Find hotels in Middletown, VA from ￥11,393

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May 29 - May 31
In two weeks
Jun 5 - Jun 7

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Our top choices for Middletown hotels

Dining

Wayside Inn

Wayside Inn
3.5 star property
Middletown
9.2 out of 10, Wonderful, (433 reviews)
"The history surrounding this place is fascinating. It was such a charming historic inn."
United States
Bethany
The price is ￥19,340
￥22,923 total
includes taxes & fees
May 25 - May 26
Wayside Inn
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 ￥10,831
￥11,947 total
includes taxes & fees
May 31 - Jun 1
Econo Lodge Inn & Suites Middletown - Winchester South
Lobby

Spark by Hilton Winchester

Spark by Hilton Winchester
3.0 star property
Winchester
9.0 out of 10, Wonderful, (1,009 reviews)
"Great location, clean rooms and friendly staff."
United States
Daniel
The price is ￥12,057
￥13,661 total
includes taxes & fees
Jun 21 - Jun 22
Spark by Hilton Winchester
Exterior

Quality Inn Winchester

Quality Inn Winchester
2.5 star property
Winchester
9.4 out of 10, Exceptional, (1,003 reviews)
"Breakfast was great and we love that they let us bring small dogs"
United States
Claire VanWinkle
The price is ￥14,275
￥15,531 total
includes taxes & fees
May 31 - Jun 1
Quality Inn 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, (1,001 reviews)
"Location is right across the road from Spelunker's, the best casual restaurant in Virginia."
United States
Rachel
The price is ￥11,620
￥12,933 total
includes taxes & fees
May 26 - May 27
Super 8 by Wyndham Front Royal Near Shenandoah National Park
Snack bar

TRU By Hilton Winchester

TRU By Hilton Winchester
2.5 star property
Winchester
9.0 out of 10, Wonderful, (883 reviews)
"We had a great stay."
United States
Sandra
The price is ￥16,969
￥18,463 total
includes taxes & fees
Jun 4 - Jun 5
TRU By Hilton 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 ￥16,501
￥17,953 total
includes taxes & fees
Jun 14 - Jun 15
Comfort Inn & Suites 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, (860 reviews)
"great rooms!"
United States
Justine Patrick E.F.
The price is ￥14,748
￥16,046 total
includes taxes & fees
Jun 7 - Jun 8
Fairfield Inn & Suites by Marriott Winchester
Porch

Relax Inn Motel

Relax Inn Motel
2.0 star property
Front Royal
8.2 out of 10, Very Good, (275 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 ￥10,347
￥11,517 total
includes taxes & fees
May 25 - May 26
Relax Inn Motel
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, (1,002 reviews)
"Staff are so nice and everything was good"
United States
Osama
The price is ￥14,899
￥16,211 total
includes taxes & fees
Jun 15 - Jun 16
Country Inn & Suites by Radisson, Winchester, VA
Fitness facility

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, (894 reviews)
"Location was excellent"
United States
Jennie
The price is ￥17,099
￥19,374 total
includes taxes & fees
May 31 - Jun 1
Hampton Inn Winchester N/Conference Center, VA
Lobby

Travelodge by Wyndham Winchester

Travelodge by Wyndham Winchester
2.5 star property
Winchester
8.6 out of 10, Excellent, (1,053 reviews)
"always a great stay here... and walking distance from Shenandoah University."
United States
Faith
The price is ￥11,461
￥12,470 total
includes taxes & fees
May 25 - May 26
Travelodge by Wyndham Winchester
Exterior

SpringHill Suites by Marriott Winchester

SpringHill Suites by Marriott Winchester
2.5 star property
Winchester
9.4 out of 10, Exceptional, (853 reviews)
"Great visit! "
United States
Susan
The price is ￥18,070
￥19,661 total
includes taxes & fees
May 31 - Jun 1
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, (1,001 reviews)
"Good for an overnight stay on our way up north."
United States
Cherilyn
The price is ￥16,714
￥18,664 total
includes taxes & fees
Jun 14 - Jun 15
Holiday Inn Winchester Se-Historic Gateway by IHG
Lobby

Microtel Inn & Suites by Wyndham Winchester

Microtel Inn & Suites by Wyndham Winchester
2.5 star property
Winchester
9.2 out of 10, Wonderful, (1,461 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 ￥13,880
￥15,102 total
includes taxes & fees
May 26 - May 27
Microtel Inn & Suites by Wyndham Winchester
Lobby

Motel 6 Front Royal, VA

Motel 6 Front Royal, VA
2.0 star property
Front Royal
7.0 out of 10, Good, (516 reviews)
"Good location, good value, helpful staff. Would use the facility again"
United States
Robert
The price is ￥9,549
￥10,628 total
includes taxes & fees
May 31 - Jun 1
Motel 6 Front Royal, VA
Reception

