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Middletown Hotels

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3 Sept - 4 Sept
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4 Sept - 5 Sept
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5 Sept - 7 Sept
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12 Sept - 14 Sept

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Top 10 trending Middletown hotels

Econo Lodge Inn & Suites
Breakfast area

Econo Lodge Inn & Suites

2.0 star property
5.8 out of 10, (287)
"I loved staying here!"
The price is €64
includes taxes & fees
9 Sept - 10 Sept
Econo Lodge Inn & Suites
Wayside Inn
Bar (on property)

Wayside Inn

3.5 star property
9.2 out of 10, Wonderful, (404)
"Rooms and property were beautiful. Wish they provided garbage cans and ash trays for outdoor seating. "
The price is €98
includes taxes & fees
15 Sept - 16 Sept
Wayside Inn
The George Washington Hotel, A Wyndham Grand Hotel
2 restaurants, breakfast, lunch, dinner served; American cuisine

The George Washington Hotel, A Wyndham Grand Hotel

3.5 star property
9.4 out of 10, Exceptional, (1006)
"Wonderful stay! "
The price is €123
includes taxes & fees
21 Sept - 22 Sept
The George Washington Hotel, A Wyndham Grand Hotel
Holiday Inn Express Woodstock-Shenandoah Valley by IHG
Exterior

Holiday Inn Express Woodstock-Shenandoah Valley by IHG

2.5 star property
9.0 out of 10, Wonderful, (1001)
"Great stay"
The price is €100
includes taxes & fees
7 Sept - 8 Sept
Holiday Inn Express Woodstock-Shenandoah Valley by IHG
La Quinta Inn & Suites by Wyndham Winchester
Exterior

La Quinta Inn & Suites by Wyndham Winchester

3.0 star property
9.2 out of 10, Wonderful, (2135)
"One of our fave places to stay when we visit Winchester. "
The price is €95
includes taxes & fees
11 Sept - 12 Sept
La Quinta Inn & Suites by Wyndham Winchester
Holiday Inn Winchester Se-Historic Gateway by IHG
Exterior

Holiday Inn Winchester Se-Historic Gateway by IHG

3.0 star property
9.0 out of 10, Wonderful, (1003)
"The hotel was very clean and staff were pleasant."
The price is €84
includes taxes & fees
15 Sept - 16 Sept
Holiday Inn Winchester Se-Historic Gateway by IHG
Candlewood Suites Winchester by IHG
Suite, 1 Bedroom

Candlewood Suites Winchester by IHG

2.5 star property
8.8 out of 10, Excellent, (501)
"The suites we're clean and spacious. The perfect stay for a family weekend!"
The price is €90
includes taxes & fees
13 Sept - 14 Sept
Candlewood Suites Winchester by IHG
Ramada by Wyndham Strasburg/Shenandoah Valley
Lift

Ramada by Wyndham Strasburg/Shenandoah Valley

2.5 star property
8.2 out of 10, Very good, (1000)
"Great for an overnight stay on our way to the Smokey Mountains. Staff was great and very accommodating "
The price is €68
includes taxes & fees
9 Sept - 10 Sept
Ramada by Wyndham Strasburg/Shenandoah Valley
Hampton Inn & Suites Woodstock, VA
Exterior

Hampton Inn & Suites Woodstock, VA

2.5 star property
8.8 out of 10, Excellent, (1001)
"We just stayed one night but it was clean, breakfast was good, staff was lovely especially front desk who sent us to a great place to eat right in Woodstock. Would definitely stay again "
The price is €95
includes taxes & fees
15 Sept - 16 Sept
Hampton Inn & Suites Woodstock, VA
Quality Inn Winchester
Exterior

Quality Inn Winchester

2.5 star property
9.2 out of 10, Wonderful, (1001)
"Great place , great front desk staff, super clean & very quiet"
The price is €71
includes taxes & fees
21 Sept - 22 Sept
Quality Inn Winchester
Comfort Inn Woodstock Shenandoah
Lobby

