A large house in a field with a cloudy sky.

Find hotels in Middletown, VA from ฿2,168

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Filter by

Guest rating
Guest rating
Star rating

Our top choices for Middletown hotels

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 ฿2,277
฿2,512 total
includes taxes & fees
27 Jul - 28 Jul
Econo Lodge Inn & Suites Middletown - Winchester South

Wayside Inn

Wayside Inn
3.5 star property
Middletown
9.2 out of 10, Wonderful, (441 reviews)
"Nice historic place"
United States
Donna
The price is ฿4,045
฿4,794 total
includes taxes & fees
13 Jul - 14 Jul
Wayside Inn

Fairfield Inn & Suites by Marriott Winchester

Fairfield Inn & Suites by Marriott Winchester
3.0 star property
Winchester
9.2 out of 10, Wonderful, (889 reviews)
"nice place to stay would recommend for others. very nice breakfast"
United States
Michael
The price is ฿3,085
฿3,433 total
includes taxes & fees
23 Jul - 24 Jul
Fairfield Inn & Suites by Marriott Winchester

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, (2,282 reviews)
"Plenty of parking, easy check-in, good waffle maker at breakfast. Would stay again."
United States
Jeffrey
The price is ฿3,626
฿4,035 total
includes taxes & fees
19 Jul - 20 Jul
La Quinta Inn & Suites by Wyndham Winchester

Quality Inn Winchester

Quality Inn Winchester
2.5 star property
Winchester
9.4 out of 10, Exceptional, (1,013 reviews)
"The hotel was fine, the staff was friendly and helpful. It was the right hotel for the right price."
United States
Martha
The price is ฿3,085
฿3,433 total
includes taxes & fees
27 Jul - 28 Jul
Quality Inn Winchester

Spark by Hilton Winchester

Spark by Hilton Winchester
3.0 star property
Winchester
9.0 out of 10, Wonderful, (1,010 reviews)
"Excellent hotel, very clean, nice beds."
United States
Sarat
The price is ฿2,156
฿2,442 total
includes taxes & fees
9 Aug - 10 Aug
Spark by Hilton Winchester

Comfort Inn Woodstock Shenandoah

Comfort Inn Woodstock Shenandoah
2.5 star property
Woodstock
8.8 out of 10, Excellent, (1,005 reviews)
"Always a great stay."
United States
Kenneth
The price is ฿3,340
฿3,751 total
includes taxes & fees
19 Jul - 20 Jul
Comfort Inn Woodstock Shenandoah

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, (911 reviews)
"The room was very clean and the front desk staffs were very nice."
United States
Angelina
The price is ฿3,658
฿4,145 total
includes taxes & fees
2 Aug - 3 Aug
Hampton Inn Winchester N/Conference Center, VA

Comfort Inn & Suites Winchester

Comfort Inn & Suites Winchester
2.5 star property
Winchester
9.4 out of 10, Exceptional, (1,132 reviews)
"Decent accommodations, friendly staff."
United States
Juliet
The price is ฿3,364
฿3,744 total
includes taxes & fees
3 Aug - 4 Aug
Comfort Inn & Suites Winchester

TRU By Hilton Winchester

TRU By Hilton Winchester
2.5 star property
Winchester
9.2 out of 10, Wonderful, (1,030 reviews)
"Great location and pleasant stay."
United States
Kelly
The price is ฿3,032
฿3,375 total
includes taxes & fees
26 Jul - 27 Jul
TRU By Hilton Winchester

Microtel Inn & Suites by Wyndham Winchester

Microtel Inn & Suites by Wyndham Winchester
2.5 star property
Winchester
9.2 out of 10, Wonderful, (1,438 reviews)
"Pleasant stay!"
Canada
Angele
The price is ฿3,063
฿3,409 total
includes taxes & fees
26 Jul - 27 Jul
Microtel Inn & Suites by Wyndham Winchester

Holiday Inn Express Woodstock-Shenandoah Valley by IHG

Holiday Inn Express Woodstock-Shenandoah Valley by IHG
2.5 star property
Woodstock
9.0 out of 10, Wonderful, (1,007 reviews)
"Great hotel with helpful staff."
United States
Christy
The price is ฿3,480
฿3,908 total
includes taxes & fees
6 Aug - 7 Aug
Holiday Inn Express Woodstock-Shenandoah Valley by IHG

Fairfield Inn & Suites Strasburg Shenandoah Valley

Fairfield Inn & Suites Strasburg Shenandoah Valley
3.0 star property
Strasburg
9.0 out of 10, Wonderful, (1,004 reviews)
"It was a nice hotel for an over night stay. The room took a while to cool down but the overall stay was great."
United States
Joni
The price is ฿3,929
฿4,373 total
includes taxes & fees
26 Jul - 27 Jul
Fairfield Inn & Suites Strasburg Shenandoah Valley

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, (1,009 reviews)
"Location is great, near popular restaurants. Bed was so comfortable! Staff was very friendly and helpful."
United States
Brenda
The price is ฿3,116
฿3,468 total
includes taxes & fees
11 Aug - 12 Aug
Country Inn & Suites by Radisson, Winchester, VA

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, (1,006 reviews)
"excellent point to start or finish a trip on the skyline highway! easy walk through the downtown to many restaurants and shops and a wonderful burger and custard place right across the street👍"
United States
Douglas
The price is ฿2,297
฿2,557 total
includes taxes & fees
13 Jul - 14 Jul
Super 8 by Wyndham Front Royal Near Shenandoah National Park

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, (1,015 reviews)
"Very clean and nicely decorated property"
United States
shayla
The price is ฿2,765
฿3,178 total
includes taxes & fees
2 Aug - 3 Aug
Holiday Inn Winchester Se-Historic Gateway by IHG

Days Inn by Wyndham Winchester

Days Inn by Wyndham Winchester
2.0 star property
Winchester
6.6 out of 10, (538 reviews)
"Blood stains on sheets and pillow Towels and pillows full of stains TOTALLY DISGUSTING! Website said room sleeps 5 but only had two double beds"
United States
Paul
The price is ฿1,948
฿2,168 total
includes taxes & fees
20 Jul - 21 Jul
Days Inn by Wyndham Winchester

Hampton Inn & Suites Woodstock, VA

Hampton Inn & Suites Woodstock, VA
2.5 star property
Woodstock
8.8 out of 10, Excellent, (1,005 reviews)
"Very nice and quiet stay"
United States
robert c
The price is ฿3,795
฿4,262 total
includes taxes & fees
11 Aug - 12 Aug
Hampton Inn & Suites Woodstock, VA

Ramada by Wyndham Strasburg/Shenandoah Valley

Ramada by Wyndham Strasburg/Shenandoah Valley
2.5 star property
Strasburg
8.2 out of 10, Very good, (1,012 reviews)
"Everything thing was good and there is a Mexican bar and restaurant attached to hotel."
United States
Ronald
The price is ฿2,688
฿2,992 total
includes taxes & fees
28 Jul - 29 Jul
Ramada by Wyndham Strasburg/Shenandoah Valley

Travelodge by Wyndham Winchester

Travelodge by Wyndham Winchester
2.5 star property
Winchester
8.6 out of 10, Excellent, (1,061 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 ฿2,297
฿2,534 total
includes taxes & fees
13 Jul - 14 Jul
Travelodge by Wyndham Winchester
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.
Save an average of 15% on thousands of hotels when you're signed in

Stay near popular Middletown attractions

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.

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

Top Middletown Hotel Reviews

More cheap stays in Middletown

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.