Middletown Hotels

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Check prices for these dates

Next weekend
5 Jun - 7 Jun
In two weeks
12 Jun - 14 Jun

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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, (308 reviews)
"Clean rooms"
United States
Robbie
The price is €68
includes taxes & fees
13 Jun - 14 Jun
Econo Lodge Inn & Suites Middletown - Winchester South
Dining

Wayside Inn

Wayside Inn
3.5 star property
Middletown
9.2 out of 10, Wonderful, (435 reviews)
"The history surrounding this place is fascinating. It was such a charming historic inn."
United States
Bethany
The price is €124
includes taxes & fees
31 May - 1 Jun
Wayside Inn
Free daily buffet breakfast

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, (2,267 reviews)
"Friendly staff, clean spacious rooms, plenty of parking and a great breakfast. We enjoyed our stay here for sure!!"
United States
Natalie
The price is €114
includes taxes & fees
10 Jun - 11 Jun
La Quinta Inn & Suites by Wyndham Winchester
Exterior

Comfort Inn & Suites Winchester

Comfort Inn & Suites Winchester
2.5 star property
Winchester
9.4 out of 10, Exceptional, (1,105 reviews)
"Neat place and excellent stay"
United States
Anoop
The price is €95
includes taxes & fees
23 Jun - 24 Jun
Comfort Inn & Suites Winchester
Lobby

Spark by Hilton Winchester

Spark by Hilton Winchester
3.0 star property
Winchester
9.0 out of 10, Wonderful, (1,016 reviews)
"nice little stay"
United States
nadawa
The price is €87
includes taxes & fees
22 Jun - 23 Jun
Spark by Hilton 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, (1,457 reviews)
"This was my first stay at a Microtel and i was very impressed wirh the design and how well sound was controlled. I'll definitely stay again. "
United States
Carol
The price is €89
includes taxes & fees
30 Jun - 1 Jul
Microtel Inn & Suites by Wyndham Winchester
Studio, 1 King Bed, Non Smoking, Refrigerator & Microwave (Wet bar)

Hampton Inn Winchester N/Conference Center, VA

Hampton Inn Winchester N/Conference Center, VA
2.5 star property
Winchester
9.2 out of 10, Wonderful, (895 reviews)
"Location was excellent"
United States
Jennie
The price is €104
includes taxes & fees
7 Jun - 8 Jun
Hampton Inn Winchester N/Conference Center, VA
Snack bar

TRU By Hilton Winchester

TRU By Hilton Winchester
2.5 star property
Winchester
9.0 out of 10, Wonderful, (897 reviews)
"We had a great stay."
United States
Sandra
The price is €101
includes taxes & fees
30 Jun - 1 Jul
TRU By Hilton 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, (868 reviews)
"The room was clean and the breakfast was very good."
United States
Don
The price is €86
includes taxes & fees
14 Jun - 15 Jun
Fairfield Inn & Suites by Marriott Winchester
Lobby

Travelodge by Wyndham Winchester

Travelodge by Wyndham Winchester
2.5 star property
Winchester
8.6 out of 10, Excellent, (1,048 reviews)
"Nice place to sleep, clean rooms and big parking space."
United States
Socrates
The price is €71
includes taxes & fees
2 Jun - 3 Jun
Travelodge by Wyndham Winchester
Free daily on-the-go breakfast

Days Inn by Wyndham Winchester

Days Inn by Wyndham Winchester
2.0 star property
Winchester
6.6 out of 10, (524 reviews)
"Breakfast was a bagel and cereal. "
United States
joe
The price is €69
includes taxes & fees
9 Jun - 10 Jun
Days Inn by Wyndham Winchester
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, (1,003 reviews)
"Location is right across the road from Spelunker's, the best casual restaurant in Virginia."
United States
Rachel
The price is €66
includes taxes & fees
1 Jun - 2 Jun
Super 8 by Wyndham Front Royal Near Shenandoah National Park
Reception

TownePlace Suites by Marriott Winchester

TownePlace Suites by Marriott Winchester
3.0 star property
Winchester
8.8 out of 10, Excellent, (501 reviews)
"Nice stay.. but the large mirror in front of the toilet freaked me out "
United States
Jennifer
The price is €106
includes taxes & fees
1 Jun - 2 Jun
TownePlace Suites by Marriott Winchester
Exterior

Quality Inn Winchester

Quality Inn Winchester
2.5 star property
Winchester
9.4 out of 10, Exceptional, (1,002 reviews)
"Breakfast was great and we love that they let us bring small dogs"
United States
Claire VanWinkle
The price is €86
includes taxes & fees
7 Jun - 8 Jun
Quality Inn Winchester
Exterior

Courtyard by Marriott Winchester

Courtyard by Marriott Winchester
3.0 star property
Winchester
9.0 out of 10, Wonderful, (987 reviews)
"Beautiful hotel!"
United States
David
The price is €100
includes taxes & fees
15 Jun - 16 Jun
Courtyard by Marriott Winchester
Lobby

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, (1,000 reviews)
"Staff are so nice and everything was good"
United States
Osama
The price is €87
includes taxes & fees
21 Jun - 22 Jun
Country Inn & Suites by Radisson, Winchester, VA
Indoor pool

Hampton Inn Front Royal

Hampton Inn Front Royal
2.5 star property
Front Royal
9.0 out of 10, Wonderful, (1,000 reviews)
"Wonderful hotel and stay. Would recommend to anyone."
United States
Ashley
The price is €122
includes taxes & fees
7 Jun - 8 Jun
Hampton Inn Front Royal
Pool

APM Inn & Suites

APM Inn & Suites
2.0 star property
Winchester
7.0 out of 10, Good, (452 reviews)
"Good place"
United States
Orlando
The price is €76
includes taxes & fees
5 Jun - 6 Jun
APM Inn & Suites
Exterior

SpringHill Suites by Marriott Winchester

SpringHill Suites by Marriott Winchester
2.5 star property
Winchester
9.4 out of 10, Exceptional, (855 reviews)
"Great visit! "
United States
Susan
The price is €106
includes taxes & fees
14 Jun - 15 Jun
SpringHill Suites by Marriott Winchester
Exterior

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, (1,002 reviews)
"Good for an overnight stay on our way up north."
United States
Cherilyn
The price is €89
includes taxes & fees
21 Jun - 22 Jun
Holiday Inn Winchester Se-Historic Gateway by IHG
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

4.2/5 (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
Photo by Stephanie Sutton
Open Photo by Stephanie Sutton

Top Middletown Hotel Reviews

Courtyard by Marriott Winchester

Courtyard by Marriott Winchester

10/10 Excellent
"I will go there again and again and again"
Cathylee 1-night trip
Posted 5 hours ago
Courtyard by Marriott Winchester

More cheap stays in Middletown

Travelodge by Wyndham Winchester

Travelodge by Wyndham Winchester

160 Front Royal Pike Winchester VA
The price is €71 per night from 2 Jun to 3 Jun
€71
2 Jun - 3 Jun
includes taxes & fees
8.6/10 Excellent! (1,048 reviews)

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. Two other options for your visit to the area are Spark by Hilton Winchester and TRU By Hilton Winchester. See all available top hotels, or vacation rentals in Middletown.
What are some of the best holiday rentals that Middletown has to offer?
Charming 1800s Farmhouse on 47 Acres — Riverfront w/Views, Hot Tub, Pet-Friendly: 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 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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