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8 Aug - 10 Aug
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29 Aug - 31 Aug
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26 Sep - 28 Sep

Apartments in Middletown

Cute Riverside Cabin w Hot Tub, Fire Pit, & Kayaks
Terrace/patio

Cute Riverside Cabin w Hot Tub, Fire Pit, & Kayaks

10.0 out of 10, Exceptional, (9)
"2 night stay celebrating our 21 year anniversary! Host was attentive & communicated through text daily to check how our stay was going! Unique property grounds & highly enjoyable!"
The price is AED 775
AED 1,169 total
includes taxes & fees
19 Aug - 20 Aug
Cute Riverside Cabin w Hot Tub, Fire Pit, & Kayaks
Waterfront Virginia Retreat w/ Canoe, Pets Welcome
Property grounds

Waterfront Virginia Retreat w/ Canoe, Pets Welcome

10.0 out of 10, Exceptional, (52)
"Fun little place to base from. Especially enjoyed the water and fire pit."
Waterfront Virginia Retreat w/ Canoe, Pets Welcome
Berryville Bliss: Basement Apartment in welcoming Berryville
Outdoor dining

Berryville Bliss: Basement Apartment in welcoming Berryville

10.0 out of 10, Exceptional, (3)
"Clean, comfortable and close to Historic Rosemont! Pool was incredible!"
The price is AED 744
AED 1,780 total
includes taxes & fees
4 Aug - 5 Aug
Berryville Bliss: Basement Apartment in welcoming Berryville
New - The Skyline Flat
Smart TV, stereo

New - The Skyline Flat

10.0 out of 10, Exceptional, (2)
"Place is awesome and cozy. Perfect setup for a short stay or an extended stay. Owner is easy to reach and responds quickly. "
New - The Skyline Flat
Cozy English Basement Apt quiet but close to downtown
Exterior

Cozy English Basement Apt quiet but close to downtown

9.6 out of 10, Exceptional, (7)
"Downtown Winchester is charming, and the property was an easy walk from downtown (though in a safe suburban neighborhood). The property itself was just as advertised. I was able to cook meals there; the bed was comfortable; it was much nicer and more varied than a hotel room."
Cozy English Basement Apt quiet but close to downtown
Nostalgia Lane in the heart of the city
3 bedrooms, iron/ironing board, WiFi, bed sheets

Nostalgia Lane in the heart of the city

8.8 out of 10, Excellent, (10)
"Great location in the heart of Winchester. Walking distance to everything. "
The price is AED 731
AED 1,286 total
includes taxes & fees
3 Aug - 4 Aug
Nostalgia Lane in the heart of the city
The Blue Door steps from Handley Library
Exterior detail

The Blue Door steps from Handley Library

2.0 star property
7.0 out of 10, Good, (2)
"Perfect. Met all expectations. Small but Great."
The price is AED 294
AED 562 total
includes taxes & fees
5 Aug - 6 Aug
The Blue Door steps from Handley Library
Morocco Loft 2BR overlooking city walking mall
Living area

Morocco Loft 2BR overlooking city walking mall

2.0 star property
10.0 out of 10, Exceptional, (2)
"Great property with all the comforts of home"
Morocco Loft 2BR overlooking city walking mall
Cozy studio close to Skyline Drive, Hiking, and Main Street.
Private kitchen

Cozy studio close to Skyline Drive, Hiking, and Main Street.

9.0 out of 10, Wonderful, (2)
"Spent the day in the park , very convenient "
Cozy studio close to Skyline Drive, Hiking, and Main Street.
Apple Mountain Retreat
Property grounds

Apple Mountain Retreat

10.0 out of 10, Exceptional, (14)
"Very nice place to stay within convenient distance to Front Royal and Shenandoah Natl Park. "
The price is AED 496
AED 855 total
includes taxes & fees
3 Aug - 4 Aug
Apple Mountain Retreat
Riverside Tiny Cabin w Hot Tub, Fire Pit, & Kayaks
Outdoor dining

Riverside Tiny Cabin w Hot Tub, Fire Pit, & Kayaks

10.0 out of 10, Exceptional, (4)
"Perfect location and fit! Perfect balance of privacy and access"
The price is AED 767
AED 1,152 total
includes taxes & fees
26 Aug - 27 Aug
Riverside Tiny Cabin w Hot Tub, Fire Pit, & Kayaks
Front Royal Retreat on 3 Acres w/ Mtn Views!
Fridge, microwave, oven, dishwasher

Front Royal Retreat on 3 Acres w/ Mtn Views!

