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Next weekend
Jun 26 - Jun 28
In two weeks
Jul 3 - Jul 5

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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, (315 reviews)
"Clean and quiet"
United States
Cameron
The price is ₩92,575
₩102,110 total
includes taxes & fees
Jun 28 - Jun 29
Econo Lodge Inn & Suites Middletown - Winchester South
Dining

Wayside Inn

Wayside Inn
3.5 star property
Middletown
9.2 out of 10, Wonderful, (438 reviews)
"Nice historic place"
United States
Donna
The price is ₩185,978
₩220,425 total
includes taxes & fees
Jun 22 - Jun 23
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, (1,001 reviews)
"room was clean and staff was friendly"
United States
Carol
The price is ₩101,025
₩112,444 total
includes taxes & fees
Jul 1 - Jul 2
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
9.2 out of 10, Wonderful, (970 reviews)
"Great hotel good location"
United States
Federico
The price is ₩118,291
₩130,460 total
includes taxes & fees
Jul 5 - Jul 6
TRU By Hilton Winchester
Lobby

Spark by Hilton Winchester

Spark by Hilton Winchester
3.0 star property
Winchester
9.0 out of 10, Wonderful, (1,007 reviews)
"Excellent hotel, very clean, nice beds."
United States
Sarat
The price is ₩150,894
₩170,962 total
includes taxes & fees
Jun 28 - Jun 29
Spark by Hilton Winchester
In-room safe, desk, laptop workspace, blackout drapes

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, (957 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 ₩93,678
₩104,264 total
includes taxes & fees
Jul 6 - Jul 7
Baymont by Wyndham Front Royal Near Shenandoah National Park
Combined shower/tub, hair dryer, towels

Relax Inn Motel

Relax Inn Motel
2.0 star property
Front Royal
8.2 out of 10, Very Good, (281 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 ₩104,086
₩115,842 total
includes taxes & fees
Jun 21 - Jun 22
Relax Inn Motel
Exterior

Comfort Inn & Suites Winchester

Comfort Inn & Suites Winchester
2.5 star property
Winchester
9.4 out of 10, Exceptional, (1,112 reviews)
The price is ₩154,537
₩168,136 total
includes taxes & fees
Jul 12 - Jul 13
Comfort Inn & Suites Winchester
Restaurant

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, (903 reviews)
"The room was very clean and the front desk staffs were very nice."
United States
Angelina
The price is ₩174,467
₩197,671 total
includes taxes & fees
Jun 26 - Jun 27
Hampton Inn Winchester N/Conference Center, VA
Exterior

Quality Inn Winchester

Quality Inn Winchester
2.5 star property
Winchester
9.4 out of 10, Exceptional, (1,005 reviews)
"Clean, quiet, great breakfast! Perfect for our quick stay in Winchester."
United States
Hannah
The price is ₩149,762
₩162,940 total
includes taxes & fees
Jul 20 - Jul 21
Quality Inn 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, (878 reviews)
"The room was clean and the breakfast was very good."
United States
Don
The price is ₩141,818
₩154,298 total
includes taxes & fees
Jul 6 - Jul 7
Fairfield Inn & Suites by Marriott Winchester
Lobby

Travelodge by Wyndham Winchester

Travelodge by Wyndham Winchester
2.5 star property
Winchester
8.6 out of 10, Excellent, (1,049 reviews)
"always a great stay here... and walking distance from Shenandoah University."
United States
Faith
The price is ₩108,678
₩118,245 total
includes taxes & fees
Jun 21 - Jun 22
Travelodge by Wyndham Winchester
Pool

APM Inn & Suites

APM Inn & Suites
2.0 star property
Winchester
7.0 out of 10, Good, (459 reviews)
"Friendly staff, nice room, the tv and plumbing worked as expected, good value — not high class, but comfortable"
United States
Cliff
The price is ₩119,852
₩135,794 total
includes taxes & fees
Jun 26 - Jun 27
APM Inn & Suites
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, (1,003 reviews)
"Everything thing was good and there is a Mexican bar and restaurant attached to hotel."
United States
Ronald
The price is ₩130,873
₩145,675 total
includes taxes & fees
Jul 12 - Jul 13
Ramada by Wyndham Strasburg/Shenandoah Valley
Exterior

SpringHill Suites by Marriott Winchester

SpringHill Suites by Marriott Winchester
2.5 star property
Winchester
9.4 out of 10, Exceptional, (862 reviews)
"Staff was very helpful, room was better than expected, pool was fantastic. Nice fitness center too."
United States
Chris
The price is ₩173,763
₩189,053 total
includes taxes & fees
Jul 1 - Jul 2
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
9.2 out of 10, Wonderful, (1,001 reviews)
"Staff were polite and helpful, room was clean."
United States
Kimberly
The price is ₩142,353
₩159,481 total
includes taxes & fees
Jun 28 - Jun 29
Holiday Inn Winchester Se-Historic Gateway by IHG
Seasonal outdoor pool

Twi-Lite Inn

Twi-Lite Inn
2.0 star property
Front Royal
8.2 out of 10, Very Good, (559 reviews)
"The room was very clean and comfortable. We enjoyed our stay and enjoyed being able to pull up to the room and unload with no steps or elevator to get on."
United States
Lawanda
The price is ₩125,516
₩139,705 total
includes taxes & fees
Jun 30 - Jul 1
Twi-Lite Inn
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, (1,003 reviews)
"Location is great, near popular restaurants. Bed was so comfortable! Staff was very friendly and helpful."
United States
Brenda
The price is ₩153,374
₩166,870 total
includes taxes & fees
Jul 12 - Jul 13
Country Inn & Suites by Radisson, Winchester, VA
Fitness facility

Hampton Inn Winchester-University/Mall Area

Hampton Inn Winchester-University/Mall Area
2.5 star property
Winchester
9.0 out of 10, Wonderful, (1,000 reviews)
"Breakfast was very good."
United States
Richard
The price is ₩143,088
₩162,119 total
includes taxes & fees
Jul 1 - Jul 2
Hampton Inn Winchester-University/Mall Area
Lobby

Microtel Inn & Suites by Wyndham Winchester

Microtel Inn & Suites by Wyndham Winchester
2.5 star property
Winchester
9.2 out of 10, Wonderful, (1,451 reviews)
"Excellent stay"
United States
Michael
The price is ₩148,170
₩161,209 total
includes taxes & fees
Jul 7 - Jul 8
Microtel Inn & Suites by Wyndham 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

8.4/5 (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

Hampton Inn Front Royal

Hampton Inn Front Royal

10/10 Excellent
"Great for short one night stay"
Cristiana 1-night trip
Posted 6 hours ago
Hampton Inn Front Royal

More cheap stays in Middletown

Travelodge by Wyndham Winchester

Travelodge by Wyndham Winchester

160 Front Royal Pike Winchester VA
The price is ₩108,678 per night from Jun 21 to Jun 22
₩108,678
₩118,245 total
Jun 21 - Jun 22
includes taxes & fees
8.6/10 Excellent! (1,049 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. Econo Lodge Inn & Suites Middletown - Winchester South is another good choice for your trip. 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?
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.