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

Search Resort Hotels in Middletown from CA $91

  • 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

Next weekend
In two weeks
In one month
In two months
No exact matches found, but these alternatives could be just right

Recommended hotels in Middletown

1. Wayside Inn

Wayside Inn
3.5 star property
Middletown
9.2 out of 10, Wonderful, (462 reviews)
"We very much enjoyed our night at the Inn. Historic, charming, unique. The people we met were attentive and friendly. Our room was clean and quiet throughout the night. The onsite restaurant served delicious food both at dinner and breakfast."
United States
Susan
The price is CA $90
CA $113 total
includes taxes & fees
Dec 5 - Dec 6
Wayside Inn

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
The price is CA $88
CA $97 total
includes taxes & fees
Nov 29 - Nov 30
Econo Lodge Inn & Suites Middletown - Winchester South

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
The price is CA $106
CA $118 total
includes taxes & fees
Nov 16 - Nov 17
Ramada by Wyndham Strasburg/Shenandoah Valley

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
The price is CA $106
CA $118 total
includes taxes & fees
Nov 8 - Nov 9
Holiday Inn Express Winchester South-Stephens City by IHG

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
The price is CA $169
CA $188 total
includes taxes & fees
Nov 15 - Nov 16
Fairfield Inn & Suites Strasburg Shenandoah Valley

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
The price is CA $106
CA $118 total
includes taxes & fees
Nov 24 - Nov 25
Quality Inn Stephens City - Winchester South

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
The price is CA $139
CA $155 total
includes taxes & fees
Nov 29 - Nov 30
Comfort Inn & Suites Winchester

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
The price is CA $165
CA $184 total
includes taxes & fees
Dec 3 - Dec 4
Hampton Inn Front Royal

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)
"Comfortable bed, friendly staff, and convenient location"
United States
Zohair
The price is CA $120
CA $133 total
includes taxes & fees
Nov 29 - Nov 30
Country Inn & Suites by Radisson, Winchester, VA

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
The price is CA $178
CA $196 total
includes taxes & fees
Nov 22 - Nov 23
DoubleTree by Hilton Front Royal Blue Ridge Shadows

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, (615 reviews)
"Cleaned, maintained hotel near many conveniences."
United States
JoEllen
The price is CA $189
CA $211 total
includes taxes & fees
Nov 30 - Dec 1
TownePlace Suites by Marriott Front Royal

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
The price is CA $82
CA $91 total
includes taxes & fees
Nov 16 - Nov 17
Motel 6 Front Royal, VA

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
The price is CA $95
CA $106 total
includes taxes & fees
Nov 16 - Nov 17
Super 8 by Wyndham Front Royal Near Shenandoah National Park

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
The price is CA $91
CA $103 total
includes taxes & fees
Nov 22 - Nov 23
Spark by Hilton Winchester

15. Fairfield Inn & Suites by Marriott Winchester

Fairfield Inn & Suites by Marriott Winchester
3.0 star property
Winchester
9.2 out of 10, Wonderful, (967 reviews)
"Great place to stay in Winchester."
United States
Thomas
The price is CA $130
CA $144 total
includes taxes & fees
Nov 8 - Nov 9
Fairfield Inn & Suites by Marriott Winchester

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
The price is CA $91
CA $101 total
includes taxes & fees
Nov 29 - Nov 30
Relax Inn Motel

17. Home2 Suites By Hilton Winchester

Home2 Suites By Hilton Winchester
3.0 star property
Winchester
9.4 out of 10, Exceptional, (47 reviews)
"Clean rooms , friendly staff."
United States
Jean
The price is CA $124
CA $140 total
includes taxes & fees
Nov 15 - Nov 16
Home2 Suites By Hilton Winchester

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, (2,259 reviews)
"Great place to stay the night after a long drive"
United States
lucy
The price is CA $145
CA $161 total
includes taxes & fees
Nov 8 - Nov 9
La Quinta Inn & Suites by Wyndham Winchester

19. Travelodge by Wyndham Winchester

Travelodge by Wyndham Winchester
2.5 star property
Winchester
8.6 out of 10, Excellent, (1,072 reviews)
"Clean room, good staff, good location"
United States
Gregory
The price is CA $98
CA $108 total
includes taxes & fees
Dec 1 - Dec 2
Travelodge by Wyndham Winchester

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
The price is CA $112
CA $125 total
includes taxes & fees
Dec 4 - Dec 5
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Middletown Hotel Reviews

Find out more about Middletown

Middletown Resorts information

Number of reviews
12,439
Accommodation
0 Resorts
Lowest Price
CA $91
Highest Price
CA $211

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.

Explore a world of travel with Expedia