2.0 star property
8.4 out of 10, Very Good, (7)
"House and overall property was very clean and we really enjoyed it and the spring water was amazing"
Front Royal Retreat on 3 Acres w/ Mtn Views!
Charming Loft In Winchester Va, Furnished and all Inclusive
Living area

Charming Loft In Winchester Va, Furnished and all Inclusive

6.0 out of 10, (2)
"I believe we stayed at the apartment too soon after a recent fire.It was not ready for renters quite yet so our experience was not a good one."
Charming Loft In Winchester Va, Furnished and all Inclusive
Rosamond nice downtown studio apt
Interior

Rosamond nice downtown studio apt

8.0 out of 10, Very Good, (2)
"Small but appropriately priced."
The price is AED 404
AED 707 total
includes taxes & fees
4 Aug - 5 Aug
Rosamond nice downtown studio apt
WonderClock House downtown vintage duplex w/ porches, steps to Handley Library
Dining

WonderClock House downtown vintage duplex w/ porches, steps to Handley Library

9.0 out of 10, Wonderful, (6)
"Lots of stairs to the bedroom and the tub shower was hard to get into for someone with knee problems. The washer dryer was off premises around to the back to the back of the house. wish they had left written instructions about how to get there , had to text her. Location was great!"
WonderClock House downtown vintage duplex w/ porches, steps to Handley Library
Cameron Grace Brand New 1BR 1BA apt downtown Winchester
Fridge, microwave, oven, stovetop

Cameron Grace Brand New 1BR 1BA apt downtown Winchester

2.0 star property
10.0 out of 10, Exceptional, (4)
"The apartment is beautiful, comfortable and private. We enjoyed our quick getaway to Winchester."
Cameron Grace Brand New 1BR 1BA apt downtown Winchester
Front Royal Retreat on 3 Acres w/ Mtn Views!
Interior

Front Royal Retreat on 3 Acres w/ Mtn Views!

3.0 star property
Front Royal Retreat on 3 Acres w/ Mtn Views!
The Outpost Suite 3 - Whimsical Farmhouse Retreat
Outdoor dining

The Outpost Suite 3 - Whimsical Farmhouse Retreat

7.2 out of 10, Good, (10)
"First we found it strange that you enter into this unit through the bathroom. It is up a laneway behind a house and backs onto a subdivision. The “kitchenette” was not very clean with some leftover packages of food in drawer from previous guests and no microwave. It was a warm day when we arrived and the heat was on full blast and was controlled from another unit. It continued to blast heat for our whole visit. We were to stay for 3 nights and the first night was fine as there were no guests in...
The Outpost Suite 3 - Whimsical Farmhouse Retreat
Waterfront Virginia Retreat w/ Canoe, Pets Welcome
Fireplace, DVD player

Waterfront Virginia Retreat w/ Canoe, Pets Welcome

3.0 star property
10.0 out of 10, Exceptional, (2)
Waterfront Virginia Retreat w/ Canoe, Pets Welcome
King Apartment -2 miles to I-81
1 bedroom, desk, cribs/infant beds, free WiFi

King Apartment -2 miles to I-81

10.0 out of 10, Exceptional, (9)
"Nicely appointed, very comfortable and exceptionally clean. We would stay here again! The owners are very thoughtful with the details and include items like snacks and a make up mirror that isn't typically included. Great spot and very reasonably priced."
King Apartment -2 miles to I-81
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

Hampton Inn Front Royal

Hampton Inn Front Royal

10/10 Excellent
"Convenient to Shenandoah skyline drive"
Janice 1-night trip
Posted 1 day ago
Hampton Inn Front Royal

Frequently asked questions

What's it like to stay at an apartment in Middletown?
You might not have many choices centrally in Middletown, but Expedia can help you find accommodations in the area similar to apartments. When you search for a place to stay on Expedia, you can filter by amenities you might find in an apartment such as a kitchen. You can even filter by similar properties such as condos, vacation homes, or cottages. While exploring the local area, you might want to visit the bars and restaurants.
Are you thinking about apartments over traditional hotel rooms?
Often offering more space than a traditional hotel room, an apartment comes equipped with a kitchen, so you can cook some of your meals. Apartments are ideal for families who want the conveniences of home, and also for couples looking for something with a more local feel.
What's a favorite apartment I should consider for a stay in Middletown?
Listed below are some of the more popular apartments in the area: Cute Riverside Cabin w Hot Tub, Fire Pit, & Kayaks: Located in Rileyville, 16.4 mi/26.4 km from the heart of Middletown. Includes private balconies and sofa beds. Access to a hot tub is available on site. Waterfront Virginia Retreat w/ Canoe, Pets Welcome: Located 19.2 mi/30.9 km away in Rileyville. Private patios and fireplaces are included. Berryville Bliss: Basement Apartment in welcoming Berryville: Located in Berryville, 17.9 mi/28.9 km away. Includes a private pool, free WiFi, and private patios. An outdoor pool and a hot tub are on site. New - The Skyline Flat: 9.4 mi/15.1 km away in Front Royal. Free WiFi and Smart TVs are included. Cozy English Basement Apt quiet but close to downtown: Located in Winchester, 12.2 mi/19.6 km from Middletown. Includes Smart TVs. Access to onsite laundry facilities is available on site.
What can I expect from the weather when I travel to Middletown?
Though weather is just one factor, it can really affect your travel plans, especially if you are planning a longer stay 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 are the must-see places to visit in Middletown?
Middletown is known for its bars and restaurants. Cedar Creek and Belle Grove National Historical Park and Shenandoah River are a couple of scenic spots to enjoy the outdoors, whereas Wayside Theater is one of the cultural attractions. While here, Cedar Creek Battlefield Foundation and Belle Grove Plantation are other places worth a visit.
What's the best way to get to and around Middletown?
Knowing a bit about the transportation options can save you time when you get to your destination. Fly into Martinsburg, WV (MRB-Eastern West Virginia Regional), which is located 30.4 mi (48.9 km) from the heart of the city. If you'd like to venture out around the area, you may want to rent a car for your trip.