Photo by Samantha Keyes

Middletown Hotels from S$88

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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, (419)
"Historic inn. "
United States
Anonymous traveller
The price is S$115
includes taxes & fees
7 Jan - 8 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, (299)
"I loved staying here!"
United States
Whitney
The price is S$88
includes taxes & fees
13 Jan - 14 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, (2247)
"Staff is very pleasant and personable. "
United States
Julie
The price is S$138
includes taxes & fees
12 Jan - 13 Jan
La Quinta Inn & Suites by Wyndham Winchester

Ramada by Wyndham Strasburg/Shenandoah Valley

Ramada by Wyndham Strasburg/Shenandoah Valley
2.5 star property
Strasburg
8.4 out of 10, Very good, (1000)
"Staff was friendly, rooms were clean and area was nice"
United States
Meghan
The price is S$104
includes taxes & fees
13 Jan - 14 Jan
Ramada by Wyndham Strasburg/Shenandoah Valley

TRU By Hilton Winchester

TRU By Hilton Winchester
2.5 star property
Winchester
9.0 out of 10, Wonderful, (784)
"Clean room, good breakfast, easy check in/out."
United States
Joseph
The price is S$103
includes taxes & fees
26 Jan - 27 Jan
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, (1426)
"Clean room and bathroom, friendly staff, helpful."
United States
Thomas
The price is S$111
includes taxes & fees
18 Jan - 19 Jan
Microtel Inn & Suites by Wyndham Winchester

Comfort Inn & Suites Winchester

Comfort Inn & Suites Winchester
2.5 star property
Winchester
9.4 out of 10, Exceptional, (1101)
"We have stayed here many times on our way to Massachusetts and find it perfect every time."
United States
Patsy
The price is S$135
includes taxes & fees
25 Jan - 26 Jan
Comfort Inn & Suites Winchester

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, (1003)
"Clean rooms and property. Staff was amazing. Hot tub and pool area were great and clean. Very comfortable stay. Only issue was shower was very slow to drain but confident staff will fix it for next"
United States
Edward
The price is S$138
includes taxes & fees
18 Jan - 19 Jan
DoubleTree by Hilton Front Royal Blue Ridge Shadows

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, (1007)
"Clean efficient room with good front desk service. Convienence to Highway 81 and eateries."
United States
Chris
The price is S$116
includes taxes & fees
25 Jan - 26 Jan
Country Inn & Suites by Radisson, Winchester, VA

SpringHill Suites by Marriott Winchester

SpringHill Suites by Marriott Winchester
2.5 star property
Winchester
9.4 out of 10, Exceptional, (793)
"Great stay!"
United States
Rene
The price is S$149
includes taxes & fees
18 Jan - 19 Jan
SpringHill Suites by Marriott Winchester

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, (1001)
"Great room cozy bed fabulous restaurant great staff on property"
United States
joyce
The price is S$119
includes taxes & fees
25 Jan - 26 Jan
Holiday Inn Winchester Se-Historic Gateway by IHG

Spark by Hilton Winchester

Spark by Hilton Winchester
3.0 star property
Winchester
9.0 out of 10, Wonderful, (1001)
"Enjoyable stay! Courteous staff. Great location central to everything. "
United States
Octavia
The price is S$112
includes taxes & fees
25 Jan - 26 Jan
Spark by Hilton 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, (1004)
"Great hotel!"
United States
CHARLES
The price is S$184
includes taxes & fees
14 Jan - 15 Jan
The George Washington Hotel, A Wyndham Grand Hotel

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, (1001)
"Good condition "
United States
Phillip
The price is S$89
includes taxes & fees
7 Jan - 8 Jan
Super 8 by Wyndham Front Royal Near Shenandoah National Park

Fairfield Inn & Suites by Marriott Winchester

Fairfield Inn & Suites by Marriott Winchester
2.5 star property
Winchester
9.0 out of 10, Wonderful, (810)
"We stay here a lot and it is always consistently clean and service is great. "
United States
Kim
The price is S$126
includes taxes & fees
8 Jan - 9 Jan
Fairfield Inn & Suites by Marriott Winchester

Hampton Inn Front Royal

Hampton Inn Front Royal
2.5 star property
Front Royal
9.0 out of 10, Wonderful, (1005)
"Room was spotless, place was quiet and our welcome at the desk was perfect"
United States
Merrill
The price is S$139
includes taxes & fees
13 Jan - 14 Jan
Hampton Inn Front Royal

Sleep Inn & Suites Winchester near University

Sleep Inn & Suites Winchester near University
2.5 star property
Winchester
7.8 out of 10, Good, (1007)
"great stay with breakfast too"
United States
James
The price is S$107
includes taxes & fees
26 Jan - 27 Jan
Sleep Inn & Suites Winchester near University

Travelodge by Wyndham Winchester

Travelodge by Wyndham Winchester
2.5 star property
Winchester
8.6 out of 10, Excellent, (1084)
"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 S$95
includes taxes & fees
1 Feb - 2 Feb
Travelodge by Wyndham Winchester

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, (810)
"Clean room, nice staff, simple but good breakfast, fresh ground coffee machine was really nice. "
United States
Rose
The price is S$103
includes taxes & fees
12 Jan - 13 Jan
Holiday Inn Express Winchester South-Stephens City by IHG

Quality Inn Winchester

Quality Inn Winchester
2.5 star property
Winchester
9.2 out of 10, Wonderful, (1007)
"Great stay, as usual"
United States
Mary
The price is S$108
includes taxes & fees
18 Jan - 19 Jan
Quality Inn Winchester
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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

More cheap stays in Middletown

Frequently asked questions

Where is the best place for a stay in Middletown?
Wayside Inn is a favourite with Expedia customers. This hotel offers free parking and free WiFi. Another top choice for your trip based on traveller reviews is Econo Lodge Inn & Suites Middletown - Winchester South. 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 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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