Book Middletown hotels

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

More Flash, Less Cash - Take advantage of our Price Pledge** (even on luxey stays)

We keep it easy with the option to pay now or later on select accommodation

Book up 'til the last second - millions of rooms to crash tonight^

Check hotel availability in Middletown

Cheap Middletown hotels

Econo Lodge Inn & Suites

Econo Lodge Inn & Suites

2 out of 5
91 Reliance Road Middletown VA
Fully refundableReserve now, pay when you stay
The price is AU$114 per night from 28 Dec to 29 Dec
AU$114
28 Dec - 29 Dec
includes taxes & fees
A stay at Econo Lodge Inn & Suites Middletown - Winchester South places you in the heart of Middletown, within a 5-minute drive of Wayside Theater and Cedar ...
Opens in a new windowEcono Lodge Inn & Suites
La Quinta Inn & Suites by Wyndham Winchester

La Quinta Inn & Suites by Wyndham Winchester

3 out of 5
1055 Millwood Pike, Route 50 East Winchester VA
Fully refundableReserve now, pay when you stay
The price is AU$160 per night from 30 Dec to 31 Dec
AU$160
30 Dec - 31 Dec
includes taxes & fees
With a stay at La Quinta Inn & Suites by Wyndham Winchester in Winchester, you'll be in the business district, just a 3-minute walk from Shenandoah University ...
Opens in a new windowLa Quinta Inn & Suites by Wyndham Winchester
Microtel Inn & Suites by Wyndham Winchester

Microtel Inn & Suites by Wyndham Winchester

2.5 out of 5
150 Faraday Plaza Winchester VA
Fully refundableReserve now, pay when you stay
The price is AU$128 per night from 30 Dec to 31 Dec
AU$128
30 Dec - 31 Dec
includes taxes & fees
Located in Winchester, Microtel Inn & Suites by Wyndham Winchester is within a 10-minute drive of Jim Barnett Park and Winchester Medical Center.
Opens in a new windowMicrotel Inn & Suites by Wyndham Winchester
Save an average of 15% on thousands of hotels when you're signed in
Travelodge by Wyndham Winchester

Travelodge by Wyndham Winchester

2.5 out of 5
160 Front Royal Pike Winchester VA
Fully refundableReserve now, pay when you stay
The price is AU$110 per night from 19 Jan to 20 Jan
AU$110
19 Jan - 20 Jan 2026
includes taxes & fees
With a stay at Travelodge by Wyndham Winchester in Winchester, you'll be within a 10-minute walk of Valley Health and Shenandoah University.
Opens in a new windowTravelodge by Wyndham Winchester
The George Washington Hotel, A Wyndham Grand Hotel

The George Washington Hotel, A Wyndham Grand Hotel

3.5 out of 5
103 E Piccadilly St Winchester VA
Fully refundableReserve now, pay when you stay
The price is AU$214 per night from 4 Jan to 5 Jan
AU$214
4 Jan - 5 Jan 2026
includes taxes & fees
The George Washington Hotel, A Wyndham Grand Hotel is centrally located in Winchester, a 4-minute walk from Handley Regional Library and 9 minutes by foot from ...
Opens in a new windowThe George Washington Hotel, A Wyndham Grand Hotel
Comfort Inn & Suites Winchester

Comfort Inn & Suites Winchester

2.5 out of 5
195 Kernstown Commons Blvd Winchester VA
Fully refundableReserve now, pay when you stay
The price is AU$156 per night from 25 Jan to 26 Jan
AU$156
25 Jan - 26 Jan 2026
includes taxes & fees
Located in Winchester, Comfort Inn & Suites Winchester is in a shopping district, within a 10-minute drive of The Kernstown Battlefield and Shenandoah ...
Opens in a new windowComfort Inn & Suites Winchester
Holiday Inn Winchester Se-Historic Gateway by IHG

Holiday Inn Winchester Se-Historic Gateway by IHG

3 out of 5
333 Front Royal Pike Winchester VA
Fully refundable
The price is AU$131 per night from 18 Jan to 19 Jan
AU$131
18 Jan - 19 Jan 2026
includes taxes & fees
Located in Winchester, Holiday Inn Winchester Se-Historic Gateway by IHG is in the historical district, within a 5-minute drive of Shenandoah University and ...
Opens in a new windowHoliday Inn Winchester Se-Historic Gateway by IHG
DoubleTree by Hilton Front Royal Blue Ridge Shadows

DoubleTree by Hilton Front Royal Blue Ridge Shadows

4 out of 5
111 Hospitality Drive Front Royal VA
Fully refundableReserve now, pay when you stay
The price is AU$160 per night from 4 Jan to 5 Jan
AU$160
4 Jan - 5 Jan 2026
includes taxes & fees
With a stay at DoubleTree by Hilton Front Royal Blue Ridge Shadows in Front Royal, you'll be within a 15-minute drive of Shenandoah National Park and Blue Ridge ...
Opens in a new windowDoubleTree by Hilton Front Royal Blue Ridge Shadows
Hampton Inn Front Royal

Hampton Inn Front Royal

2.5 out of 5
9800 Winchester Rd Front Royal VA
Fully refundableReserve now, pay when you stay
The price is AU$189 per night from 11 Jan to 12 Jan
AU$189
11 Jan - 12 Jan 2026
includes taxes & fees
With a stay at Hampton Inn Front Royal in Front Royal, you'll be in a national park, within a 15-minute drive of Shenandoah National Park and Shenandoah ...
Opens in a new windowHampton Inn Front Royal
Don't see what you're looking for?
See all available properties in Middletown
View all properties
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.

Hotels in Middletown, Winchester

It's time to email the boss and put in your leave. New adventures await! You'll find some wildly good-looking deals on hotels in Middletown, 20 kilometres from central Winchester.

Wander through Cedar Creek and Belle Grove National Historical Park, where the environment of native plants and animals is being preserved for the coming generations. The Econo Lodge Inn & Suites is a fantastic choice if you're planning to rest your noggin nearby. History buffs will appreciate a visit to Belle Grove Plantation. Join a tour, walk around the historic property and learn about past generations. Prefer to spend your nights near this site? Check yourself into the Wayside Inn.

Freaking out cos you had one job to do and forgot to do it? Supposed to find a place for dinner? Don't stress. Nana's Irish Pub isn't far away, so why not give them a call and see if they'll find you a table?

Accommodation options near Middletown

Having trouble finding the ideal Middletown hotel room? Don't lose hope — there are heaps of options to choose from in Stephens City and White Post.

Whether you want your time in Middletown to be relaxed or teeming with rip-roaring moments, we'll give you a hand! Just one or two more clicks and you can start stuffing your bags!

Middletown hotels essential information

Accommodation
604 hotels
Lowest Price
AU$110
Highest Price
AU$214
Popular hotels
Econo Lodge Inn & Suites, La Quinta Inn & Suites by Wyndham Winchester, Microtel Inn & Suites by Wyndham Winchester, Travelodge by Wyndham Winchester, The George Washington Hotel, A Wyndham Grand Hotel, Comfort Inn & Suites Winchester, Holiday Inn Winchester Se-Historic Gateway by IHG, DoubleTree by Hilton Front Royal Blue Ridge Shadows, Hampton Inn Front Royal

Most recent Middletown hotel reviews

**Terms and Conditions apply.
^Subject to availability and chosen travel dates.