyndham Winchester
Winchester
United States
Susan
￥15,633
￥17,399 total
includes taxes & fees
Aug 30 - Aug 31
La Quinta Inn & Suites by Wyndham Winchester
Lobby
Exterior
Room, 2 Queen Beds, Non Smoking
Pool

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

Country Inn & Suites by Radisson, Winchester, VA
Winchester
United States
Phillip
￥15,029
￥16,728 total
includes taxes & fees
Sep 20 - Sep 21
Country Inn & Suites by Radisson, Winchester, VA
Pool
Reception
Fitness facility
Lobby

8. Hampton Inn Front Royal

Hampton Inn Front Royal
Front Royal
United States
Timothy
￥19,471
￥21,671 total
includes taxes & fees
Sep 3 - Sep 4
Hampton Inn Front Royal
Exterior
Room
Exterior
Pool

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

Holiday Inn Express Winchester South-Stephens City by IHG
Stephens City
United States
Steven
￥13,546
￥15,076 total
includes taxes & fees
Sep 27 - Sep 28
Holiday Inn Express Winchester South-Stephens City by IHG
Breakfast area
Fitness facility
Room
Exterior

10. Quality Inn Stephens City - Winchester South

Quality Inn Stephens City - Winchester South
Stephens City
United States
Nancy
￥13,482
￥15,006 total
includes taxes & fees
Sep 3 - Sep 4
Quality Inn Stephens City - Winchester South
Property amenity
View from property
Property amenity
Lobby

11. TownePlace Suites by Marriott Front Royal

TownePlace Suites by Marriott Front Royal
Front Royal
United States
Justin
￥22,139
￥24,739 total
includes taxes & fees
Sep 20 - Sep 21
TownePlace Suites by Marriott Front Royal
Lobby
Hallway
Lobby
Room

12. Motel 6 Front Royal, VA

Motel 6 Front Royal, VA
Front Royal
United States
Robert
￥11,147
￥12,407 total
includes taxes & fees
Sep 6 - Sep 7
Motel 6 Front Royal, VA
Lobby
Breakfast meal
Exterior
Room

13. Fairfield Inn & Suites by Marriott Winchester

Fairfield Inn & Suites by Marriott Winchester
Winchester
United States
Michael
￥14,756
￥16,423 total
includes taxes & fees
Sep 2 - Sep 3
Fairfield Inn & Suites by Marriott Winchester
Porch
Garden
Deluxe Room, 2 Double Beds, Non Smoking
Front of property - evening/night

14. Relax Inn Motel

Relax Inn Motel
Front Royal
United States
Jamila
￥10,830
￥12,053 total
includes taxes & fees
Sep 6 - Sep 7
Relax Inn Motel
Lobby
Suite, 1 King Bed, Smoking
Lobby
Lobby

15. Travelodge by Wyndham Winchester

Travelodge by Wyndham Winchester
Winchester
United States
Jeffrey
￥10,990
￥12,122 total
includes taxes & fees
Sep 1 - Sep 2
Travelodge by Wyndham Winchester
Lobby
Room, 2 Queen Beds, Non Smoking
Exterior
Lobby

16. Microtel Inn & Suites by Wyndham Winchester

Microtel Inn & Suites by Wyndham Winchester
Winchester
United States
Ricky
￥14,151
￥15,750 total
includes taxes & fees
Aug 31 - Sep 1
Microtel Inn & Suites by Wyndham Winchester
Bar (on property)
Pool
Lobby
Lobby

17. DoubleTree by Hilton Front Royal Blue Ridge Shadows

DoubleTree by Hilton Front Royal Blue Ridge Shadows
Front Royal
United States
Adrian
￥19,471
￥21,477 total
includes taxes & fees
Sep 7 - Sep 8
DoubleTree by Hilton Front Royal Blue Ridge Shadows
Restaurant
Breakfast area
Studio, 1 King Bed, Non Smoking, Refrigerator & Microwave (Wet bar)
Lobby

