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Our top choices for Middletown hotels

Wayside Inn

Wayside Inn
3.5 star property
Middletown
9.2 out of 10, Wonderful, (420 reviews)
"Historic inn. "
United States
Anonymous traveller
The price is AU$133
includes taxes & fees
25 Jan - 26 Jan
Wayside Inn

Econo Lodge Inn & Suites Middletown - Winchester South

Econo Lodge Inn & Suites Middletown - Winchester South
2.0 star property
Middletown
5.8 out of 10, (300 reviews)
"I loved staying here!"
United States
Whitney
The price is AU$102
includes taxes & fees
29 Jan - 30 Jan
Econo Lodge Inn & Suites Middletown - Winchester South

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, (2,249 reviews)
"yes, room was spotless very nice place to stay"
United States
ROBERT
The price is AU$148
includes taxes & fees
25 Jan - 26 Jan
La Quinta Inn & Suites by Wyndham Winchester

Quality Inn Winchester

Quality Inn Winchester
2.5 star property
Winchester
9.2 out of 10, Wonderful, (1,000 reviews)
"Great stay, as usual"
United States
Mary
The price is AU$134
includes taxes & fees
6 Feb - 7 Feb
Quality Inn Winchester

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, (1,001 reviews)
"Clean efficient room with good front desk service. Convienence to Highway 81 and eateries."
United States
Chris
The price is AU$132
includes taxes & fees
8 Feb - 9 Feb
Country Inn & Suites by Radisson, Winchester, VA

Microtel Inn & Suites by Wyndham Winchester

Microtel Inn & Suites by Wyndham Winchester
2.5 star property
Winchester
9.2 out of 10, Wonderful, (1,439 reviews)
"Clean, spacious room with friendly staff and good breakfast..... would stay there again for sure!"
United States
Eleanor
The price is AU$132
includes taxes & fees
26 Jan - 27 Jan
Microtel Inn & Suites by Wyndham Winchester

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, (1,001 reviews)
"The staff was friendly and attentive. The room was clean. The breakfast was good, with pancakes, toast, cereal, juice, and coffee. Good location for visiting Shenandoah National Park."
United States
Teresa
The price is AU$103
includes taxes & fees
23 Jan - 24 Jan
Super 8 by Wyndham Front Royal Near Shenandoah National Park

Spark by Hilton Winchester

Spark by Hilton Winchester
3.0 star property
Winchester
9.0 out of 10, Wonderful, (1,002 reviews)
"Rooms was clean, staff friendly all in all great place to stay for price close to all we needed and cozy "
United States
Frederick
The price is AU$130
includes taxes & fees
8 Feb - 9 Feb
Spark by Hilton Winchester

Fairfield Inn & Suites by Marriott Winchester

Fairfield Inn & Suites by Marriott Winchester
2.5 star property
Winchester
9.0 out of 10, Wonderful, (815 reviews)
"We stay here a lot and it is always consistently clean and service is great. "
United States
Kim
The price is AU$150
includes taxes & fees
25 Jan - 26 Jan
Fairfield Inn & Suites by Marriott Winchester

Comfort Inn & Suites Winchester

Comfort Inn & Suites Winchester
2.5 star property
Winchester
9.4 out of 10, Exceptional, (1,098 reviews)
"We have stayed here many times on our way to Massachusetts and find it perfect every time."
United States
Patsy
The price is AU$159
includes taxes & fees
8 Feb - 9 Feb
Comfort Inn & Suites Winchester

TRU By Hilton Winchester

TRU By Hilton Winchester
2.5 star property
Winchester
9.0 out of 10, Wonderful, (789 reviews)
"Clean room, good breakfast, easy check in/out."
United States
Joseph
The price is AU$144
includes taxes & fees
26 Jan - 27 Jan
TRU By Hilton Winchester

Travelodge by Wyndham Winchester

Travelodge by Wyndham Winchester
2.5 star property
Winchester
8.6 out of 10, Excellent, (1,070 reviews)
"Hotels well Located off 81 for a nice pull Off and overnight stay. Staff is friendly and helpful and rooms comfortable and quiet. "
United States
Stefanie
The price is AU$113
includes taxes & fees
25 Jan - 26 Jan
Travelodge by Wyndham Winchester

