Middletown Hotels

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Check prices for these dates

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

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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 €58
includes taxes & fees
8 Mar - 9 Mar
Econo Lodge Inn & Suites Middletown - Winchester South
Dining

Wayside Inn

Wayside Inn
3.5 star property
Middletown
9.2 out of 10, Wonderful, (424 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 €76
includes taxes & fees
2 Mar - 3 Mar
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 €65
includes taxes & fees
12 Mar - 13 Mar
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 €56
includes taxes & fees
10 Mar - 11 Mar
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 €68
includes taxes & fees
12 Mar - 13 Mar
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, (1,090 reviews)
"Clean place, breakfast ok, warm and comfy, would stay again"
United States
Lyle
The price is €64
includes taxes & fees
28 Feb - 1 Mar
Travelodge by Wyndham Winchester
Desk, blackout curtains, 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 €63
includes taxes & fees
1 Mar - 2 Mar
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, (826 reviews)
"The room was spotless, staff is excellent. Well, recommend the stay to everyone I know"
United States
Kelso
The price is €68
includes taxes & fees
1 Mar - 2 Mar
Holiday Inn Express Winchester South-Stephens City by IHG
Desk, blackout curtains, free cots/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 €66
includes taxes & fees
28 Feb - 1 Mar
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 €95
includes taxes & fees
7 Mar - 8 Mar
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 €72
includes taxes & fees
13 Mar - 14 Mar
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 €65
includes taxes & fees
5 Mar - 6 Mar
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 €82
includes taxes & fees
29 Mar - 30 Mar
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 €74
includes taxes & fees
29 Mar - 30 Mar
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, (519 reviews)
"Great hotel"
United States
DONNA D
The price is €103
includes taxes & fees
5 Mar - 6 Mar
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 €64
includes taxes & fees
2 Mar - 3 Mar
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 €328
includes taxes & fees
12 Mar - 13 Mar
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 €455
includes taxes & fees
1 Mar - 2 Mar
The Foster Harris House
In-room safe, desk, laptop workspace, blackout curtains

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 €77
includes taxes & fees
2 Mar - 3 Mar
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.
See properties

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.
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
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

Ramada by Wyndham Strasburg/Shenandoah Valley

Ramada by Wyndham Strasburg/Shenandoah Valley

10/10 Excellent
"We couldn’t find out tooth brushes and I called the front desk and had them as well as tooth paste delivered with a smile to our room within 10 minutes. We’ve stayed her on our way to Georgia for about 9 years now and we’ve never been disappointed. 😊"
Kathleen F 1-night trip
Posted 2 days ago
Ramada by Wyndham Strasburg/Shenandoah Valley

More cheap stays in Middletown

Travelodge by Wyndham Winchester

Travelodge by Wyndham Winchester

160 Front Royal Pike Winchester VA
The price is €64 per night from 28 Feb to 1 Mar
€64
28 Feb - 1 Mar
includes taxes & fees
8.6/10 Excellent! (1,090 reviews)

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 Middletown - Winchester South. 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?
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. 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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