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Middletown Hotels from S$88

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Check prices for these dates

This weekend
10 Jul - 12 Jul
Next weekend
17 Jul - 19 Jul

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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, (321 reviews)
"Not a bad place if you need a bed to sleep in. "
United States
Nathan
The price is S$101
includes taxes & fees
21 Jul - 22 Jul
Econo Lodge Inn & Suites Middletown - Winchester South
Breakfast, lunch, dinner and brunch served

Wayside Inn

Wayside Inn
3.5 star property
Middletown
9.2 out of 10, Wonderful, (441 reviews)
"Nice historic place"
United States
Donna
The price is S$186
includes taxes & fees
12 Jul - 13 Jul
Wayside Inn
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)
"room was clean and staff was friendly"
United States
Carol
The price is S$99
includes taxes & fees
22 Jul - 23 Jul
Super 8 by Wyndham Front Royal Near Shenandoah National Park
Porch

Relax Inn Motel

Relax Inn Motel
2.0 star property
Front Royal
8.4 out of 10, Very good, (285 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 S$98
includes taxes & fees
14 Jul - 15 Jul
Relax Inn Motel
Lobby

Spark by Hilton Winchester

Spark by Hilton Winchester
3.0 star property
Winchester
9.0 out of 10, Wonderful, (1,006 reviews)
"Excellent hotel, very clean, nice beds."
United States
Sarat
The price is S$113
includes taxes & fees
3 Aug - 4 Aug
Spark 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, (2,276 reviews)
"Breakfast was great and the staff were very nice!"
United States
Madeline
The price is S$157
includes taxes & fees
26 Jul - 27 Jul
La Quinta Inn & Suites 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, (535 reviews)
"Friendly front desk guy. So nice and good prices in reservations always. "
United States
Xiomara
The price is S$84
includes taxes & fees
13 Jul - 14 Jul
Days Inn by Wyndham Winchester
Exterior

Comfort Inn & Suites Winchester

Comfort Inn & Suites Winchester
2.5 star property
Winchester
9.4 out of 10, Exceptional, (1,120 reviews)
"Decent accommodations, friendly staff."
United States
Juliet
The price is S$144
includes taxes & fees
2 Aug - 3 Aug
Comfort Inn & Suites Winchester
In-room safe, desk, laptop workspace, blackout curtains

Baymont by Wyndham Front Royal Near Shenandoah National Park

Baymont by Wyndham Front Royal Near Shenandoah National Park
2.5 star property
Front Royal
6.4 out of 10, (965 reviews)
"Convenient location to Skyline drive, and the caverns. 35 min from Lurray caverns. The room was clean, no issues. Breakfast was common and will get you through. Place was kept clean and staff was really nice."
United States
Craig
The price is S$87
includes taxes & fees
27 Jul - 28 Jul
Baymont by Wyndham Front Royal Near Shenandoah National Park
Lobby

Travelodge by Wyndham Winchester

Travelodge by Wyndham Winchester
2.5 star property
Winchester
8.6 out of 10, Excellent, (1,054 reviews)
"always a great stay here... and walking distance from Shenandoah University."
United States
Faith
The price is S$98
includes taxes & fees
8 Jul - 9 Jul
Travelodge by Wyndham Winchester
Lobby

Comfort Inn Woodstock Shenandoah

Comfort Inn Woodstock Shenandoah
2.5 star property
Woodstock
8.8 out of 10, Excellent, (1,001 reviews)
"Always a great stay."
United States
Kenneth
The price is S$144
includes taxes & fees
12 Jul - 13 Jul
Comfort Inn Woodstock Shenandoah
Snack bar

TRU By Hilton Winchester

TRU By Hilton Winchester
2.5 star property
Winchester
9.2 out of 10, Wonderful, (1,017 reviews)
"Great hotel good location"
United States
Federico
The price is S$131
includes taxes & fees
19 Jul - 20 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, (886 reviews)
"The room was clean and the breakfast was very good."
United States
Don
The price is S$133
includes taxes & fees
12 Jul - 13 Jul
Fairfield Inn & Suites by Marriott Winchester
Exterior

Quality Inn Winchester

Quality Inn Winchester
2.5 star property
Winchester
9.4 out of 10, Exceptional, (1,004 reviews)
"Clean, quiet, great breakfast! Perfect for our quick stay in Winchester."
United States
Hannah
The price is S$137
includes taxes & fees
13 Jul - 14 Jul
Quality Inn 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, (1,005 reviews)
"Everything thing was good and there is a Mexican bar and restaurant attached to hotel."
United States
Ronald
The price is S$120
includes taxes & fees
2 Aug - 3 Aug
Ramada by Wyndham Strasburg/Shenandoah Valley
Exterior

Holiday Inn Express Woodstock-Shenandoah Valley by IHG

Holiday Inn Express Woodstock-Shenandoah Valley by IHG
2.5 star property
Woodstock
9.0 out of 10, Wonderful, (1,004 reviews)
"Great hotel with helpful staff."
United States
Christy
The price is S$154
includes taxes & fees
2 Aug - 3 Aug
Holiday Inn Express Woodstock-Shenandoah Valley by IHG
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, (1,009 reviews)
"Staff were polite and helpful, room was clean."
United States
Kimberly
The price is S$136
includes taxes & fees
26 Jul - 27 Jul
Holiday Inn Winchester Se-Historic Gateway by IHG
Indoor pool

Hampton Inn Front Royal

Hampton Inn Front Royal
2.5 star property
Front Royal
9.0 out of 10, Wonderful, (1,004 reviews)
"Wonderful hotel and stay. Would recommend to anyone."
United States
Ashley
The price is S$187
includes taxes & fees
14 Jul - 15 Jul
Hampton Inn Front Royal
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, (600 reviews)
"Great room and very helpful staff."
United States
Martin
The price is S$121
includes taxes & fees
12 Jul - 13 Jul
Candlewood Suites Winchester by IHG
Terrace/patio

Home2 Suites By Hilton Winchester

Home2 Suites By Hilton Winchester
3.0 star property
Winchester
8.4 out of 10, Very good, (9 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 S$146
includes taxes & fees
4 Aug - 5 Aug
Home2 Suites By Hilton 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

8.4/10 (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
A large house in a field with a cloudy sky.
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

8/10 Good
"Staff were friendly/courteous. Lobby and breakfast area were clean. Good choices for breakfast each day. Room was clean but entire hallway smelled like marijuana (very strong odor). After our first night, when room was cleaned, used towels were taken but weren't replaced with clean ones. I asked for more towels following morning on way out and gave my room number (no extra towels were there when I returned). Room was halfway cleaned when I returned-bed was made but sink/tub weren't cleaned. Room was comfortable overall, but again, heavy odor in hallway and when turning on exhaust fan while showering."
Jenn 3-night trip
Posted 5 hours ago
Microtel Inn & Suites by Wyndham Winchester

More cheap stays in Middletown

APM Inn & Suites

APM Inn & Suites

1347 Berryville Ave Winchester VA
The price is S$96 per night from 8 Jul to 9 Jul
S$96
8 Jul - 9 Jul
includes taxes & fees
7/10 Good! (464 reviews)

Frequently asked questions

Where is the best place for a stay in Middletown?
Based on our traveller data, Econo Lodge Inn & Suites Middletown - Winchester South is one of the top choices for your stay. This hotel offers free parking and a bar. Wayside Inn is another good choice for your stay. 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, 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 22Ā°C, while the coldest months are January and February, with an average of 2Ā°C. Average annual precipitation for Middletown is 1088 mm.

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