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Middletown Hotels

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Check prices for these dates

Tonight
23 Aug - 24 Aug
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24 Aug - 25 Aug
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29 Aug - 31 Aug
In two weeks
5 Sept - 7 Sept

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Top 10 trending Middletown hotels

Our top choices for Middletown hotels

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
Country Inn & Suites by Radisson, Winchester, VA
Lobby

Country Inn & Suites by Radisson, Winchester, VA

3.0 star property
8.8 out of 10, Excellent, (1002)
"Great place to stay!"
The price is €88
includes taxes & fees
2 Sept - 3 Sept
Country Inn & Suites by Radisson, Winchester, VA
TownePlace Suites by Marriott Winchester
In-room safe, desk, iron/ironing board, bed sheets

TownePlace Suites by Marriott Winchester

3.0 star property
8.8 out of 10, Excellent, (453)
"Ten outta ten would stay here again and again and again! Plenty of eatery options nearby, great staff and super quiet! Clean and fun! Had an awesome time!"
The price is €99
includes taxes & fees
24 Aug - 25 Aug
TownePlace Suites by Marriott Winchester
Wayside Inn
Bar (on property)

Wayside Inn

3.5 star property
9.2 out of 10, Wonderful, (403)
"Rooms and property were beautiful. Wish they provided garbage cans and ash trays for outdoor seating. "
The price is €98
includes taxes & fees
24 Aug - 25 Aug
Wayside Inn
Econo Lodge Inn & Suites
Breakfast area

Econo Lodge Inn & Suites

2.0 star property
5.6 out of 10, (285)
"Great place to sleep and its was very quiet. "
The price is €64
includes taxes & fees
23 Sept - 24 Sept
Econo Lodge Inn & Suites
Hampton Inn Winchester N/Conference Center, VA
Snack bar

Hampton Inn Winchester N/Conference Center, VA

2.5 star property
9.2 out of 10, Wonderful, (795)
"A good solid Hampton inn, close to historic downtown with lots of restaurants and bars."
The price is €99
includes taxes & fees
1 Sept - 2 Sept
Hampton Inn Winchester N/Conference Center, VA
Hampton Inn Winchester-University/Mall Area
Porch

Hampton Inn Winchester-University/Mall Area

2.5 star property
9.0 out of 10, Wonderful, (1001)
"Very comfortable bed and room temperature was perfect."
The price is €107
includes taxes & fees
31 Aug - 1 Sept
Hampton Inn Winchester-University/Mall Area
Fairfield Inn & Suites by Marriott Winchester
Exterior

Fairfield Inn & Suites by Marriott Winchester

2.5 star property
9.0 out of 10, Wonderful, (753)
"Clean and comfortable room, wonderful breakfast, pleasant personnel"
The price is €90
includes taxes & fees
21 Sept - 22 Sept
Fairfield Inn & Suites by Marriott Winchester
Relax Inn Motel
Front of property – evening/night

Relax Inn Motel

2.0 star property
8.2 out of 10, Very good, (239)
"Clean, quiet and convenient. Check in process was quick and easy, with the very friendly and helpful staff. I would absolutely stay here again."
The price is €59
includes taxes & fees
3 Sept - 4 Sept
Relax Inn Motel
Super 8 by Wyndham Front Royal
Lobby

Super 8 by Wyndham Front Royal

2.0 star property
7.4 out of 10, Good, (1000)
"We have stayed here many of times love it!"
The price is €52
includes taxes & fees
3 Sept - 4 Sept
Super 8 by Wyndham Front Royal
Comfort Inn & Suites Winchester
Exterior

Comfort Inn & Suites Winchester

2.5 star property
9.4 out of 10, Exceptional, (1001)
"staff was amazing and room was great "
The price is €90
includes taxes & fees
21 Sept - 22 Sept
Comfort Inn & Suites 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, (1004)
"Great location,the hotel was very nice and the breakfast was great."
The price is €79
includes taxes & fees
31 Aug - 1 Sept
Holiday Inn Winchester Se-Historic Gateway by IHG
Courtyard by Marriott Winchester
Restaurant

Courtyard by Marriott Winchester

3.0 star property
8.8 out of 10, Excellent, (862)
"Nice rooms, staff was friendly "
The price is €99
includes taxes & fees
2 Sept - 3 Sept
Courtyard by Marriott Winchester
TRU By Hilton Winchester
Snack bar

TRU By Hilton Winchester

2.5 star property
9.0 out of 10, Wonderful, (698)
"It was a new clean property! Very comfortable beds and a large bathroom "
The price is €86
includes taxes & fees
1 Sept - 2 Sept
TRU By Hilton Winchester
SpringHill Suites by Marriott Winchester
1 bedroom, pillow-top beds, desk, laptop workspace

SpringHill Suites by Marriott Winchester

2.5 star property
9.4 out of 10, Exceptional, (697)
"The hotel was clean, staff was great and breakfast was great."
The price is €109
includes taxes & fees
1 Sept - 2 Sept
SpringHill Suites by Marriott Winchester
Quality Inn Stephens City - Winchester South
Free daily continental breakfast

Quality Inn Stephens City - Winchester South

2.5 star property
8.0 out of 10, Very good, (600)
"Great stay!"
The price is €67
includes taxes & fees
15 Sept - 16 Sept
Quality Inn Stephens City - Winchester South
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, (1085)
"Good location great value friendly staff"
The price is €65
includes taxes & fees
24 Aug - 25 Aug
Travelodge by Wyndham Winchester
Motel 6 Winchester, VA
Coffee service

Motel 6 Winchester, VA

2.0 star property
8.2 out of 10, Very good, (1000)
"Friendly staff, spotless rooms, safe property and location. Great place for those traveling with pets."
The price is €55
includes taxes & fees
26 Aug - 27 Aug
Motel 6 Winchester, VA
Spark by Hilton Winchester
Lobby

Spark by Hilton Winchester

3.0 star property
9.0 out of 10, Wonderful, (1004)
"Front desk person was very helpful"
The price is €85
includes taxes & fees
21 Sept - 22 Sept
Spark by Hilton Winchester
Microtel Inn & Suites by Wyndham Winchester
Lobby

Microtel Inn & Suites by Wyndham Winchester

2.5 star property
9.2 out of 10, Wonderful, (1320)
"Great place"
The price is €74
includes taxes & fees
15 Sept - 16 Sept
Microtel Inn & Suites by Wyndham Winchester
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

The George Washington Hotel, A Wyndham Grand Hotel

The George Washington Hotel, A Wyndham Grand Hotel

10/10 Excellent
"An old, historic hotel in excellent condition. The staff was on point, and the rooms were clean and comfortable. Highly recommend. "
Mark 1-night trip
Posted 15 hours ago
The George Washington Hotel, A Wyndham Grand Hotel

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?

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.