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Find hotels in Middletown, VA from ฿2,188

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Check prices for these dates

Next weekend
24 Jul - 26 Jul
In two weeks
31 Jul - 2 Aug

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Our top choices for Middletown hotels

Breakfast included
Breakfast, lunch, dinner and brunch served

1. Wayside Inn

Wayside Inn
3.5 star property
Middletown
9.2 out of 10, Wonderful, (442 reviews)
"Nice historic place"
United States
Donna
The price is ฿4,081
฿4,837 total
includes taxes & fees
21 Jul - 22 Jul
Wayside Inn
Breakfast area

2. Econo Lodge Inn & Suites Middletown - Winchester South

Econo Lodge Inn & Suites Middletown - Winchester South
2.0 star property
Middletown
5.8 out of 10, (325 reviews)
"Not a bad place if you need a bed to sleep in. "
United States
Nathan
The price is ฿2,298
฿2,534 total
includes taxes & fees
30 Jul - 31 Jul
Econo Lodge Inn & Suites Middletown - Winchester South
Lobby

3. Fairfield Inn & Suites Strasburg Shenandoah Valley

Fairfield Inn & Suites Strasburg Shenandoah Valley
3.0 star property
Strasburg
9.0 out of 10, Wonderful, (1,000 reviews)
"Very affordable, nice rooms, and conveniently located - greatly enjoyed our stay!"
United States
Patrick
The price is ฿3,969
฿4,417 total
includes taxes & fees
25 Jul - 26 Jul
Fairfield Inn & Suites Strasburg Shenandoah Valley
Exterior

4. Comfort Inn & Suites Winchester

Comfort Inn & Suites Winchester
2.5 star property
Winchester
9.4 out of 10, Exceptional, (1,130 reviews)
"Great value, handy location, pet friendly."
United States
Patrick
The price is ฿3,701
฿4,119 total
includes taxes & fees
16 Aug - 17 Aug
Comfort Inn & Suites Winchester
Lobby

5. Ramada by Wyndham Strasburg/Shenandoah Valley

Ramada by Wyndham Strasburg/Shenandoah Valley
2.5 star property
Strasburg
8.2 out of 10, Very good, (1,002 reviews)
"Clean room, breakfast was ok, staff is helpful,"
United States
Viorika
The price is ฿2,872
฿3,197 total
includes taxes & fees
21 Jul - 22 Jul
Ramada by Wyndham Strasburg/Shenandoah Valley
Free daily buffet breakfast

6. La Quinta Inn & Suites by Wyndham Winchester

La Quinta Inn & Suites by Wyndham Winchester
3.0 star property
Winchester
9.2 out of 10, Wonderful, (2,275 reviews)
"It was very quiet and clean, great place to stay!"
United States
Wendy
The price is ฿3,658
฿4,072 total
includes taxes & fees
11 Aug - 12 Aug
La Quinta Inn & Suites by Wyndham Winchester
Lobby

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

Country Inn & Suites by Radisson, Winchester, VA
3.0 star property
Winchester
8.8 out of 10, Excellent, (1,002 reviews)
"Location is great, near popular restaurants. Bed was so comfortable! Staff was very friendly and helpful."
United States
Brenda
The price is ฿3,335
฿3,712 total
includes taxes & fees
26 Jul - 27 Jul
Country Inn & Suites by Radisson, Winchester, VA
Exterior

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

Holiday Inn Express Winchester South-Stephens City by IHG
2.5 star property
Stephens City
8.2 out of 10, Very good, (872 reviews)
"Very nice good breakfast too!"
United States
Steven
The price is ฿2,602
฿2,896 total
includes taxes & fees
16 Aug - 17 Aug
Holiday Inn Express Winchester South-Stephens City by IHG
Free daily continental breakfast

9. Quality Inn Stephens City - Winchester South

Quality Inn Stephens City - Winchester South
2.5 star property
Stephens City
8.0 out of 10, Very good, (677 reviews)
"Great location safe area clean rooms good price"
United States
Elaine
The price is ฿2,827
฿3,146 total
includes taxes & fees
16 Aug - 17 Aug
Quality Inn Stephens City - Winchester South
Indoor pool

10. Hampton Inn Front Royal

Hampton Inn Front Royal
2.5 star property
Front Royal
9.2 out of 10, Wonderful, (1,000 reviews)
"I only stayed overnight as I was traveling from SC to Buffalo, this by far is one of the cleanest hotels I’ve stayed in."
United States
Widad
The price is ฿4,384
฿4,880 total
includes taxes & fees
10 Aug - 11 Aug
Hampton Inn Front Royal
Bar (on property)

11. DoubleTree by Hilton Front Royal Blue Ridge Shadows

DoubleTree by Hilton Front Royal Blue Ridge Shadows
4.0 star property
Front Royal
9.0 out of 10, Wonderful, (1,001 reviews)
"The hospitality was amazing from check-in to check out"
United States
Marcus
The price is ฿4,509
฿4,973 total
includes taxes & fees
11 Aug - 12 Aug
DoubleTree by Hilton Front Royal Blue Ridge Shadows
Property amenity

