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Check prices for these dates

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Feb 26 - Feb 27
Tomorrow
Feb 27 - Feb 28
This weekend
Feb 27 - Mar 1
Next weekend
Mar 6 - Mar 8

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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, (300 reviews)
"I loved staying here!"
United States
Whitney
The price is ₩88,509
₩97,625 total
includes taxes & fees
Mar 8 - Mar 9
Econo Lodge Inn & Suites Middletown - Winchester South
Dining

Wayside Inn

Wayside Inn
3.5 star property
Middletown
9.2 out of 10, Wonderful, (423 reviews)
"Room 14 was great for spirit activity as well as the rest of the property! Highly recommend ghost hunters to explore the inn. Food at their Larick’s tavern was delish!! Overall service and staff were knowledgeable and friendly! We had a great experience for our anniversary! "
United States
Megan
The price is ₩102,619
₩127,426 total
includes taxes & fees
Mar 2 - Mar 3
Wayside Inn
Exterior

ANS Inn & Suites

ANS Inn & Suites
2.0 star property
Winchester
7.4 out of 10, Good, (67 reviews)
"Everyone here was so friendly. The cats in the lobby to greet guests was awesome."
United States
Dinesh
The price is ₩92,357
₩110,185 total
includes taxes & fees
Feb 28 - Mar 1
ANS Inn & Suites
Pool

APM Inn & Suites

APM Inn & Suites
2.0 star property
Winchester
6.6 out of 10, (367 reviews)
"Room was quite nice for the price, and check in lady was very nice "
United States
Glen
The price is ₩83,378
₩94,467 total
includes taxes & fees
Mar 9 - Mar 10
APM Inn & Suites
Free daily continental breakfast

Quality Inn Stephens City - Winchester South

Quality Inn Stephens City - Winchester South
2.5 star property
Stephens City
8.0 out of 10, Very Good, (637 reviews)
"Spotless room, great staff"
United States
Roy
The price is ₩105,398
₩114,673 total
includes taxes & fees
Mar 12 - Mar 13
Quality Inn Stephens City - Winchester South
Lobby

Travelodge by Wyndham Winchester

Travelodge by Wyndham Winchester
2.5 star property
Winchester
8.6 out of 10, Excellent, (1,089 reviews)
"Clean place, breakfast ok, warm and comfy, would stay again"
United States
Lyle
The price is ₩99,768
₩108,548 total
includes taxes & fees
Feb 27 - Feb 28
Travelodge by Wyndham Winchester
Desk, blackout drapes, iron/ironing board, free WiFi

Super 8 by Wyndham Winchester VA

Super 8 by Wyndham Winchester VA
2.0 star property
Winchester
6.2 out of 10, (626 reviews)
"Easy to book."
United States
Maria
The price is ₩96,918
₩105,441 total
includes taxes & fees
Mar 9 - Mar 10
Super 8 by Wyndham Winchester VA
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, (825 reviews)
"The room was spotless, staff is excellent. Well, recommend the stay to everyone I know"
United States
Kelso
The price is ₩106,662
₩116,048 total
includes taxes & fees
Mar 1 - Mar 2
Holiday Inn Express Winchester South-Stephens City by IHG
Desk, blackout drapes, free cribs/infant beds, free WiFi

Red Roof Inn Winchester, VA

Red Roof Inn Winchester, VA
2.0 star property
Winchester
7.4 out of 10, Good, (1,001 reviews)
"Clean, pet friendly and great check in."
United States
Anita Willsie
The price is ₩101,892
₩110,859 total
includes taxes & fees
Feb 28 - Mar 1
Red Roof Inn Winchester, VA
Lobby lounge

Fairfield Inn & Suites Strasburg Shenandoah Valley

Fairfield Inn & Suites Strasburg Shenandoah Valley
3.0 star property
Strasburg
9.0 out of 10, Wonderful, (1,000 reviews)
"We stay here every year on our way to NC. Always very nice and helpful staff."
United States
Catherine
The price is ₩144,165
₩160,456 total
includes taxes & fees
Mar 7 - Mar 8
Fairfield Inn & Suites Strasburg Shenandoah Valley
Lobby

Ramada by Wyndham Strasburg/Shenandoah Valley

Ramada by Wyndham Strasburg/Shenandoah Valley
2.5 star property
Strasburg
8.4 out of 10, Very Good, (1,001 reviews)
"Great stay everyone friendly will stay again"
United States
Mary K
The price is ₩109,047
₩121,370 total
includes taxes & fees
Mar 13 - Mar 14
Ramada by Wyndham Strasburg/Shenandoah Valley
Lobby sitting area

