Find hotels in Middletown, VA from Rp1.090.042

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Go beyond your typical stay in Middletown

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Check prices for these dates

Tonight
11 Nov - 12 Nov
Tomorrow
12 Nov - 13 Nov
This weekend
13 Nov - 15 Nov
Next weekend
20 Nov - 22 Nov

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Our top choices for Middletown hotels

A rustic interior with wooden tables and chairs, a brick floor, and a wooden ceiling.

1. Wayside Inn

Wayside Inn
3.5 star property
Middletown
9.2 out of 10, Wonderful, (465 reviews)
"We enjoyed our short stay at Wayside. We were greeted by Amanda with a very warm and friendly welcome. She kindly let us check in early and gave us a few ideas to explore."
United States
Gerry
The price is Rp1.228.216
Rp1.535.161 total
includes taxes & fees
29 Nov - 30 Nov
Wayside Inn
A dining area with a high ceiling, wooden beams, and a chandelier. There is a painting on the wall and an American flag. Tables and chairs are arranged for dining.

2. Econo Lodge Inn & Suites Middletown - Winchester South

Econo Lodge Inn & Suites Middletown - Winchester South
2.0 star property
Middletown
5.8 out of 10, (334 reviews)
"Place is in poor repair."
United States
Craig
The price is Rp1.166.805
Rp1.286.985 total
includes taxes & fees
1 Dec - 2 Dec
Econo Lodge Inn & Suites Middletown - Winchester South
A hotel lobby with a reception desk, seating area with a round table, and a bar.

3. Fairfield Inn & Suites Strasburg Shenandoah Valley

Fairfield Inn & Suites Strasburg Shenandoah Valley
3.0 star property
Strasburg
9.0 out of 10, Wonderful, (1,000 reviews)
"Very clean room and property. Staff was great. Breakfast was good."
United States
Kayla
The price is Rp2.178.277
Rp2.424.422 total
includes taxes & fees
22 Nov - 23 Nov
Fairfield Inn & Suites Strasburg Shenandoah Valley
A hotel lobby with a reception desk, a check-in counter, a seating area with chairs, and a dining area in the background.

4. Ramada by Wyndham Strasburg/Shenandoah Valley

Ramada by Wyndham Strasburg/Shenandoah Valley
2.5 star property
Strasburg
8.2 out of 10, Very good, (1,025 reviews)
"A really great hotel for the price"
United States
Glenn
The price is Rp1.366.390
Rp1.520.792 total
includes taxes & fees
18 Nov - 19 Nov
Ramada by Wyndham Strasburg/Shenandoah Valley
A restaurant interior with a bar area, seating, and artwork on the walls.

5. DoubleTree by Hilton Front Royal Blue Ridge Shadows

DoubleTree by Hilton Front Royal Blue Ridge Shadows
4.0 star property
Front Royal
9.0 out of 10, Wonderful, (1,002 reviews)
"It was a nice stay.. third time staying… relaxing and peaceful"
United States
Adrian
The price is Rp2.258.111
Rp2.490.698 total
includes taxes & fees
10 Dec - 11 Dec
DoubleTree by Hilton Front Royal Blue Ridge Shadows
An indoor swimming pool with clear glass walls, a tiled floor, and a view of greenery outside.

6. Hampton Inn Front Royal

Hampton Inn Front Royal
2.5 star property
Front Royal
9.2 out of 10, Wonderful, (1,003 reviews)
"The hotel was really well maintained inside and out! Room was super-clean."
United States
Tammy
The price is Rp2.134.025
Rp2.375.170 total
includes taxes & fees
19 Nov - 20 Nov
Hampton Inn Front Royal
A modern hotel lobby with a green sofa, blue chairs, a dining table, and large windows offering a view of the outdoors.

7. 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, (926 reviews)
"Great hotel"
United States
Michael
The price is Rp1.444.960
Rp1.608.242 total
includes taxes & fees
10 Dec - 11 Dec
Holiday Inn Express Winchester South-Stephens City by IHG
A Comfort Inn & Suites building with a modern design, featuring a prominent logo on the facade, a covered entrance, and multiple windows.

8. Comfort Inn & Suites Winchester

Comfort Inn & Suites Winchester
2.5 star property
Winchester
9.4 out of 10, Exceptional, (1,160 reviews)
"Convenient to the highway and reasonably priced."
United States
Donna S.
The price is Rp1.577.012
Rp1.755.214 total
includes taxes & fees
1 Dec - 2 Dec
Comfort Inn & Suites Winchester
An outdoor seating area with a fire feature, wicker furniture, and a building with multiple windows.

9. TownePlace Suites by Marriott Front Royal

TownePlace Suites by Marriott Front Royal
3.0 star property
Front Royal
9.6 out of 10, Exceptional, (618 reviews)
"Cleaned, maintained hotel near many conveniences."
United States
JoEllen
The price is Rp2.438.370
Rp2.725.646 total
includes taxes & fees
29 Nov - 30 Nov
TownePlace Suites by Marriott Front Royal
A restaurant with wooden tables and red cushioned chairs, a kitchen area with a coffee machine, and a large window.

10. Quality Inn Stephens City - Winchester South

Quality Inn Stephens City - Winchester South
2.5 star property
Stephens City
8.0 out of 10, Very good, (725 reviews)
"Rooms were clean and comfortable"
United States
Jeanne
The price is Rp1.366.390
Rp1.520.792 total
includes taxes & fees
2 Dec - 3 Dec
Quality Inn Stephens City - Winchester South
A spacious living room with a fireplace, wooden staircase, and a bookshelf.