Hampton Inn Front Royal

Hampton Inn Front Royal
2.5 star property
Front Royal
9.0 out of 10, Wonderful, (1,002 reviews)
"Very nice breakfast (eggs sausage, potatoes, ...), clean lobby, and all the staff was friendly, including Beatrix. Also we appreciated the attention to a clean and warm pool room on a very cold January. Great mexican 1 mile away at Potrillo's."
United States
kenneth
The price is AU$161
includes taxes & fees
15 Feb - 16 Feb
Hampton Inn Front Royal

SpringHill Suites by Marriott Winchester

SpringHill Suites by Marriott Winchester
2.5 star property
Winchester
9.4 out of 10, Exceptional, (799 reviews)
"Great stay!"
United States
Rene
The price is AU$173
includes taxes & fees
1 Feb - 2 Feb
SpringHill Suites by Marriott Winchester

The George Washington Hotel, A Wyndham Grand Hotel

The George Washington Hotel, A Wyndham Grand Hotel
3.5 star property
Old Town Winchester
9.4 out of 10, Exceptional, (1,004 reviews)
"Great hotel!"
United States
CHARLES
The price is AU$213
includes taxes & fees
28 Jan - 29 Jan
The George Washington Hotel, A Wyndham Grand Hotel

Ramada by Wyndham Strasburg/Shenandoah Valley

Ramada by Wyndham Strasburg/Shenandoah Valley
2.5 star property
Strasburg
8.4 out of 10, Very good, (1,000 reviews)
"Great stay everyone friendly will stay again"
United States
Mary K
The price is AU$125
includes taxes & fees
18 Feb - 19 Feb
Ramada by Wyndham Strasburg/Shenandoah Valley

Holiday Inn Winchester Se-Historic Gateway by IHG

Holiday Inn Winchester Se-Historic Gateway by IHG
3.0 star property
Winchester
9.0 out of 10, Wonderful, (1,000 reviews)
"Great stay"
United States
Lori
The price is AU$131
includes taxes & fees
1 Feb - 2 Feb
Holiday Inn Winchester Se-Historic Gateway by IHG

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, (1,000 reviews)
"Great room and staff. Nice restaurant and bar also with good prices. Very nice hotel. 5 stars"
United States
Vincent
The price is AU$160
includes taxes & fees
1 Feb - 2 Feb
DoubleTree by Hilton Front Royal Blue Ridge Shadows

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, (814 reviews)
"Clean room, nice staff, simple but good breakfast, fresh ground coffee machine was really nice. "
United States
Rose
The price is AU$120
includes taxes & fees
25 Jan - 26 Jan
Holiday Inn Express Winchester South-Stephens City by IHG

Candlewood Suites Winchester by IHG

Candlewood Suites Winchester by IHG
2.5 star property
Winchester
8.8 out of 10, Excellent, (551 reviews)
"The room was just the right temp, check in with my service dog was the most professional I’ve experienced! "
United States
Shenandoah
The price is AU$136
includes taxes & fees
20 Feb - 21 Feb
Candlewood Suites Winchester by IHG
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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.

Nana’s Irish Pub was a great and delicious stop off the main road on the way to Asheville, NC.  Super cute redesigned bank. The bank door is still in the corner and is not a closet. Highly suggested for a pit stop!
Photo by Samantha Keyes
Open Photo by Samantha Keyes

Top Middletown Hotel Reviews

Recent Reviews in Middletown

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Frequently asked questions

Where is the best place for a stay in Middletown?
Located 15 mi (24.2 km) from the heart of Middletown, Microtel Inn & Suites by Wyndham Winchester is a top choice for your stay, based on our traveller data. Two other options for your visit to the area are La Quinta Inn & Suites by Wyndham Winchester and Travelodge by Wyndham Winchester. See all available top hotels, or vacation rentals in Middletown.
What are some of the best holiday rentals that Middletown has to offer?
Cozy Lakeside Homestead: This holiday home rental outside of Middletown is located on a lake, and has a fireplace, a patio and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop. It offers a garden, a selection of games and 1 hot tub so that you can immerse yourself in your holiday. See all 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 4 hotels and other accommodation options to choose from. Find out more about Middletown.
What is there to see in Middletown?
Landmarks like Belle Grove Plantation and Cedar Creek Battlefield Foundation might be worth a visit. 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 Wayside Theater 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.

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