Motel 6 Winchester, VA

Motel 6 Winchester, VA
2.0 star property
Winchester
8.2 out of 10, Very Good, (1,000 reviews)
"It was clean and in a safe area "
United States
Daryl
The price is ₩96,903
₩109,787 total
includes taxes & fees
Mar 6 - Mar 7
Motel 6 Winchester, VA
Snack bar

TRU By Hilton Winchester

TRU By Hilton Winchester
2.5 star property
Winchester
9.0 out of 10, Wonderful, (797 reviews)
"Clean room, good breakfast, easy check in/out."
United States
Joseph
The price is ₩128,831
₩140,167 total
includes taxes & fees
Mar 8 - Mar 9
TRU By Hilton Winchester
Lobby sitting area

Sleep Inn & Suites Winchester near University

Sleep Inn & Suites Winchester near University
2.5 star property
Winchester
7.8 out of 10, Good, (1,008 reviews)
"Everything was fine "
United States
Terence
The price is ₩113,878
₩123,900 total
includes taxes & fees
Mar 18 - Mar 19
Sleep Inn & Suites Winchester near University
Interior

Hilton Garden Inn Winchester

Hilton Garden Inn Winchester
3.0 star property
Winchester
8.8 out of 10, Excellent, (518 reviews)
"Great hotel"
United States
DONNA D
The price is ₩153,101
₩173,463 total
includes taxes & fees
Mar 6 - Mar 7
Hilton Garden Inn 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, (497 reviews)
"Very comfortable stay"
United States
Jose David
The price is ₩98,770
₩107,463 total
includes taxes & fees
Mar 9 - Mar 10
Days Inn by Wyndham Winchester
Premier Villa, 1 King Bed, Mountain View | Terrace/patio

White Moose Inn

White Moose Inn
4.0 star property
Washington
9.8 out of 10, Exceptional, (153 reviews)
"Super friendly staff. The hotel is nice, cozy and very clean."
United States
Alejandra
White Moose Inn
Porch

Gay Street Inn

Gay Street Inn
3.5 star property
Washington
10.0 out of 10, Exceptional, (34 reviews)
"Beautiful historic Inn with incredible owners and service. "
United States
Renee
The price is ₩511,668
₩551,578 total
includes taxes & fees
Mar 12 - Mar 13
Gay Street Inn
Restaurant

The Foster Harris House

The Foster Harris House
2.0 star property
Washington
10.0 out of 10, Exceptional, (4 reviews)
"Lovely inn in a great location three course breakfast with one of the best scones I have eaten "
United States
Mary
The price is ₩711,205
₩766,679 total
includes taxes & fees
Mar 8 - Mar 9
The Foster Harris House
In-room safe, desk, laptop workspace, blackout drapes

Candlewood Suites Winchester by IHG

Candlewood Suites Winchester by IHG
2.5 star property
Winchester
8.8 out of 10, Excellent, (556 reviews)
"Clean rooms, great shower water pressure, friendly staff "
United States
Lorenzo
The price is ₩118,582
₩129,016 total
includes taxes & fees
Mar 2 - Mar 3
Candlewood Suites Winchester 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

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.
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Cedar Creek and Belle Grove National Historical Park

Explore the pivotal Civil War battlefield where Union forces secured the Shenandoah Valley in 1864. Tour the elegant Belle Grove Manor House and follow interpretive trails detailing strategic troop movements.
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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
Beautiful drive up to this plantation. You can take a tour of it as well.
Photo by Stephanie Sutton
Open Photo by Stephanie Sutton

Top Middletown Hotel Reviews

Microtel Inn & Suites by Wyndham Winchester

Microtel Inn & Suites by Wyndham Winchester

10/10 Excellent
"Room was clean and it was easy to check in. Breakfast in the morning was good and easy to check out also."
Jessica 1-night trip
Posted 1 day ago
Microtel Inn & Suites by Wyndham Winchester

More cheap stays in Middletown

Travelodge by Wyndham Winchester

Travelodge by Wyndham Winchester

160 Front Royal Pike Winchester VA
The price is ₩99,768 per night from Feb 27 to Feb 28
₩99,768
₩108,548 total
Feb 27 - Feb 28
includes taxes & fees
8.6/10 Excellent! (1,089 reviews)

Frequently asked questions

Where is the best place for a stay in Middletown?
Wayside Inn is a favorite with Expedia customers. This hotel offers free parking and free WiFi. Another top choice for your stay based on traveler reviews is Econo Lodge Inn & Suites Middletown - Winchester South. See all available top hotels, or 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?
Landmarks like Belle Grove Plantation and Cedar Creek Battlefield Foundation might be worth a visit. The picturesque setting of Shenandoah River and Cedar Creek and Belle Grove National Historical Park exemplify the area's natural beauty. Additionally, you might want to add Jackson's Chase Golf Course to your itinerary. 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.