Photo by Samantha Keyes

Find hotels in Middletown, VA from ￥9,672

Start date: Check-in selected.
To Date
End date: Check-out

    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

Tonight
Oct 25 - Oct 26
Tomorrow
Oct 26 - Oct 27
Next weekend
Oct 31 - Nov 2
In two weeks
Nov 7 - Nov 9

Filter by

Guest rating
Guest rating
Star rating

Compare 620 hotels, room rates, hotel reviews and availability. Most hotels are fully refundable.

Breakfast area
Econo Lodge Inn & Suites
Econo Lodge Inn & Suites
2.0 star property
5.8 out of 10, (291)
"I loved staying here!"
United States
Whitney
The price is ￥9,476
￥10,452 total
includes taxes & fees
Nov 4 - Nov 5
Econo Lodge Inn & Suites
Bar (on property)
Wayside Inn
Wayside Inn
3.5 star property
9.2 out of 10, Wonderful, (409)
"Historic inn. "
United States
David
The price is ￥17,199
￥20,495 total
includes taxes & fees
Oct 26 - Oct 27
Wayside Inn
2 restaurants, breakfast, lunch, dinner served; American cuisine
The George Washington Hotel, A Wyndham Grand Hotel
The George Washington Hotel, A Wyndham Grand Hotel
3.5 star property
9.4 out of 10, Exceptional, (1006)
"Very nice hotel "
United States
Paul
The price is ￥19,326
￥21,896 total
includes taxes & fees
Nov 2 - Nov 3
The George Washington Hotel, A Wyndham Grand Hotel
Exterior
Holiday Inn Express Woodstock-Shenandoah Valley by IHG
Holiday Inn Express Woodstock-Shenandoah Valley by IHG
2.5 star property
9.0 out of 10, Wonderful, (1002)
"This trip everuthing wss great"
United States
Brian
The price is ￥15,793
￥17,736 total
includes taxes & fees
Nov 2 - Nov 3
Holiday Inn Express Woodstock-Shenandoah Valley by IHG
Exterior
La Quinta Inn & Suites by Wyndham Winchester
La Quinta Inn & Suites by Wyndham Winchester
3.0 star property
9.2 out of 10, Wonderful, (2182)
"Great hotel"
United States
David
The price is ￥15,655
￥17,032 total
includes taxes & fees
Oct 29 - Oct 30
La Quinta Inn & Suites by Wyndham Winchester
Exterior
Hampton Inn & Suites Woodstock, VA
Hampton Inn & Suites Woodstock, VA
2.5 star property
8.8 out of 10, Excellent, (1001)
"Loved our stay"
United States
Tara
The price is ￥16,026
￥17,997 total
includes taxes & fees
Nov 13 - Nov 14
Hampton Inn & Suites Woodstock, VA
Elevator
Ramada by Wyndham Strasburg/Shenandoah Valley
Ramada by Wyndham Strasburg/Shenandoah Valley
2.5 star property
8.4 out of 10, Very Good, (1006)
"Our stay was fine, convenient location to our planned activities. "
United States
mitchell
The price is ￥11,174
￥12,437 total
includes taxes & fees
Nov 23 - Nov 24
Ramada by Wyndham Strasburg/Shenandoah Valley
In-room safe, desk, iron/ironing board, free cribs/infant beds
Travelodge by Wyndham Winchester
Travelodge by Wyndham Winchester
2.5 star property
8.6 out of 10, Excellent, (1108)
"It's been a great stay so far"
United States
Sabrina
The price is ￥10,547
￥11,476 total
includes taxes & fees
Nov 3 - Nov 4
Travelodge by Wyndham Winchester
Lobby
Comfort Inn Woodstock Shenandoah
Comfort Inn Woodstock Shenandoah
2.5 star property
8.8 out of 10, Excellent, (1005)
"Very inviting and quiet place to stay, would recommend for individuals or families. "
United States
Brett
The price is ￥15,244
￥17,118 total
includes taxes & fees
Nov 2 - Nov 3
Comfort Inn Woodstock Shenandoah
Suite, 1 Bedroom | 1 bedroom, in-room safe, desk, laptop workspace
Candlewood Suites Winchester by IHG
Candlewood Suites Winchester by IHG
2.5 star property
8.8 out of 10, Excellent, (525)
"Lots of parking. "
United States
Douglas
The price is ￥13,605
￥14,803 total
includes taxes & fees
Nov 2 - Nov 3
Candlewood Suites Winchester by IHG
Exterior
Holiday Inn Winchester Se-Historic Gateway by IHG
Holiday Inn Winchester Se-Historic Gateway by IHG
3.0 star property
9.0 out of 10, Wonderful, (1005)
"Great stay value"
United States
Timothy
The price is ￥11,902
￥13,407 total
includes taxes & fees
Nov 23 - Nov 24
Holiday Inn Winchester Se-Historic Gateway by IHG
Indoor pool
Hilton Garden Inn Winchester
Hilton Garden Inn Winchester
3.0 star property
8.8 out of 10, Excellent, (500)
"Great hotel"
United States
DONNA D
The price is ￥14,569
￥16,507 total
includes taxes & fees
Nov 16 - Nov 17
Hilton Garden Inn Winchester
Property entrance
Baymont by Wyndham Front Royal Near Shenandoah National Park
Baymont by Wyndham Front Royal Near Shenandoah National Park
2.5 star property
6.4 out of 10, (901)
"nice for a great stay!!"
United States
Jose
The price is ￥8,690
￥9,672 total
includes taxes & fees
Nov 9 - Nov 10
Baymont 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
8.2 out of 10, Very Good, (784)
"Very friendly staff, clean, would definitely stay again "
Canada
Christie
The price is ￥13,275
￥14,444 total
includes taxes & fees
Nov 7 - Nov 8
Holiday Inn Express Winchester South-Stephens City by IHG
Snack bar
TRU By Hilton Winchester
TRU By Hilton Winchester
2.5 star property
9.0 out of 10, Wonderful, (731)
"Clean room easy check in/out"
United States
Edward
The price is ￥13,742
￥14,951 total
includes taxes & fees
Nov 18 - Nov 19
TRU By Hilton Winchester
Exterior
Quality Inn Winchester
Quality Inn Winchester
2.5 star property
9.2 out of 10, Wonderful, (1003)
"Staff was super friendly and accommodating "
United States
John
The price is ￥11,564
￥12,582 total
includes taxes & fees
Nov 23 - Nov 24
Quality Inn Winchester
Bar (on property)
DoubleTree by Hilton Front Royal Blue Ridge Shadows
DoubleTree by Hilton Front Royal Blue Ridge Shadows
4.0 star property
9.0 out of 10, Wonderful, (1002)
"Nice place. Good bar."
United States
Gerald
The price is ￥17,423
￥19,676 total
includes taxes & fees
Nov 9 - Nov 10
DoubleTree by Hilton Front Royal Blue Ridge Shadows
Lobby
Hampton Inn Front Royal
Hampton Inn Front Royal
2.5 star property
9.0 out of 10, Wonderful, (1023)
"Nice hotel"
United States
Irina
The price is ￥17,392
￥19,358 total
includes taxes & fees
Nov 2 - Nov 3
Hampton Inn Front Royal
Porch
Hampton Inn Winchester-University/Mall Area
Hampton Inn Winchester-University/Mall Area
2.5 star property
9.0 out of 10, Wonderful, (1002)
"Staff was excellent !!! Hotel was clean and comfortable in great location !!! Would stay here again !!! "
United States
Mary
The price is ￥15,543
￥17,611 total
includes taxes & fees
Nov 3 - Nov 4
Hampton Inn Winchester-University/Mall Area
Exterior
Fairfield Inn & Suites by Marriott Winchester
Fairfield Inn & Suites by Marriott Winchester
2.5 star property
9.0 out of 10, Wonderful, (779)
"Super friendly staff, clean rooms, very convenient. I would definitely stay here again. "
United States
Kathleen
The price is ￥14,137
￥15,380 total
includes taxes & fees
Nov 3 - Nov 4
Fairfield Inn & Suites by Marriott 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.
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

