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Top hotels and accommodation in Middletown

Econo Lodge Inn & Suites

2.0 star property
5.8 out of 10, (289)
"I loved staying here!"
The price is NZ$135
includes taxes & fees
8 Oct - 9 Oct
Econo Lodge Inn & Suites

Wayside Inn

3.5 star property
9.2 out of 10, Wonderful, (407)
"Clean room and friendly staff. Air conditioning was very noisy and the inn needs some upkeep, but we would stay there again."
The price is NZ$224
includes taxes & fees
12 Oct - 13 Oct
Wayside Inn

The George Washington Hotel, A Wyndham Grand Hotel

3.5 star property
9.4 out of 10, Exceptional, (1005)
"Perfect location to visit for business or pleasure!"
The price is NZ$247
includes taxes & fees
9 Oct - 10 Oct
The George Washington Hotel, A Wyndham Grand Hotel

Holiday Inn Express Woodstock-Shenandoah Valley by IHG

2.5 star property
9.0 out of 10, Wonderful, (1002)
"Clean rooms and very good breakfast. Extensive selection. "
The price is NZ$200
includes taxes & fees
5 Oct - 6 Oct
Holiday Inn Express Woodstock-Shenandoah Valley by IHG

La Quinta Inn & Suites by Wyndham Winchester

3.0 star property
9.2 out of 10, Wonderful, (2160)
"Nicely renovated hotel with great room. "
The price is NZ$202
includes taxes & fees
2 Nov - 3 Nov
La Quinta Inn & Suites by Wyndham Winchester

Hampton Inn & Suites Woodstock, VA

2.5 star property
8.8 out of 10, Excellent, (1000)
"Loved our stay"
The price is NZ$207
includes taxes & fees
30 Oct - 31 Oct
Hampton Inn & Suites Woodstock, VA

Ramada by Wyndham Strasburg/Shenandoah Valley

2.5 star property
8.4 out of 10, Very good, (1003)
"Mexican restaurant on site was convenient after a long day of driving. "
The price is NZ$133
includes taxes & fees
2 Nov - 3 Nov
Ramada by Wyndham Strasburg/Shenandoah Valley

Candlewood Suites Winchester by IHG

2.5 star property
8.8 out of 10, Excellent, (516)
"The suites we're clean and spacious. The perfect stay for a family weekend!"
The price is NZ$174
includes taxes & fees
5 Oct - 6 Oct
Candlewood Suites Winchester by IHG

Comfort Inn Woodstock Shenandoah

2.5 star property
8.8 out of 10, Excellent, (1000)
"Good overnight stay "
The price is NZ$189
includes taxes & fees
5 Oct - 6 Oct
Comfort Inn Woodstock Shenandoah

Quality Inn Winchester

2.5 star property
9.2 out of 10, Wonderful, (1000)
"We will be staying there again"
The price is NZ$141
includes taxes & fees
2 Nov - 3 Nov
Quality Inn Winchester

Holiday Inn Winchester Se-Historic Gateway by IHG

3.0 star property
9.0 out of 10, Wonderful, (1001)
"Great hotel! "
The price is NZ$170
includes taxes & fees
2 Nov - 3 Nov
Holiday Inn Winchester Se-Historic Gateway by IHG

Travelodge by Wyndham Winchester

2.5 star property
8.6 out of 10, Excellent, (1102)
"My favorite hotel in VA, always stay there when visiting friends and family. "
The price is NZ$129
includes taxes & fees
2 Nov - 3 Nov
Travelodge by Wyndham Winchester

Baymont by Wyndham Front Royal Near Shenandoah National Park

2.5 star property
6.4 out of 10, (887)
"nice for a great stay!!"
The price is NZ$109
includes taxes & fees
2 Nov - 3 Nov
Baymont by Wyndham Front Royal Near Shenandoah National Park

Fairfield Inn & Suites by Marriott Winchester

2.5 star property
9.0 out of 10, Wonderful, (770)
"This was a very clean well run hotel and the staff was friendly and accomodating. Would definitely stay here again."
The price is NZ$173
includes taxes & fees
2 Nov - 3 Nov
Fairfield Inn & Suites by Marriott Winchester

Hampton Inn Winchester-University/Mall Area

2.5 star property
9.0 out of 10, Wonderful, (1001)
"Price, Clean!,great breakfast, attention to details and nice room, loved it!"
The price is NZ$207
includes taxes & fees
13 Oct - 14 Oct
Hampton Inn Winchester-University/Mall Area

Hilton Garden Inn Winchester

3.0 star property
8.8 out of 10, Excellent, (494)
"A great stop for our family of four on a long drive home."
The price is NZ$222
includes taxes & fees
26 Oct - 27 Oct
Hilton Garden Inn Winchester

DoubleTree by Hilton Front Royal Blue Ridge Shadows

4.0 star property
9.0 out of 10, Wonderful, (1003)
"Nice property and great location. "
The price is NZ$229
includes taxes & fees
26 Oct - 27 Oct
DoubleTree by Hilton Front Royal Blue Ridge Shadows

Holiday Inn Express Winchester South-Stephens City by IHG

2.5 star property
8.2 out of 10, Very good, (773)
"Great stay!"
The price is NZ$174
includes taxes & fees
5 Oct - 6 Oct
Holiday Inn Express Winchester South-Stephens City by IHG

Courtyard by Marriott Winchester

3.0 star property
8.8 out of 10, Excellent, (883)
" Nice hotel"
The price is NZ$200
includes taxes & fees
9 Oct - 10 Oct
Courtyard by Marriott Winchester

Spark by Hilton Winchester

3.0 star property
9.0 out of 10, Wonderful, (1002)
"Very dated. Very nice in common areas but rooms could use a renovation"
The price is NZ$176
includes taxes & fees
2 Nov - 3 Nov
Spark by Hilton Winchester
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Stay near top Middletown attractions

Wayside Theater

Wayside Theater

Get tickets for a show at Wayside Theater, a popular theatre in Middletown. Amble around this vibrant area's riverfront or experience its entertainment venues.

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.

Photo by Stephanie Sutton
Open Photo by Stephanie Sutton

Top Middletown Hotel Reviews

More cheap accommodation in Middletown

More cheap accommodation 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. See all available top hotels, or vacation rentals in Middletown.

What are some of the best holiday rentals that Middletown has to offer?

Lone Bear Cabin: Lv2 EV, WiFi, River Access, Mountain Views, fireplace, hot tub: This holiday home rental outside of Middletown is located on a river, and has a fireplace, a balcony and a BBQ to put you at ease in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. 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 Cedar Creek Battlefield Foundation and Belle Grove Plantation might be worth a visit. The picturesque setting of Cedar Creek and Belle Grove National Historical Park and Shenandoah River exemplify the area's natural beauty. A couple of additional sights to add to your itinerary are Jackson's Chase Golf Course and Wayside Theater. 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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