11. 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, (1,000 reviews)
"This hotel is worth the stay!"
United States
David
The price is Rp1.517.208
Rp1.688.653 total
includes taxes & fees
1 Dec - 2 Dec
Country Inn & Suites by Radisson, Winchester, VA
A modern dining area with a high ceiling, recessed lighting, and a large window providing natural light.

12. 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, (2,263 reviews)
"Great place to stay the night after a long drive"
United States
lucy
The price is Rp1.826.971
Rp2.033.419 total
includes taxes & fees
3 Dec - 4 Dec
La Quinta Inn & Suites by Wyndham Winchester
A courtyard with a fountain, tables with white tablecloths, and brick buildings.

13. The George Washington Hotel, A Wyndham Grand Hotel

The George Washington Hotel, A Wyndham Grand Hotel
3.5 star property
Old Town Winchester
9.4 out of 10, Exceptional, (1,003 reviews)
"Always great place and the old nostalgic look is the best"
United States
Christophe
The price is Rp2.354.924
Rp2.668.129 total
includes taxes & fees
23 Nov - 24 Nov
The George Washington Hotel, A Wyndham Grand Hotel
A Holiday Inn hotel with a modern design, featuring a covered entrance and multiple floors.

14. Holiday Inn Winchester Se-Historic Gateway by IHG

Holiday Inn Winchester Se-Historic Gateway by IHG
3.0 star property
Winchester
9.0 out of 10, Wonderful, (1,001 reviews)
"Great hotel."
United States
Nicholas
The price is Rp1.788.138
Rp2.044.384 total
includes taxes & fees
9 Dec - 10 Dec
Holiday Inn Winchester Se-Historic Gateway by IHG
A modern lobby with a seating area, a flat-screen TV, and a large window offering a view of the outdoors.

15. 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)
"Perfect accommodation- great breakfast and attentive gracious staff"
United States
Kathleen
The price is Rp1.430.510
Rp1.592.158 total
includes taxes & fees
15 Nov - 16 Nov
Microtel Inn & Suites by Wyndham Winchester
A spacious lobby with a checkered floor, yellow chairs, a green carpet, and a wall with the text "It only takes a spark".

16. Spark by Hilton Winchester

Spark by Hilton Winchester
3.0 star property
Winchester
9.2 out of 10, Wonderful, (1,002 reviews)
"Clean room, great staff, good parking and free breakfast"
United States
Albert
The price is Rp1.171.140
Rp1.326.901 total
includes taxes & fees
29 Nov - 30 Nov
Spark by Hilton Winchester
A modern hotel lobby with a sofa set, two armchairs, a coffee table, and a reception desk.

17. Fairfield Inn & Suites by Marriott Winchester

Fairfield Inn & Suites by Marriott Winchester
3.0 star property
Winchester
9.2 out of 10, Wonderful, (975 reviews)
"Great place to stay in Winchester."
United States
Thomas
The price is Rp1.673.444
Rp1.862.544 total
includes taxes & fees
15 Nov - 16 Nov
Fairfield Inn & Suites by Marriott Winchester
A Courtyard by Marriott hotel with a covered entrance, multiple floors, and a brick facade.

18. Courtyard by Marriott Winchester

Courtyard by Marriott Winchester
3.0 star property
Winchester
9.0 out of 10, Wonderful, (1,000 reviews)
"We had an amazing stay and will be back! The rooms were clean and comfy and staff were very helpful."
United States
Jessica
The price is Rp1.934.440
Rp2.153.032 total
includes taxes & fees
19 Nov - 20 Nov
Courtyard by Marriott Winchester
A self-service beverage station with a refrigerated drink dispenser, a coffee machine, and a variety of snacks.

19. TRU By Hilton Winchester

TRU By Hilton Winchester
2.5 star property
Winchester
9.2 out of 10, Wonderful, (1,005 reviews)
"Rooms good sized, beds comfortable, quiet ( slept great), great breakfast. Highly recommend!!"
United States
Jesse
The price is Rp1.466.273
Rp1.631.961 total
includes taxes & fees
18 Nov - 19 Nov
TRU By Hilton Winchester
A snack and beverage display area with shelves stocked with various snacks and a refrigerated section with beverages.

20. 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)
"I like the cleanliness of the room and the breakfast options."
United States
Henedina
The price is Rp1.658.092
Rp1.878.617 total
includes taxes & fees
6 Dec - 7 Dec
Hampton Inn Winchester-University/Mall Area
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

8.4/10 (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 mountainous landscape with autumn foliage, rocky outcrops, and a valley below.

Top Middletown Hotel Reviews

A rustic interior with wooden tables and chairs, a brick floor, and a wooden ceiling.
Wayside Inn

Wayside Inn

Wayside Inn
Middletown

10/10 Excellent

Great location for our needs. Very friendly staff. Delicious breakfast served to start your day.
United Kingdom
SUSAN
Reviewed May 18, 2018
Wayside Inn

Frequently Asked Questions

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 3 hotels and other accommodation options to choose from. Find out more about Middletown.

What is there to see in 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 itinerary are Belle Grove Plantation and Jackson's Chase Golf Course. 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.

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 a restaurant and free parking. Two other options for your visit to the area are The George Washington Hotel, A Wyndham Grand Hotel and Travelodge by Wyndham Winchester. See all available top hotels, or vacation rentals in Middletown.