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

Best Resorts in Middletown

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Check prices for these dates

Next weekend
Nov 13 - Nov 15
In two weeks
Nov 20 - Nov 22
In one month
Dec 4 - Dec 6
In two months
Jan 1 - Jan 3
No exact matches found, but these alternatives could be just right

Recommended hotels in Middletown

A cozy living room with a fireplace, patterned chairs, and a dining area with wooden furniture.

1. Wayside Inn

Wayside Inn
3.5 star property
Middletown
9.2 out of 10, Wonderful, (462 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
$89 nightly
The price is $98
Dec 5 - Dec 6
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, (333 reviews)
"Place is in poor repair."
United States
Craig
$63 nightly
The price is $69
Nov 25 - Nov 26
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, (1,016 reviews)
"A really great hotel for the price"
United States
Glenn
$76 nightly
The price is $84
Nov 11 - Nov 12
Total with taxes and fees
Ramada by Wyndham 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.

4. 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, (922 reviews)
"Great hotel"
United States
Michael
$76 nightly
The price is $85
Nov 8 - Nov 9
Total with taxes and fees
Holiday Inn Express Winchester South-Stephens City by IHG
A hotel lobby with a reception desk, seating area with a round table, and a bar.

5. Fairfield Inn & Suites Strasburg Shenandoah Valley

Fairfield Inn & Suites Strasburg Shenandoah Valley
3.0 star property
Strasburg
9.0 out of 10, Wonderful, (1,001 reviews)
"Very clean room and property. Staff was great. Breakfast was good."
United States
Kayla
$121 nightly
The price is $134
Nov 15 - Nov 16
Total with taxes and fees
Fairfield Inn & Suites Strasburg Shenandoah Valley
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, (723 reviews)
"Rooms were clean and comfortable"
United States
Jeanne
$76 nightly
The price is $84
Nov 25 - Nov 26
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
9.6 out of 10, Exceptional, (1,147 reviews)
"Nice hotel. I would stay here again."
United States
Kenneth
$99 nightly
The price is $111
Nov 29 - Nov 30
Total with taxes and fees
Comfort Inn & Suites Winchester
An indoor swimming pool with clear glass walls, a tiled floor, and a view of greenery outside.

8. Hampton Inn Front Royal

Hampton Inn Front Royal
2.5 star property
Front Royal
9.2 out of 10, Wonderful, (1,001 reviews)
"The hotel was really well maintained inside and out! Room was super-clean."
United States
Tammy
$118 nightly
The price is $132
Dec 4 - Dec 5
Total with taxes and fees
Hampton Inn Front Royal
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, (1,001 reviews)
"Comfortable bed, friendly staff, and convenient location"
United States
Zohair
$85 nightly
The price is $95
Dec 6 - Dec 7
Total with taxes and fees
Country Inn & Suites by Radisson, Winchester, VA
A spacious lobby with a stone fireplace, blue upholstered sofas, and a chandelier.

10. 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
$120 nightly
The price is $132
Dec 6 - Dec 7
Total with taxes and fees
DoubleTree by Hilton Front Royal Blue Ridge Shadows
An outdoor seating area with a fire feature, wicker furniture, and a building with multiple windows.

11. TownePlace Suites by Marriott Front Royal

TownePlace Suites by Marriott Front Royal
3.0 star property
Front Royal
9.6 out of 10, Exceptional, (616 reviews)
"Cleaned, maintained hotel near many conveniences."
United States
JoEllen
$137 nightly
The price is $151
Nov 29 - Nov 30
Total with taxes and fees
TownePlace Suites by Marriott Front Royal
A spacious lobby with a stone fireplace, red chairs, a wooden staircase, and a flat-screen TV mounted on the wall.

12. Motel 6 Front Royal, VA

Motel 6 Front Royal, VA
2.0 star property
Front Royal
7.0 out of 10, Good, (575 reviews)
"Property was clean staff was very nice polite and helpful They looked like they are doing some upgrades which is always nice to see I will be staying here again"
United States
Matthew
$65 nightly
The price is $72
Nov 8 - Nov 9
Total with taxes and fees
Motel 6 Front Royal, VA
A hotel lobby with a reception desk, seating area, and a fireplace.

