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Middletown Hotels

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Check prices for these dates

This weekend
17 Jul - 19 Jul
Next weekend
24 Jul - 26 Jul

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Our top choices for Middletown hotels

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 €66
includes taxes & fees
26 Jul - 27 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, (442 reviews)
"Nice historic place"
United States
Donna
The price is €126
includes taxes & fees
19 Jul - 20 Jul
Wayside Inn
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 street👍"
United States
Douglas
The price is €67
includes taxes & fees
16 Jul - 17 Jul
Super 8 by Wyndham Front Royal Near Shenandoah National Park
Lobby

Spark by Hilton Winchester

Spark by Hilton Winchester
3.0 star property
Winchester
9.0 out of 10, Wonderful, (1,001 reviews)
"Excellent hotel, very clean, nice beds."
United States
Sarat
The price is €70
includes taxes & fees
30 Jul - 31 Jul
Spark by Hilton 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, (971 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 €60
includes taxes & fees
4 Aug - 5 Aug
Baymont by Wyndham Front Royal Near Shenandoah National Park
Porch

Relax Inn Motel

Relax Inn Motel
2.0 star property
Front Royal
8.4 out of 10, Very good, (285 reviews)
"The owners/managers are delightful. The room was very nice with excellent bedding. I look forward to staying there again "
United States
Sarah
The price is €66
includes taxes & fees
16 Jul - 17 Jul
Relax Inn Motel
Exterior

Quality Inn Winchester

Quality Inn Winchester
2.5 star property
Winchester
9.4 out of 10, Exceptional, (1,000 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 €90
includes taxes & fees
22 Jul - 23 Jul
Quality Inn Winchester
Lobby

Travelodge by Wyndham Winchester

Travelodge by Wyndham Winchester
2.5 star property
Winchester
8.6 out of 10, Excellent, (1,066 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 €67
includes taxes & fees
16 Jul - 17 Jul
Travelodge by Wyndham Winchester
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, (1,001 reviews)
"Clean room, breakfast was ok, staff is helpful,"
United States
Viorika
The price is €79
includes taxes & fees
27 Jul - 28 Jul
Ramada by Wyndham Strasburg/Shenandoah Valley
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, (869 reviews)
"Very nice good breakfast too!"
United States
Steven
The price is €79
includes taxes & fees
26 Jul - 27 Jul
Holiday Inn Express Winchester South-Stephens City by IHG
Studio Suite, 1 Bedroom

Candlewood Suites Winchester by IHG

Candlewood Suites Winchester by IHG
2.5 star property
Winchester
8.8 out of 10, Excellent, (607 reviews)
"Staff was very helpful & friendly. Room was above expectations. Would stay there again."
United States
Marian
The price is €76
includes taxes & fees
7 Aug - 8 Aug
Candlewood Suites Winchester by IHG
Lobby

Comfort Inn Woodstock Shenandoah

Comfort Inn Woodstock Shenandoah
2.5 star property
Woodstock
8.8 out of 10, Excellent, (1,000 reviews)
"Always a great stay."
United States
Kenneth
The price is €100
includes taxes & fees
26 Jul - 27 Jul
Comfort Inn Woodstock Shenandoah
Snack bar

TRU By Hilton Winchester

TRU By Hilton Winchester
2.5 star property
Winchester
9.2 out of 10, Wonderful, (1,035 reviews)
"Great location and pleasant stay."
United States
Kelly
The price is €89
includes taxes & fees
26 Jul - 27 Jul
TRU By Hilton Winchester
Indoor pool

Hampton Inn Front Royal

Hampton Inn Front Royal
2.5 star property
Front Royal
9.0 out of 10, Wonderful, (1,009 reviews)
"I only stayed overnight as I was traveling from SC to Buffalo, this by far is one of the cleanest hotels I’ve stayed in."
United States
Widad
The price is €127
includes taxes & fees
26 Jul - 27 Jul
Hampton Inn Front Royal
Exterior

Comfort Inn & Suites Winchester

Comfort Inn & Suites Winchester
2.5 star property
Winchester
9.4 out of 10, Exceptional, (1,138 reviews)
"Great value, handy location, pet friendly."
United States
Patrick
The price is €99
includes taxes & fees
5 Aug - 6 Aug
Comfort Inn & Suites Winchester
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, (1,001 reviews)
"Very clean and nicely decorated property"
United States
shayla
The price is €84
includes taxes & fees
2 Aug - 3 Aug
Holiday Inn Winchester Se-Historic Gateway by IHG
Room, 2 Double Beds, Smoking

Days Inn by Wyndham Winchester

Days Inn by Wyndham Winchester
2.0 star property
Winchester
6.6 out of 10, (539 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 €57
includes taxes & fees
20 Jul - 21 Jul
Days Inn by Wyndham Winchester
Lobby

Microtel Inn & Suites by Wyndham Winchester

Microtel Inn & Suites by Wyndham Winchester
2.5 star property
Winchester
9.2 out of 10, Wonderful, (1,449 reviews)
"Pleasant stay!"
Canada
Angele
The price is €94
includes taxes & fees
2 Aug - 3 Aug
Microtel Inn & Suites by Wyndham 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, (890 reviews)
"nice place to stay would recommend for others. very nice breakfast"
United States
Michael
The price is €90
includes taxes & fees
29 Jul - 30 Jul
Fairfield Inn & Suites by Marriott Winchester
Bar (on property)

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, (1,002 reviews)
"Clean room, great location, friendly staff"
United States
Kristen
The price is €121
includes taxes & fees
6 Aug - 7 Aug
The George Washington Hotel, A Wyndham Grand Hotel
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

Spark by Hilton Winchester

Spark by Hilton Winchester

8/10 Good
"My husband and I stay at many hotels. We thought that since this was a Hilton product that it would be above the norm, but it was only average. The continental breakfast with below average. Of all the beverages that were there, water wasn’t among them. We don’t plan on staying at another Spark in the future."
Paula 1-night trip
Posted 3 hours ago
Spark by Hilton Winchester

More cheap stays in Middletown

Econo Lodge Inn & Suites Middletown - Winchester South

Econo Lodge Inn & Suites Middletown - Winchester South

91 Reliance Road Middletown VA
The price is €66 per night from 26 Jul to 27 Jul
€66
26 Jul - 27 Jul
includes taxes & fees
5.8/10 (325 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.
What are some of the best holiday rentals that Middletown has to offer?
Secluded River Cabin Getaway (Masten Cabin): This holiday home rental outside of Middletown is located in the mountains, and has a fireplace, a patio and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop and a microwave. 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 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 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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