A large house in a field with a cloudy sky.

Find hotels in Middletown, VA from ļæ„10,528

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

This weekend
Jul 17 - Jul 19
Next weekend
Jul 24 - Jul 26

Filter by

Guest rating
Guest rating
Star rating

Our top choices for Middletown hotels

Breakfast included
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, (325 reviews)
"Not a bad place if you need a bed to sleep in. "
United States
Nathan
The price is ļæ„11,112
ļæ„12,256 total
includes taxes & fees
Jul 26 - Jul 27
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 ļæ„19,644
ļæ„23,282 total
includes taxes & fees
Jul 20 - Jul 21
Wayside Inn
Lobby

Spark by Hilton Winchester

Spark by Hilton Winchester
3.0 star property
Winchester
9.0 out of 10, Wonderful, (1,013 reviews)
"Excellent hotel, very clean, nice beds."
United States
Sarat
The price is ļæ„10,519
ļæ„11,917 total
includes taxes & fees
Aug 2 - Aug 3
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, (970 reviews)
"The room was clean and the bed was comfortable. Everything is run down but it served its purpose. Ice machines and pool were functioning"
United States
Sarah
The price is ļæ„10,080
ļæ„11,219 total
includes taxes & fees
Jul 22 - Jul 23
Baymont by Wyndham Front Royal Near Shenandoah National Park
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, (538 reviews)
"Blood stains on sheets and pillow Towels and pillows full of stains TOTALLY DISGUSTING! Website said room sleeps 5 but only had two double beds"
United States
Paul
The price is ļæ„9,458
ļæ„10,528 total
includes taxes & fees
Jul 20 - Jul 21
Days Inn by Wyndham Winchester
Lobby

Travelodge by Wyndham Winchester

Travelodge by Wyndham Winchester
2.5 star property
Winchester
8.6 out of 10, Excellent, (1,065 reviews)
"Our stay was a good value and a convenient place to stop during our trip. There is adequate parking and the breakfast being included was a plus."
United States
Janet
The price is ļæ„11,209
ļæ„12,364 total
includes taxes & fees
Jul 15 - Jul 16
Travelodge by Wyndham 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, (913 reviews)
"The room was very clean and the front desk staffs were very nice."
United States
Angelina
The price is ļæ„17,765
ļæ„20,126 total
includes taxes & fees
Aug 8 - Aug 9
Hampton Inn Winchester N/Conference Center, VA
Snack bar

TRU By Hilton Winchester

TRU By Hilton Winchester
2.5 star property
Winchester
9.2 out of 10, Wonderful, (1,033 reviews)
"Great location and pleasant stay."
United States
Kelly
The price is ļæ„14,796
ļæ„16,468 total
includes taxes & fees
Jul 26 - Jul 27
TRU By Hilton Winchester
Exterior

Comfort Inn & Suites Winchester

Comfort Inn & Suites Winchester
2.5 star property
Winchester
9.4 out of 10, Exceptional, (1,134 reviews)
"Great value, handy location, pet friendly."
United States
Patrick
The price is ļæ„17,688
ļæ„19,687 total
includes taxes & fees
Aug 14 - Aug 15
Comfort Inn & Suites 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, (889 reviews)
"nice place to stay would recommend for others. very nice breakfast"
United States
Michael
The price is ļæ„14,980
ļæ„16,673 total
includes taxes & fees
Aug 10 - Aug 11
Fairfield Inn & Suites by Marriott 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, (1,443 reviews)
"Pleasant stay!"
Canada
Angele
The price is ļæ„14,945
ļæ„16,633 total
includes taxes & fees
Jul 30 - Jul 31
Microtel Inn & Suites by Wyndham 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, (1,018 reviews)
"Very clean and nicely decorated property"
United States
shayla
The price is ļæ„13,493
ļæ„15,505 total
includes taxes & fees
Aug 2 - Aug 3
Holiday Inn Winchester Se-Historic Gateway by IHG
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, (1,016 reviews)
"Clean room, breakfast was ok, staff is helpful,"
United States
Viorika
The price is ļæ„13,394
ļæ„14,908 total
includes taxes & fees
Jul 29 - Jul 30
Ramada by Wyndham Strasburg/Shenandoah Valley
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, (1,006 reviews)
"excellent point to start or finish a trip on the skyline highway! easy walk through the downtown to many restaurants and shops and a wonderful burger and custard place right across the streetšŸ‘"
United States
Douglas
The price is ļæ„11,209
ļæ„12,476 total
includes taxes & fees
Jul 15 - Jul 16
Super 8 by Wyndham Front Royal Near Shenandoah National Park
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, (868 reviews)
"Very nice good breakfast too!"
United States
Steven
The price is ļæ„14,101
ļæ„15,695 total
includes taxes & fees
Aug 2 - Aug 3
Holiday Inn Express Winchester South-Stephens City by IHG
Lobby

Motel 6 Front Royal, VA

Motel 6 Front Royal, VA
2.0 star property
Front Royal
7.0 out of 10, Good, (531 reviews)
"Good location, good value, helpful staff. Would use the facility again"
United States
Robert
The price is ļæ„10,508
ļæ„11,696 total
includes taxes & fees
Jul 27 - Jul 28
Motel 6 Front Royal, VA
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 ļæ„10,994
ļæ„12,236 total
includes taxes & fees
Jul 26 - Jul 27
Relax Inn Motel
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, (2,287 reviews)
"I really enjoyed stay."
United States
Piotr
The price is ļæ„17,607
ļæ„19,597 total
includes taxes & fees
Aug 12 - Aug 13
La Quinta Inn & Suites by Wyndham Winchester
Pool

APM Inn & Suites

APM Inn & Suites
2.0 star property
Winchester
7.0 out of 10, Good, (464 reviews)
"Friendly staff, nice room, the tv and plumbing worked as expected, good value ā€” not high class, but comfortable"
United States
Cliff
The price is ļæ„10,721
ļæ„12,148 total
includes taxes & fees
Jul 26 - Jul 27
APM Inn & Suites
Studio Suite, 1 Bedroom | 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, (607 reviews)
"Staff was very helpful & friendly. Room was above expectations. Would stay there again."
United States
Marian
The price is ļæ„12,736
ļæ„14,174 total
includes taxes & fees
Aug 7 - Aug 8
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

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

Comfort Inn & Suites Winchester

Comfort Inn & Suites Winchester

10/10 Excellent
"We have stayed here several times. There are also nice stores and shops in the same area that are walkable. Nice area, friendly staff, clean."
Ann Marie 1-night trip
Posted 2 hours ago
Comfort Inn & Suites Winchester

More cheap stays in Middletown

APM Inn & Suites

APM Inn & Suites

1347 Berryville Ave Winchester VA
The price is ļæ„10,721 per night from Jul 26 to Jul 27
ļæ„10,721
ļæ„12,148 total
Jul 26 - Jul 27
includes taxes & fees
7/10 Good! (464 reviews)

Frequently asked questions

Where is the best place for a stay in Middletown?
Based on our traveler 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 trip. See all available top hotels, or vacation rentals in Middletown.
What are some of the best vacation home rentals in Middletown?
Secluded River Cabin Getaway (Masten Cabin): Visitors like this Middletown vacation home rental. It is located in the mountains and has a fireplace, a patio, and a barbecue grill 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, 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 72Ā°F, while the coldest months are January and February with an average of 36Ā°F. Average annual precipitation for Middletown is 43 inches.

Explore a world of travel with Expedia