12. TownePlace Suites by Marriott Front Royal

TownePlace Suites by Marriott Front Royal
3.0 star property
Front Royal
9.6 out of 10, Exceptional, (589 reviews)
"Enjoyed our stay."
United States
Natalie
The price is ฿4,669
฿5,217 total
includes taxes & fees
5 Aug - 6 Aug
TownePlace Suites by Marriott Front Royal
Lobby

13. Fairfield Inn & Suites by Marriott Winchester

Fairfield Inn & Suites by Marriott Winchester
3.0 star property
Winchester
9.2 out of 10, Wonderful, (894 reviews)
"nice place to stay would recommend for others. very nice breakfast"
United States
Michael
The price is ฿3,112
฿3,464 total
includes taxes & fees
2 Aug - 3 Aug
Fairfield Inn & Suites by Marriott Winchester
Lobby

14. Spark by Hilton Winchester

Spark by Hilton Winchester
3.0 star property
Winchester
9.0 out of 10, Wonderful, (1,005 reviews)
"Excellent hotel, very clean, nice beds."
United States
Sarat
The price is ฿2,443
฿2,767 total
includes taxes & fees
2 Aug - 3 Aug
Spark by Hilton Winchester
Exterior

15. Holiday Inn Winchester Se-Historic Gateway by IHG

Holiday Inn Winchester Se-Historic Gateway by IHG
3.0 star property
Winchester
9.2 out of 10, Wonderful, (1,002 reviews)
"Very clean and nicely decorated property"
United States
shayla
The price is ฿2,793
฿3,209 total
includes taxes & fees
2 Aug - 3 Aug
Holiday Inn Winchester Se-Historic Gateway by IHG
Lobby

16. Travelodge by Wyndham Winchester

Travelodge by Wyndham Winchester
2.5 star property
Winchester
8.6 out of 10, Excellent, (1,043 reviews)
"Our stay was a good value and a convenient place to stop during our trip. There is adequate parking and the breakfast being included was a plus."
United States
Janet
The price is ฿2,519
฿2,779 total
includes taxes & fees
31 Jul - 1 Aug
Travelodge by Wyndham Winchester
Exterior

17. Courtyard by Marriott Winchester

Courtyard by Marriott Winchester
3.0 star property
Winchester
9.0 out of 10, Wonderful, (1,000 reviews)
"Staff extremely helpful and nice. Good food in restaurant"
United States
Valerie
The price is ฿3,598
฿4,005 total
includes taxes & fees
10 Aug - 11 Aug
Courtyard by Marriott Winchester
Lobby

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

Super 8 by Wyndham Front Royal Near Shenandoah National Park
2.0 star property
Front Royal
7.6 out of 10, Good, (1,000 reviews)
"Great stay with friends, helpful staff"
United States
Himanshu
The price is ฿2,320
฿2,582 total
includes taxes & fees
19 Jul - 20 Jul
Super 8 by Wyndham Front Royal Near Shenandoah National Park
Snack bar

19. TRU By Hilton Winchester

TRU By Hilton Winchester
2.5 star property
Winchester
9.2 out of 10, Wonderful, (1,004 reviews)
"Great location and pleasant stay."
United States
Kelly
The price is ฿3,063
฿3,409 total
includes taxes & fees
26 Jul - 27 Jul
TRU By Hilton Winchester
Restaurant

20. Hampton Inn Winchester N/Conference Center, VA

Hampton Inn Winchester N/Conference Center, VA
2.5 star property
Winchester
9.2 out of 10, Wonderful, (914 reviews)
"The room was very clean and the front desk staffs were very nice."
United States
Angelina
The price is ฿3,691
฿4,182 total
includes taxes & fees
2 Aug - 3 Aug
Hampton Inn Winchester N/Conference Center, VA
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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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

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
Open Photo by Stephanie Sutton

Top Middletown Hotel Reviews

Microtel Inn & Suites by Wyndham Winchester

Microtel Inn & Suites by Wyndham Winchester

8/10 Good
"Overall we enjoyed our stay. The breakfast was excellent- my husband even said it was the best breakfast we had on our entire trip! The young woman who took care of the breakfast area was incredibly sweet, friendly, and kept everything well stocked. The only suggestions we have are a few maintenance issues. The bathroom could have used a more detailed cleaning, especially around the shower head and in the corners and crevices where some buildup and grime have accumulated. Also, the washer and dryer could have used a little servicing, as they don’t seem to be operating at their best. Other than those minor issues, we had a very pleasant stay."
Sharon 1-night trip
Posted 4 hours ago
Microtel Inn & Suites by Wyndham Winchester

More cheap stays in Middletown

Econo Lodge Inn & Suites Middletown - Winchester South

Econo Lodge Inn & Suites Middletown - Winchester South

91 Reliance Road Middletown VA
The price is ฿2,298 per night from 30 Jul to 31 Jul
฿2,298
฿2,534 total
30 Jul - 31 Jul
includes taxes & fees
5.8/10 (325 reviews)

Frequently asked questions

Where is the best place for a stay in Middletown?
Based on our traveller data, Econo Lodge Inn & Suites Middletown - Winchester South is one of the top choices for your stay. This hotel offers free parking and a bar. Wayside Inn is another good choice for your stay. 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, 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?
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 itinerary are Belle Grove Plantation and Jackson's Chase Golf Course. 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.