Photo by Samantha Keyes

Find hotels in Middletown, VA from ฿2,103

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

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Filter by

Guest rating
Guest rating
Star rating

Top 10 Middletown hotels and places to stay

Econo Lodge Inn & Suites

2.0 star property
5.8 out of 10, (289)
"I loved staying here!"
The price is ฿2,207
฿2,434 total
includes taxes & fees
21 Oct - 22 Oct
Econo Lodge Inn & Suites

Wayside Inn

3.5 star property
9.2 out of 10, Wonderful, (407)
"Clean room and friendly staff. Air conditioning was very noisy and the inn needs some upkeep, but we would stay there again."
The price is ฿3,722
฿4,432 total
includes taxes & fees
13 Oct - 14 Oct
Wayside Inn

The George Washington Hotel, A Wyndham Grand Hotel

3.5 star property
9.4 out of 10, Exceptional, (1014)
"Very nice hotel "
The price is ฿4,140
฿4,691 total
includes taxes & fees
19 Oct - 20 Oct
The George Washington Hotel, A Wyndham Grand Hotel

Holiday Inn Express Woodstock-Shenandoah Valley by IHG

2.5 star property
9.0 out of 10, Wonderful, (1010)
"Very clean room, good breakfast and English speaking staff "
The price is ฿3,269
฿3,671 total
includes taxes & fees
19 Oct - 20 Oct
Holiday Inn Express Woodstock-Shenandoah Valley by IHG

Hampton Inn & Suites Woodstock, VA

2.5 star property
8.8 out of 10, Excellent, (1004)
"Loved our stay"
The price is ฿3,398
฿3,816 total
includes taxes & fees
6 Nov - 7 Nov
Hampton Inn & Suites Woodstock, VA

Ramada by Wyndham Strasburg/Shenandoah Valley

2.5 star property
8.4 out of 10, Very good, (1020)
"Everyone was very friendly and it was a nice and quiet hotel. Convenient to everywhere we had wanted to go."
The price is ฿2,640
฿2,938 total
includes taxes & fees
19 Oct - 20 Oct
Ramada by Wyndham Strasburg/Shenandoah Valley

La Quinta Inn & Suites by Wyndham Winchester

3.0 star property
9.2 out of 10, Wonderful, (2182)
"Great location."
The price is ฿3,354
฿3,649 total
includes taxes & fees
2 Nov - 3 Nov
La Quinta Inn & Suites by Wyndham Winchester

Candlewood Suites Winchester by IHG

2.5 star property
8.8 out of 10, Excellent, (516)
"The suites we're clean and spacious. The perfect stay for a family weekend!"
The price is ฿3,040
฿3,308 total
includes taxes & fees
14 Oct - 15 Oct
Candlewood Suites Winchester by IHG

Comfort Inn Woodstock Shenandoah

2.5 star property
8.8 out of 10, Excellent, (1010)
"The room was clean, staff were awesome and the breakfast was hot. "
The price is ฿3,207
฿3,602 total
includes taxes & fees
19 Oct - 20 Oct
Comfort Inn Woodstock Shenandoah

Travelodge by Wyndham Winchester

2.5 star property
8.6 out of 10, Excellent, (1087)
"Excellent staff"
The price is ฿2,256
฿2,455 total
includes taxes & fees
19 Oct - 20 Oct
Travelodge by Wyndham Winchester

Holiday Inn Winchester Se-Historic Gateway by IHG

3.0 star property
9.0 out of 10, Wonderful, (1008)
"Great stay value"
The price is ฿2,550
฿2,872 total
includes taxes & fees
9 Nov - 10 Nov
Holiday Inn Winchester Se-Historic Gateway by IHG

Baymont by Wyndham Front Royal Near Shenandoah National Park

2.5 star property
6.4 out of 10, (892)
"nice for a great stay!!"
The price is ฿1,890
฿2,103 total
includes taxes & fees
2 Nov - 3 Nov
Baymont by Wyndham Front Royal Near Shenandoah National Park

Quality Inn Winchester

2.5 star property
9.2 out of 10, Wonderful, (1010)
"We will be staying there again"
The price is ฿2,550
฿2,774 total
includes taxes & fees
2 Nov - 3 Nov
Quality Inn Winchester

Hilton Garden Inn Winchester

3.0 star property
8.8 out of 10, Excellent, (496)
"Great hotel"
The price is ฿3,121
฿3,537 total
includes taxes & fees
9 Nov - 10 Nov
Hilton Garden Inn Winchester

DoubleTree by Hilton Front Royal Blue Ridge Shadows

4.0 star property
9.0 out of 10, Wonderful, (1005)
"The hotel was clean which is the priority for me. The rooms were big, beds comfortable and amenities (hot tub) a added perk "
The price is ฿3,726
฿4,208 total
includes taxes & fees
26 Oct - 27 Oct
DoubleTree by Hilton Front Royal Blue Ridge Shadows

Hampton Inn Winchester-University/Mall Area

2.5 star property
9.0 out of 10, Wonderful, (1016)
"Staff was excellent !!! Hotel was clean and comfortable in great location !!! Would stay here again !!! "
The price is ฿3,726
฿4,222 total
includes taxes & fees
26 Oct - 27 Oct
Hampton Inn Winchester-University/Mall Area

Fairfield Inn & Suites by Marriott Winchester

2.5 star property
9.0 out of 10, Wonderful, (776)
"Super friendly staff, clean rooms, very convenient. I would definitely stay here again. "
The price is ฿3,029
฿3,295 total
includes taxes & fees
2 Nov - 3 Nov
Fairfield Inn & Suites by Marriott Winchester

Hampton Inn Front Royal

2.5 star property
9.0 out of 10, Wonderful, (1008)
"convenient to Shenandoah Park"
The price is ฿3,592
฿3,998 total
includes taxes & fees
9 Nov - 10 Nov
Hampton Inn Front Royal

Courtyard by Marriott Winchester

3.0 star property
8.8 out of 10, Excellent, (885)
" Nice hotel"
The price is ฿3,307
฿3,598 total
includes taxes & fees
19 Oct - 20 Oct
Courtyard by Marriott Winchester

Holiday Inn Express Winchester South-Stephens City by IHG

2.5 star property
8.2 out of 10, Very good, (774)
"Great stay!"
The price is ฿2,720
฿2,959 total
includes taxes & fees
7 Nov - 8 Nov
Holiday Inn Express Winchester South-Stephens City 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.
Save an average of 15% on thousands of hotels when you're signed in

Stay near popular Middletown attractions

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.

Photo by Stephanie Sutton
Open Photo by Stephanie Sutton

Top Middletown Hotel Reviews

More cheap stays in Middletown

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. Econo Lodge Inn & Suites is another good choice for your stay. 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 4 hotels and other accommodation options to choose from. Find out more about Middletown.
What is there to see in 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 itinerary are Jackson's Chase Golf Course and Wayside Theater. 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.