13. 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, (1,001 reviews)
"Great location and comfortable room."
United States
Amelia
$68 nightly
The price is $76
Nov 17 - Nov 18
Total with taxes and fees
Super 8 by Wyndham Front Royal Near Shenandoah National Park
A spacious lobby with a checkered floor, yellow chairs, a green carpet, and a wall with the text "It only takes a spark".

14. Spark by Hilton Winchester

Spark by Hilton Winchester
3.0 star property
Winchester
9.2 out of 10, Wonderful, (1,003 reviews)
"Clean room, great staff, good parking and free breakfast"
United States
Albert
$65 nightly
The price is $74
Nov 22 - Nov 23
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.

15. Fairfield Inn & Suites by Marriott Winchester

Fairfield Inn & Suites by Marriott Winchester
3.0 star property
Winchester
9.2 out of 10, Wonderful, (968 reviews)
"Great place to stay in Winchester."
United States
Thomas
$93 nightly
The price is $103
Nov 8 - Nov 9
Total with taxes and fees
Fairfield Inn & Suites by Marriott Winchester
A covered outdoor area with a table and chairs, a brick wall, and a metal railing.

16. Relax Inn Motel

Relax Inn Motel
2.0 star property
Front Royal
8.4 out of 10, Very good, (305 reviews)
"Locally owned, friendly, on sight management. A good price in a convenient location."
United States
Richard
$65 nightly
The price is $72
Nov 29 - Nov 30
Total with taxes and fees
Relax Inn Motel
An outdoor patio with a grill, seating, and string lights.

17. Home2 Suites By Hilton Winchester

Home2 Suites By Hilton Winchester
3.0 star property
Winchester
9.4 out of 10, Exceptional, (48 reviews)
"Clean rooms , friendly staff."
United States
Jean
$88 nightly
The price is $100
Nov 15 - Nov 16
Total with taxes and fees
Home2 Suites By Hilton Winchester
A modern dining area with a high ceiling, recessed lighting, and a large window providing natural light.

18. 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, (2,262 reviews)
"Great place to stay the night after a long drive"
United States
lucy
$104 nightly
The price is $115
Nov 8 - Nov 9
Total with taxes and fees
La Quinta Inn & Suites by Wyndham 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, (1,073 reviews)
"Clean room, good staff, good location"
United States
Gregory
$70 nightly
The price is $77
Dec 1 - Dec 2
Total with taxes and fees
Travelodge by Wyndham Winchester
A swimming pool area with a fence, lounge chairs, and a flag.

20. Twi-Lite Inn

Twi-Lite Inn
2.0 star property
Front Royal
8.2 out of 10, Very good, (591 reviews)
"Room was clean and basic. Friendly staff at the front desk. It was ideal for us. No complaints."
United States
Bishwadyal
$75 nightly
The price is $83
Dec 6 - Dec 7
Total with taxes and fees
Twi-Lite Inn
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

La Quinta Inn & Suites by Wyndham Winchester

La Quinta Inn & Suites by Wyndham Winchester

10/10 Excellent
"We only spent one night but we loved the location close to some shops, the beds were comfortable and the staff were helpful! I would recommend."
Mary 1-night trip
Posted 1 hour ago
La Quinta Inn & Suites by Wyndham Winchester

Find out more about Middletown

Middletown Resorts information

Number of reviews
9,788
Accommodation
0 Resorts
Lowest Price
$69
Highest Price
$151

Frequently asked questions

What can I expect from a resort vacation in Middletown?
Expedia can help you find resorts and other lodging options that offer similar services and comforts. If you have trouble finding a resort in Middletown that works for you, you can use the search page filters to look for hotels, or search for properties that offer amenities like pools or all-inclusive options. We make it easy to book great accommodations so you can move on to planning your trip itinerary.
What can I do in Middletown?
Travelers enjoy visiting the historic sites and other landmarks in Middletown, and also have good things to say about its bars. Belle Grove Plantation, Shenandoah River, and Cedar Creek and Belle Grove National Historical Park are a few of the interesting sights to visit. Additional attractions in the area include Cedar Creek Battlefield Foundation and Jackson's Chase Golf Course.
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.
What's the best way to get to and around Middletown?
Fly into Martinsburg, WV (MRB-Eastern West Virginia Regional), which is located 30.4 mi (48.9 km) away from the heart of the city. If you'd like to venture out around the area, you may want a rental car for your journey.

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