Comfort Inn Woodstock Shenandoah

2.5 star property
8.8 out of 10, Excellent, (1001)
"Good place to stay."
The price is €98
includes taxes & fees
14 Sept - 15 Sept
Comfort Inn Woodstock Shenandoah
Baymont by Wyndham Front Royal Near Shenandoah National Park
Property entrance

Baymont by Wyndham Front Royal Near Shenandoah National Park

2.5 star property
6.4 out of 10, (873)
"nice for a great stay!!"
The price is €54
includes taxes & fees
24 Sept - 25 Sept
Baymont by Wyndham Front Royal Near Shenandoah National Park
Fairfield Inn & Suites by Marriott Winchester
Exterior

Fairfield Inn & Suites by Marriott Winchester

2.5 star property
9.0 out of 10, Wonderful, (757)
"Clean and comfortable room, wonderful breakfast, pleasant personnel"
The price is €90
includes taxes & fees
15 Sept - 16 Sept
Fairfield Inn & Suites by Marriott Winchester
DoubleTree by Hilton Front Royal Blue Ridge Shadows
Bar (on property)

DoubleTree by Hilton Front Royal Blue Ridge Shadows

4.0 star property
9.0 out of 10, Wonderful, (1000)
"Fantastic stay, thanks!"
The price is €98
includes taxes & fees
14 Sept - 15 Sept
DoubleTree by Hilton Front Royal Blue Ridge Shadows
Travelodge by Wyndham Winchester
In-room safe, desk, iron/ironing board, free cots/infant beds

Travelodge by Wyndham Winchester

2.5 star property
8.4 out of 10, Very good, (1091)
"My favorite hotel in VA, always stay there when visiting friends and family. "
The price is €64
includes taxes & fees
15 Sept - 16 Sept
Travelodge by Wyndham Winchester
Courtyard by Marriott Winchester
Restaurant

Courtyard by Marriott Winchester

3.0 star property
8.8 out of 10, Excellent, (869)
"Nice rooms, staff was friendly "
The price is €99
includes taxes & fees
11 Sept - 12 Sept
Courtyard by Marriott Winchester
Hilton Garden Inn Winchester
Indoor pool

Hilton Garden Inn Winchester

3.0 star property
8.8 out of 10, Excellent, (490)
"Having the restaurant on site is so convenient!"
The price is €106
includes taxes & fees
14 Sept - 15 Sept
Hilton Garden Inn Winchester
Holiday Inn Express Winchester South-Stephens City by IHG
Exterior

Holiday Inn Express Winchester South-Stephens City by IHG

2.5 star property
8.2 out of 10, Very good, (769)
"Great stay!"
The price is €85
includes taxes & fees
12 Sept - 13 Sept
Holiday Inn Express Winchester South-Stephens City by IHG
Spark by Hilton Winchester
Lobby

Spark by Hilton Winchester

3.0 star property
9.0 out of 10, Wonderful, (1002)
"Front desk person was very helpful"
The price is €90
includes taxes & fees
21 Sept - 22 Sept
Spark by Hilton Winchester
Hampton Inn Front Royal
Lobby

Hampton Inn Front Royal

2.5 star property
9.0 out of 10, Wonderful, (1002)
"Great stay"
The price is €108
includes taxes & fees
14 Sept - 15 Sept
Hampton Inn Front Royal
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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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
Photo by Stephanie Sutton
Open Photo by Stephanie Sutton

Top Middletown Hotel Reviews

More cheap stays in Middletown

More cheap stays in Middletown

Ramada by Wyndham Strasburg/Shenandoah Valley

Ramada by Wyndham Strasburg/Shenandoah Valley

21 Signal Knob Dr, GPS: 35 Brandy court, Strasburg, VA
The price is €68 per night from 9 Sept to 10 Sept
€68
9 Sept - 10 Sept
includes taxes & fees

Explore a world of travel with Expedia

Explore a world of travel with Expedia

Frequently asked questions

Where is the best place for a stay in Middletown?

Based on our traveller data, Wayside Inn is one of the top choices for your stay. This hotel offers free parking and free WiFi. Econo Lodge Inn & Suites is another good choice for your stay. See all available top hotels, or vacation rentals in Middletown.

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

Secluded Mountain Home Features Breathtaking Valley Views and 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.