A mountainous landscape with autumn foliage, rocky outcrops, and a valley below.

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Check prices for these dates

In two weeks
Oct 30 - Nov 1
In two months
Dec 11 - Dec 13
In three months
Jan 8 - Jan 10
In four months
Feb 5 - Feb 7
No exact matches found, but these alternatives could be just right

Recommended hotels in Middletown

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, (451 reviews)
"This is the oldest hotel in the US. An exceptionally unique property from the mid 1700’s."
United States
Judy
$94 nightly
The price is $104
Oct 19 - Oct 20
Total with taxes and fees
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, (329 reviews)
"Not a bad place if you need a bed to sleep in. "
United States
Nathan
$65 nightly
The price is $71
Nov 8 - Nov 9
Total with taxes and fees
Econo Lodge Inn & Suites Middletown - Winchester South
A hotel lobby with a reception desk, a check-in counter, a seating area with chairs, and a dining area in the background.

3. Ramada by Wyndham Strasburg/Shenandoah Valley

Ramada by Wyndham Strasburg/Shenandoah Valley
2.5 star property
Strasburg
8.2 out of 10, Very good, (1,014 reviews)
"Clean, staff was helpful"
United States
Susan
$76 nightly
The price is $84
Nov 1 - Nov 2
Total with taxes and fees
Ramada by Wyndham Strasburg/Shenandoah Valley
A hotel lobby with a reception desk, seating area with a round table, and a bar.

4. 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 affordable, nice rooms, and conveniently located - greatly enjoyed our stay!"
United States
Patrick
$113 nightly
The price is $126
Nov 1 - Nov 2
Total with taxes and fees
Fairfield Inn & Suites Strasburg Shenandoah Valley
A modern hotel lobby with a green sofa, blue chairs, a dining table, and large windows offering a view of the outdoors.

5. 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, (912 reviews)
"Great hotel"
United States
Michael
$88 nightly
The price is $98
Nov 1 - Nov 2
Total with taxes and fees
Holiday Inn Express Winchester South-Stephens City by IHG
A restaurant with wooden tables and red cushioned chairs, a kitchen area with a coffee machine, and a large window.

6. 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, (710 reviews)
"Rooms were clean and comfortable"
United States
Jeanne
$84 nightly
The price is $94
Nov 8 - Nov 9
Total with taxes and fees
Quality Inn Stephens City - Winchester South
A Comfort Inn & Suites building with a modern design, featuring a prominent logo on the facade, a covered entrance, and multiple windows.

7. Comfort Inn & Suites Winchester

Comfort Inn & Suites Winchester
2.5 star property
Winchester
9.4 out of 10, Exceptional, (1,137 reviews)
"Great location with easy access to nice dining. Very courteous staff."
United States
John
$100 nightly
The price is $111
Nov 5 - Nov 6
Total with taxes and fees
Comfort Inn & Suites Winchester
A restaurant interior with a bar area, seating, and artwork on the walls.

8. 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, (1,000 reviews)
"Always a great stay when golfing at Blue Ridge Shadows!"
United States
Brian
$122 nightly
The price is $135
Nov 2 - Nov 3
Total with taxes and fees
DoubleTree by Hilton Front Royal Blue Ridge Shadows
A spacious living room with a fireplace, wooden staircase, and a bookshelf.

9. 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)
"Great stay."
United States
Allen
$88 nightly
The price is $98
Nov 8 - Nov 9
Total with taxes and fees
Country Inn & Suites by Radisson, Winchester, VA
A hotel room with a gray sofa, a bed with a blue headboard, a painting of a landscape, and a lamp on the nightstand.

10. Hampton Inn Front Royal

Hampton Inn Front Royal
2.5 star property
Front Royal
9.2 out of 10, Wonderful, (1,003 reviews)
"Perfect, loved this hotel, bed are so comfortable, very clean. Staff was wonderful."
United States
Grace
$127 nightly
The price is $141
Nov 8 - Nov 9
Total with taxes and fees
Hampton Inn Front Royal
A covered outdoor area with a table and chairs, a brick wall, and a metal railing.

11. Relax Inn Motel

Relax Inn Motel
2.0 star property
Front Royal
8.4 out of 10, Very good, (296 reviews)
"The owners/managers are delightful. The room was very nice with excellent bedding. I look forward to staying there again "
United States
Sarah
$65 nightly
The price is $72
Oct 18 - Oct 19
Total with taxes and fees
Relax Inn Motel
An outdoor seating area with a fire feature, wicker furniture, and a building with multiple windows.

