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Middletown Hotels from ā‚¹6,208

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Check prices for these dates

Next weekend
17 Jul - 19 Jul
In two weeks
24 Jul - 26 Jul

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Our top choices for Middletown hotels

Breakfast included
Breakfast area

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 ā‚¹6,520
ā‚¹7,192 total
includes taxes & fees
20 Jul - 21 Jul
Econo Lodge Inn & Suites Middletown - Winchester South
Breakfast, lunch, dinner and brunch served

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 ā‚¹11,582
ā‚¹13,727 total
includes taxes & fees
14 Jul - 15 Jul
Wayside Inn
Lobby

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 ā‚¹6,709
ā‚¹7,601 total
includes taxes & fees
3 Aug - 4 Aug
Spark by Hilton Winchester
Snack bar

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 ā‚¹8,682
ā‚¹9,663 total
includes taxes & fees
26 Jul - 27 Jul
TRU By Hilton Winchester
Lobby

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 ā‚¹8,832
ā‚¹9,830 total
includes taxes & fees
19 Jul - 20 Jul
Fairfield Inn & Suites by Marriott Winchester
Free daily buffet breakfast

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 ā‚¹10,381
ā‚¹11,554 total
includes taxes & fees
19 Jul - 20 Jul
La Quinta Inn & Suites by Wyndham Winchester
Restaurant

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 ā‚¹10,474
ā‚¹11,867 total
includes taxes & fees
2 Aug - 3 Aug
Hampton Inn Winchester N/Conference Center, VA
Exterior

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 ā‚¹9,727
ā‚¹10,826 total
includes taxes & fees
5 Aug - 6 Aug
Comfort Inn & Suites Winchester
Exterior

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 ā‚¹8,832
ā‚¹9,830 total
includes taxes & fees
26 Jul - 27 Jul
Quality Inn Winchester
Lobby

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 ā‚¹9,189
ā‚¹10,320 total
includes taxes & fees
19 Jul - 20 Jul
Comfort Inn Woodstock Shenandoah
Lobby

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 ā‚¹9,151
ā‚¹10,185 total
includes taxes & fees
3 Aug - 4 Aug
Microtel Inn & Suites by Wyndham Winchester
Lobby

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 ā‚¹8,922
ā‚¹9,931 total
includes taxes & fees
6 Aug - 7 Aug
Country Inn & Suites by Radisson, Winchester, VA
Free daily on-the-go breakfast

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 ā‚¹5,577
ā‚¹6,208 total
includes taxes & fees
20 Jul - 21 Jul
Days Inn by Wyndham Winchester
Lobby

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 ā‚¹6,577
ā‚¹7,255 total
includes taxes & fees
13 Jul - 14 Jul
Travelodge by Wyndham Winchester
In-room safe, desk, laptop workspace, blackout curtains

Baymont by Wyndham Front Royal Near Shenandoah National Park

Baymont by Wyndham Front Royal Near Shenandoah National Park
2.5 star property
Front Royal
6.4 out of 10, (968 reviews)
"The room was clean and the bed was comfortable. Everything is run down but it served its purpose. Ice machines and pool were functioning"
United States
Sarah
The price is ā‚¹5,834
ā‚¹6,493 total
includes taxes & fees
26 Jul - 27 Jul
Baymont by Wyndham Front Royal Near Shenandoah National Park
Exterior

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 ā‚¹7,918
ā‚¹9,098 total
includes taxes & fees
2 Aug - 3 Aug
Holiday Inn Winchester Se-Historic Gateway by IHG
Lobby

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 ā‚¹7,779
ā‚¹8,657 total
includes taxes & fees
19 Jul - 20 Jul
Ramada by Wyndham Strasburg/Shenandoah Valley
Lobby

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 streetšŸ‘"
United States
Douglas
The price is ā‚¹6,577
ā‚¹7,321 total
includes taxes & fees
13 Jul - 14 Jul
Super 8 by Wyndham Front Royal Near Shenandoah National Park
Exterior

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, (864 reviews)
" Breakfast was delicious!"
Canada
Betty
The price is ā‚¹8,274
ā‚¹9,209 total
includes taxes & fees
19 Jul - 20 Jul
Holiday Inn Express Winchester South-Stephens City by IHG
Exterior

Courtyard by Marriott Winchester

Courtyard by Marriott Winchester
3.0 star property
Winchester
9.0 out of 10, Wonderful, (1,005 reviews)
"Staff extremely helpful and nice. Good food in restaurant"
United States
Valerie
The price is ā‚¹10,200
ā‚¹11,352 total
includes taxes & fees
23 Jul - 24 Jul
Courtyard by Marriott 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.
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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

Quality Inn Winchester

Quality Inn Winchester

8/10 Good
"Very nice, love the wood ceilings. Only complaint is that the walls are pretty thin and can hear conversations in attached rooms."
Beth 1-night trip
Posted 9 hours ago
Quality Inn Winchester

More cheap stays in Middletown

APM Inn & Suites

APM Inn & Suites

1347 Berryville Ave Winchester VA
The price is ā‚¹6,195 per night from 13 Jul to 14 Jul
ā‚¹6,195
ā‚¹7,019 total
13 Jul - 14 Jul
includes taxes & fees
7/10 Good! (464 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 22Ā°C, while the coldest months are January and February, with an average of 2Ā°C. Average annual precipitation for Middletown is 1088 mm.

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