18. Hampton Inn Winchester N/Conference Center, VA

Hampton Inn Winchester N/Conference Center, VA
Winchester
United States
Jackie
￥16,848
￥19,088 total
includes taxes & fees
Sep 6 - Sep 7
Hampton Inn Winchester N/Conference Center, VA
Lobby
Lobby
Exterior
Suite, 1 Bedroom | Living area

19. Spark by Hilton Winchester

Spark by Hilton Winchester
Winchester
United States
johnny
￥12,295
￥13,930 total
includes taxes & fees
Sep 28 - Sep 29
Spark by Hilton Winchester
Interior entrance
Deluxe Room, 2 Double Beds, Non Smoking
Deluxe Room, 1 Double Bed, Non Smoking | Bathroom
Parking

20. Gateway Inn

Gateway Inn
Front Royal
United States
Anonymous traveler
￥9,397
￥10,458 total
includes taxes & fees
Sep 3 - Sep 4
Gateway Inn
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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.
See properties

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

Travelodge by Wyndham Winchester

Travelodge by Wyndham Winchester

10/10 Excellent
"The room was spacious and clean. Parking easy. Staff was pleasant and accommodating."
Kathaleen 1-night trip
Posted 2 hours ago
Travelodge by Wyndham Winchester
Comfort Inn & Suites Winchester

Comfort Inn & Suites Winchester

8/10 Good
"Great location love the space super clean only thing super close to the highway very loud"
Marque 4-night trip
Posted 3 hours ago
Comfort Inn & Suites Winchester
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 2 days ago
Hampton Inn Front Royal
Super 8 by Wyndham Front Royal Near Shenandoah National Park

Super 8 by Wyndham Front Royal Near Shenandoah National Park

10/10 Excellent
"This is a great place very good value for the money. It is not a luxury hotel, but very decent for its category. The staff is super friendly. Breakfast is basic but the pancakes are yummy. We had two rooms: one with a dog and that was huge for us. Highly recommend of you are traveling on a budget and looking for something good in that category."
Valeria 7-night trip
Posted 2 days ago
Super 8 by Wyndham Front Royal Near Shenandoah National Park
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 2 days ago
Spark by Hilton Winchester
TRU By Hilton Winchester

TRU By Hilton Winchester

10/10 Excellent
"The bedroom and bathroom were very clean!!"
Maria 1-night trip
Posted 2 days ago
TRU By Hilton 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 3 days ago
Microtel Inn & Suites by Wyndham Winchester
Wayside Inn

Wayside Inn

8/10 Good
"Clean room at a reasonable price. Interesting old inn."
Christine 1-night trip
Posted 2 weeks ago
Wayside Inn

More cheap stays in Middletown

Travelodge by Wyndham Winchester

Travelodge by Wyndham Winchester

160 Front Royal Pike Winchester VA
￥10,990
￥12,122 total
Sep 1 - Sep 2
includes taxes & fees
8.6/10 Excellent! (1,085 reviews)
Travelodge by Wyndham Winchester
Ramada by Wyndham Strasburg/Shenandoah Valley

Ramada by Wyndham Strasburg/Shenandoah Valley

21 Signal Knob Dr Strasburg VA
￥12,326
￥13,719 total
Sep 28 - Sep 29
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
￥13,403
￥14,917 total
Sep 3 - Sep 4
includes taxes & fees
Quality Inn Winchester
Microtel Inn & Suites by Wyndham Winchester

Microtel Inn & Suites by Wyndham Winchester

150 Faraday Plaza Winchester VA
￥14,151
￥15,750 total
Aug 31 - Sep 1
includes taxes & fees
9.2/10 Wonderful! (1,447 reviews)
Microtel Inn & Suites by Wyndham Winchester
Comfort Inn & Suites Winchester

Comfort Inn & Suites Winchester

195 Kernstown Commons Blvd Winchester VA
￥15,592
￥17,353 total
Sep 27 - Sep 28
includes taxes & fees
9.4/10 Exceptional! (1,120 reviews)
Comfort Inn & Suites Winchester
Hampton Inn Front Royal

Hampton Inn Front Royal

9800 Winchester Rd Front Royal VA
￥19,471
￥21,671 total
Sep 3 - Sep 4
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.
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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