12. TownePlace Suites by Marriott Front Royal

TownePlace Suites by Marriott Front Royal
3.0 star property
Front Royal
9.6 out of 10, Exceptional, (609 reviews)
"Had an absolute great stay."
United States
Justin
$141 nightly
The price is $155
Nov 1 - Nov 2
Total with taxes and fees
TownePlace Suites by Marriott Front Royal
An outdoor patio with a grill, seating, and string lights.

13. Home2 Suites By Hilton Winchester

Home2 Suites By Hilton Winchester
3.0 star property
Winchester
9.2 out of 10, Wonderful, (33 reviews)
"Room was large, breakfast delicious with lots of choices and staff very friendly. Loved staying here for our family of 5."
United States
Mandy
$88 nightly
The price is $100
Nov 1 - Nov 2
Total with taxes and fees
Home2 Suites By Hilton Winchester
A spacious lobby with a stone fireplace, red chairs, a wooden staircase, and a flat-screen TV mounted on the wall.

14. Motel 6 Front Royal, VA

Motel 6 Front Royal, VA
2.0 star property
Front Royal
7.0 out of 10, Good, (562 reviews)
"Rooms are clean and decently spacious. No frills. Heat worked well. Good location. Fridge and microwave. Stayed 3 years in a row and clean rooms every time."
United States
Maya
$65 nightly
The price is $72
Nov 1 - Nov 2
Total with taxes and fees
Motel 6 Front Royal, VA
A hotel lobby with a reception desk, seating area, and a fireplace.

15. 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, (1,003 reviews)
"We loved that it was pet-friendly, but the breakfast could be improved."
United States
Rosilene
$63 nightly
The price is $70
Nov 8 - Nov 9
Total with taxes and fees
Super 8 by Wyndham Front Royal Near Shenandoah National Park
A modern dining area with a high ceiling, recessed lighting, and a large window providing natural light.

16. 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, (2,265 reviews)
"Great place to stay the night after a long drive"
United States
lucy
$108 nightly
The price is $120
Oct 18 - Oct 19
Total with taxes and fees
La Quinta 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".

17. Spark by Hilton Winchester

Spark by Hilton Winchester
3.0 star property
Winchester
9.2 out of 10, Wonderful, (1,001 reviews)
"Very nice and welcoming staff, nice location, pool and included breakfast available!"
United States
carrie
$77 nightly
The price is $87
Nov 2 - Nov 3
Total with taxes and fees
Spark by Hilton Winchester
A modern hotel lobby with a sofa set, two armchairs, a coffee table, and a reception desk.

18. Fairfield Inn & Suites by Marriott Winchester

Fairfield Inn & Suites by Marriott Winchester
3.0 star property
Winchester
9.2 out of 10, Wonderful, (952 reviews)
"Great place to stay in Winchester."
United States
Thomas
$93 nightly
The price is $103
Nov 1 - Nov 2
Total with taxes and fees
Fairfield Inn & Suites by Marriott Winchester
A modern living room with a sofa, armchair, dining table, and chairs. There is a TV mounted on the wall and a small table with a lamp.

19. Travelodge by Wyndham Winchester

Travelodge by Wyndham Winchester
2.5 star property
Winchester
8.6 out of 10, Excellent, (1,082 reviews)
"Very nice stay great staff and very clean"
United States
john
$71 nightly
The price is $78
Oct 25 - Oct 26
Total with taxes and fees
Travelodge by Wyndham Winchester
A hotel room with a large bed, a bathroom with a bathtub, and a framed picture on the wall.

20. 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, (1,001 reviews)
"Great breakfast nice room"
Netherlands
pieter
$58 nightly
The price is $64
Nov 4 - Nov 5
Total with taxes and fees
Baymont by Wyndham Front Royal Near Shenandoah National Park
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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Top Middletown Hotel Reviews

Super 8 by Wyndham Front Royal Near Shenandoah National Park

Super 8 by Wyndham Front Royal Near Shenandoah National Park

10/10 Excellent
"Clean room, great location, good price"
Kun 3-night trip
Posted 5 hours ago
Super 8 by Wyndham Front Royal Near Shenandoah National Park

Find out more about Middletown

Middletown Condo Rentals information

Number of reviews
8,826
Accommodation
1 Condo Rentals
Lowest Price
$64
Highest Price
$155

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