Learn about the local history of Middletown when you spend time at Belle Grove Plantation. Wander the riverfront or discover the mountain views in this vibrant area.
See properties

Cedar Creek Battlefield Foundation

You can find out about the history of Middletown with a visit to Cedar Creek Battlefield Foundation. Stroll along the riverfront or experience the entertainment venues in this vibrant area.
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
Nana’s Irish Pub was a great and delicious stop off the main road on the way to Asheville, NC. Super cute redesigned bank. The bank door is still in the corner and is not a closet. Highly suggested for a pit stop!
Photo by Samantha Keyes
Open Photo by Samantha Keyes

Top Middletown Hotel Reviews

Travelodge by Wyndham Winchester

Travelodge by Wyndham Winchester

10/10 Excellent
"Clean room. Good breakfast"
RAY 1-night trip
Posted 3 days ago
Travelodge by Wyndham Winchester

More cheap stays in Middletown

Hampton Inn Winchester-University/Mall Area

Hampton Inn Winchester-University/Mall Area

640 East Jubal Early Drive, Winchester, VA
The price is ￥15,543 per night from Nov 3 to Nov 4
￥15,543
￥17,611 total
Nov 3 - Nov 4
includes taxes & fees
9/10 Wonderful! (1,028 reviews)

Frequently asked questions

Where is the best place for a stay in Middletown?
Wayside Inn is a favorite with Expedia customers. This hotel offers free parking and free WiFi. Another top choice for your stay based on traveler reviews is Econo Lodge Inn & Suites. See all available top hotels, or vacation rentals in Middletown.
What are some of the best vacation home rentals in Middletown?
Charming 1800s Farmhouse on 47 Acres — Riverfront w/Views, Hot Tub, Pet-Friendly: Visitors like this Middletown vacation home rental. It is located on a river and has a fireplace, a balcony, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop. It offers a garden, a selection of games, and a hot tub so you can immerse yourself in your vacation. 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 4 hotels and other accommodations to choose from. Find out more about Middletown.
What should I do while I'm visiting Middletown?
Landmarks like Cedar Creek Battlefield Foundation and Belle Grove Plantation might be worth a visit. The picturesque setting of Cedar Creek and Belle Grove National Historical Park and Shenandoah River exemplify the area's natural beauty. A couple of additional sights to add to your agenda are Wayside Theater 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.

Explore a world of travel with Expedia