Home2 Suites By Hilton Winchester

Home2 Suites By Hilton Winchester
3.0 star property
Winchester
8.0 out of 10, Very Good, (6 reviews)
"There was no shampoo nor shower gel and the shower was cool water. Takes 5 minutes to even get lukewarm water. No one at front desk to check out so ??? "
United States
Timothy
The price is ￥16,871
￥19,115 total
includes taxes & fees
Jun 7 - Jun 8
Home2 Suites By Hilton Winchester
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, (2,270 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 ￥18,451
￥20,075 total
includes taxes & fees
May 26 - May 27
La Quinta Inn & Suites 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, (1,008 reviews)
"Friendly staff and well maintained facilities. Great dog friendly property"
United States
Elaine
The price is ￥13,260
￥14,757 total
includes taxes & fees
Jun 7 - Jun 8
Ramada by Wyndham Strasburg/Shenandoah Valley
Exterior

Courtyard by Marriott Winchester

Courtyard by Marriott Winchester
3.0 star property
Winchester
9.0 out of 10, Wonderful, (982 reviews)
"Beautiful hotel!"
United States
David
The price is ￥17,032
￥18,532 total
includes taxes & fees
May 31 - Jun 1
Courtyard by Marriott 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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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

Spark by Hilton Winchester

Spark by Hilton Winchester

10/10 Excellent
"Everything was perfect. Easy to book, friendly staff , very clean and comfortable stay."
Riley 1-night trip
Posted 4 hours ago
Spark by Hilton Winchester

More cheap stays in Middletown

APM Inn & Suites

APM Inn & Suites

1347 Berryville Ave Winchester VA
The price is ￥10,057 per night from May 26 to May 27
￥10,057
￥11,393 total
May 26 - May 27
includes taxes & fees
7/10 Good! (447 reviews)

Frequently asked questions

Where is the best place for a stay in Middletown?
Based on our traveler data, Wayside Inn is one of the top choices for your stay. This hotel offers free parking and free WiFi. Two other choices for your stay in 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 vacation home rentals in Middletown?
Charming 1800s Farmhouse on 47 Acres — Riverfront w/Views, Hot Tub, Pet-Friendly: Visitors like this Middletown vacation home rental. It is located on a river and has a fireplace, a balcony, and a barbecue grill 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 you can cook with friends or family. It offers a garden, a selection of games, and a hot tub so you can immerse yourself in your vacation. See all vacation rentals in Middletown.
If I need to cancel my hotel reservation in Middletown, will I receive a refund?
Yes, the majority of hotel bookings are fully refundable if you cancel prior to the hotel's cancellation deadline, which is often 24 or 48 hours before your scheduled arrival. If you have a reservation that's non-refundable, you might still have the option to cancel and receive a refund within a 24-hour period of booking. Filter your search by fully refundable to find flexible hotel deals in Middletown.
Where can I learn more about changing or cancelling my trip to Middletown?
To access more information about changing or cancelling your trip to Middletown, click here.
What's the best hotel to stay with easy access to Cedar Creek and Belle Grove National Historical Park?
Ramada by Wyndham Strasburg is one of the top choices for your stay based on our traveler data, and this hotel offers free breakfast and a restaurant. It's located 3 mi (4.8 km) from Cedar Creek and Belle Grove National Historical Park. Other good options within a few miles include Fairfield Inn & Suites Strasburg Shenandoah Valley and Wayside Inn.
What about the best place to stay close to Wayside Theater?
One of the top choices for your stay is Wayside Inn, located next to Wayside Theater, and this 3.5-star hotel offers free breakfast and a restaurant. Econo Lodge Inn & Suites, located just 0.5 mi (0.8 km) away, is another good choice.
What's the best hotel for staying near Ronald Reagan Washington National Airport (DCA)?
Hyatt Regency Crystal City is a popular 4-star hotel featuring a restaurant and an outdoor pool. It's located a short 0.6 mi (1 km) from Ronald Reagan Washington National Airport. Other options near the airport are Courtyard by Marriott Arlington Crystal City/Reagan National and Hilton Garden Inn Reagan National Airport.
What's it like to stay in Middletown?
Visitors to Middletown are sure to enjoy the bars and restaurants. Tourists can also enjoy the city's entertainment choices, churches, and theaters. In Middletown, there are 3 hotels and other accommodations to choose from. Find out more about Middletown.
What should I do while I'm visiting 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 agenda are Belle Grove Plantation and Jackson's Chase Golf Course. Check out what more to see and do in Expedia's Middletown guide.
What's the weather like in Middletown?
The hottest months are usually July and August with an average temp of 72°F, while the coldest months are January and February with an average of 36°F. Average annual precipitation for Middletown is 43 inches.

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