Middletown Hotels from ₹7,181

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Check prices for these dates

This weekend
29 May - 31 May
Next weekend
5 Jun - 7 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 ₹6,510
₹7,181 total
includes taxes & fees
3 Jun - 4 Jun
Econo Lodge Inn & Suites Middletown - Winchester South
Dining

Wayside Inn

Wayside Inn
3.5 star property
Middletown
9.2 out of 10, Wonderful, (434 reviews)
"The history surrounding this place is fascinating. It was such a charming historic inn."
United States
Bethany
The price is ₹11,626
₹13,779 total
includes taxes & fees
31 May - 1 Jun
Wayside Inn
Lobby

Spark by Hilton Winchester

Spark by Hilton Winchester
3.0 star property
Winchester
9.0 out of 10, Wonderful, (1,006 reviews)
"Great location, clean rooms and friendly staff."
United States
Daniel
The price is ₹8,201
₹9,293 total
includes taxes & fees
21 Jun - 22 Jun
Spark by Hilton Winchester
Porch

Relax Inn Motel

Relax Inn Motel
2.0 star property
Front Royal
8.4 out of 10, Very good, (276 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 ₹6,220
₹6,923 total
includes taxes & fees
30 May - 31 May
Relax Inn Motel
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 ₹6,602
₹7,349 total
includes taxes & fees
1 Jun - 2 Jun
Super 8 by Wyndham Front Royal Near Shenandoah National Park
Seasonal outdoor pool

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 ₹10,279
₹11,646 total
includes taxes & fees
3 Jun - 4 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, (892 reviews)
"We had a great stay."
United States
Sandra
The price is ₹11,305
₹12,300 total
includes taxes & fees
14 Jun - 15 Jun
TRU By Hilton Winchester
Exterior

Comfort Inn & Suites Winchester

Comfort Inn & Suites Winchester
2.5 star property
Winchester
9.4 out of 10, Exceptional, (1,107 reviews)
"Neat place and excellent stay"
United States
Anoop
The price is ₹9,903
₹10,774 total
includes taxes & fees
28 Jun - 29 Jun
Comfort Inn & Suites 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, (1,465 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 ₹9,111
₹9,912 total
includes taxes & fees
22 Jun - 23 Jun
Microtel Inn & Suites by Wyndham Winchester
Exterior

Quality Inn Winchester

Quality Inn Winchester
2.5 star property
Winchester
9.4 out of 10, Exceptional, (1,000 reviews)
"Breakfast was great and we love that they let us bring small dogs"
United States
Claire VanWinkle
The price is ₹8,865
₹9,645 total
includes taxes & fees
3 Jun - 4 Jun
Quality Inn Winchester
Bar (on property)

The George Washington Hotel, A Wyndham Grand Hotel

The George Washington Hotel, A Wyndham Grand Hotel
3.5 star property
Old Town Winchester
9.4 out of 10, Exceptional, (1,001 reviews)
"Great area in historic Winchester….go to Violinos and the Knead Bakery!"
United States
Steven
The price is ₹11,693
₹13,248 total
includes taxes & fees
11 Jun - 12 Jun
The George Washington Hotel, A Wyndham Grand Hotel
Exterior

Courtyard by Marriott Winchester

Courtyard by Marriott Winchester
3.0 star property
Winchester
9.0 out of 10, Wonderful, (985 reviews)
"Beautiful hotel!"
United States
David
The price is ₹10,238
₹11,139 total
includes taxes & fees
8 Jun - 9 Jun
Courtyard by Marriott Winchester
Exterior

SpringHill Suites by Marriott Winchester

SpringHill Suites by Marriott Winchester
2.5 star property
Winchester
9.4 out of 10, Exceptional, (854 reviews)
"Great visit! "
United States
Susan
The price is ₹10,862
₹11,818 total
includes taxes & fees
3 Jun - 4 Jun
SpringHill Suites by Marriott 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, (867 reviews)
"great rooms!"
United States
Justine Patrick E.F.
The price is ₹8,865
₹9,645 total
includes taxes & fees
14 Jun - 15 Jun
Fairfield Inn & Suites by Marriott Winchester
Winery

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, (949 reviews)
"If you want a place to just crash with no frills, this place is reasonable. Location-wise is good -- close to downtown."
United States
Leelian
The price is ₹5,937
₹6,608 total
includes taxes & fees
22 Jun - 23 Jun
Baymont by Wyndham Front Royal Near Shenandoah National Park
Indoor pool

Hampton Inn Front Royal

Hampton Inn Front Royal
2.5 star property
Front Royal
9.0 out of 10, Wonderful, (1,003 reviews)
"I enjoyed my stay. The room was clean and the breakfast was varied."
United States
Brenda
The price is ₹12,085
₹13,451 total
includes taxes & fees
14 Jun - 15 Jun
Hampton Inn Front Royal
Lobby sitting area

Motel 6 Winchester, VA

Motel 6 Winchester, VA
2.0 star property
Winchester
8.0 out of 10, Very good, (1,005 reviews)
"Very nice no complaints."
United States
John
The price is ₹6,888
₹7,805 total
includes taxes & fees
9 Jun - 10 Jun
Motel 6 Winchester, VA
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 ₹8,956
₹9,744 total
includes taxes & fees
22 Jun - 23 Jun
Country Inn & Suites by Radisson, Winchester, VA
Lobby

Travelodge by Wyndham Winchester

Travelodge by Wyndham Winchester
2.5 star property
Winchester
8.6 out of 10, Excellent, (1,057 reviews)
"always a great stay here... and walking distance from Shenandoah University."
United States
Faith
The price is ₹7,176
₹7,809 total
includes taxes & fees
8 Jun - 9 Jun
Travelodge 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, (1,000 reviews)
"Friendly staff and well maintained facilities. Great dog friendly property"
United States
Elaine
The price is ₹7,890
₹8,782 total
includes taxes & fees
28 Jun - 29 Jun
Ramada by Wyndham Strasburg/Shenandoah Valley
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

DoubleTree by Hilton Front Royal Blue Ridge Shadows

DoubleTree by Hilton Front Royal Blue Ridge Shadows

10/10 Excellent
"With a clean room with two incredibly comfortable beds with super soft pillows, 15 minutes from Shenandoah entrance, close to shopping and stores and plenty of restaurants, the Double Tree was the best spot for a nature weekend. My wife and I loved every bit of it. We loved the free cookies at check in, the beautiful views of rolling hills and the golf course, the location of the hotel and everything they offered. It was a perfect getaway. The beds were clean, the room surprisingly had a good smart TV even though we still used our fire stick, the bathroom was spotless!"
Christian 1-night trip
Posted 3 hours ago
DoubleTree by Hilton Front Royal Blue Ridge Shadows

More cheap stays in Middletown

APM Inn & Suites

APM Inn & Suites

1347 Berryville Ave Winchester VA
The price is ₹6,743 per night from 5 Jun to 6 Jun
₹6,743
₹7,640 total
5 Jun - 6 Jun
includes taxes & fees
7/10 Good! (450 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.
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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