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Check prices for these dates

In two weeks
Mar 27 - Mar 29
In two months
May 8 - May 10
In three months
Jun 5 - Jun 7
In four months
Jul 3 - Jul 5

Our top choices for Middletown apartments

Property grounds

Apple Mountain Retreat

Apple Mountain Retreat
Linden
10.0 out of 10, Exceptional, (22 reviews)
"Great place to stayed "
United States
Mike F.
The price is CA $185
CA $318 total
includes taxes & fees
Mar 16 - Mar 17
Apple Mountain Retreat
Smart TV

Nostalgia Lane in the heart of the city

Nostalgia Lane in the heart of the city
Old Town Winchester
9.0 out of 10, Wonderful, (15 reviews)
"Adorable place and perfect for Winchester and surrounding parks, wineries, and farms."
United States
Tracy F.
The price is CA $254
CA $460 total
includes taxes & fees
Mar 16 - Mar 17
Nostalgia Lane in the heart of the city
Living area

Morocco Loft 2BR overlooking city walking mall

Morocco Loft 2BR overlooking city walking mall
Old Town Winchester
10.0 out of 10, Exceptional, (2 reviews)
"Great property with all the comforts of home"
United States
Kristen R.
The price is CA $244
CA $448 total
includes taxes & fees
Mar 16 - Mar 17
Morocco Loft 2BR overlooking city walking mall
Interior

NEW! Historic Schoolhouse HotTub+FirePit+Wineries

NEW! Historic Schoolhouse HotTub+FirePit+Wineries
Fauquier County
8.0 out of 10, Very good, (1 review)
"The listing indicated pets were welcome and we were able to bring our 13 year old dog, who loves traveling with my husband and I. There was some initial confusion after we booked the Schoolhouse, saying pets are prohibited. Through contact with the host, it was cleared up pretty quickly. All in all, the place was comfortable and we had what we needed to cook a couple of meals. I loved the area and enjoyed walking our dog on the state-maintained back roads. We would have liked to take advantage...
United States
Kathy S.
The price is CA $123
CA $392 total
includes taxes & fees
Mar 17 - Mar 18
NEW! Historic Schoolhouse HotTub+FirePit+Wineries
Interior

Rosamond nice downtown studio apt

Rosamond nice downtown studio apt
Winchester Historic District
8.0 out of 10, Very good, (2 reviews)
"Small but appropriately priced."
United States
John M.
The price is CA $151
CA $264 total
includes taxes & fees
Mar 31 - Apr 1
Rosamond nice downtown studio apt
Terrace/patio

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

Cute Riverside Cabin w Hot Tub, Fire Pit, & Kayaks
Luray
9.8 out of 10, Exceptional, (16 reviews)
"It was an amazing place, will recommend to friends and hopefully will be back."
United States
Lucerito I.
The price is CA $235
CA $377 total
includes taxes & fees
Apr 14 - Apr 15
Cute Riverside Cabin w Hot Tub, Fire Pit, & Kayaks
Terrace/patio

Luxe 2 Bed Dome w Hot Tub, Deck, Fire Pit & Bath

Luxe 2 Bed Dome w Hot Tub, Deck, Fire Pit & Bath
Augusta
7.4 out of 10, Good, (3 reviews)
"Great Experience!"
United States
Kimberly B.
The price is CA $251
CA $424 total
includes taxes & fees
Mar 24 - Mar 25
Luxe 2 Bed Dome w Hot Tub, Deck, Fire Pit & Bath
Interior

Pretty Little Apt by the Train II

Pretty Little Apt by the Train II
Old Town Winchester
9.8 out of 10, Exceptional, (7 reviews)
"This was yhe perfect place for us to stay in Old Winchester. A short walk to just about everything. The apartment was clean and comfortable. We had no issues with checking in and communication was great with the property owner. We would definitely rent from them again."
United States
Stephanie L.
The price is CA $178
CA $297 total
includes taxes & fees
Apr 12 - Apr 13
Pretty Little Apt by the Train II
Exterior detail

The Stock Exchange downtown 3rd floor studio apt

The Stock Exchange downtown 3rd floor studio apt
Winchester Historic District
6.0 out of 10, (1 review)
The price is CA $151
CA $274 total
includes taxes & fees
Mar 26 - Mar 27
The Stock Exchange downtown 3rd floor studio apt
Interior

Very charming & spacious 2 bedrm

Very charming & spacious 2 bedrm
Winchester
The price is CA $140
CA $257 total
includes taxes & fees
Apr 5 - Apr 6
Very charming & spacious 2 bedrm
Terrace/patio

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

Riverside Tiny Cabin w Hot Tub, Fire Pit, & Kayaks
Luray
10.0 out of 10, Exceptional, (8 reviews)
"We had a wonderful time, loved the location and space! "
United States
Jennifer C.
The price is CA $281
CA $437 total
includes taxes & fees
Mar 19 - Mar 20
Riverside Tiny Cabin w Hot Tub, Fire Pit, & Kayaks
Outdoor spa tub

Glamping dome w/hot tub & fire pit

Glamping dome w/hot tub & fire pit
Augusta
10.0 out of 10, Exceptional, (8 reviews)
"Wonderful stay!"
United States
Eli W.
The price is CA $259
CA $416 total
includes taxes & fees
Mar 17 - Mar 18
Glamping dome w/hot tub & fire pit
Smart TV, books

Dreamweaver — 1BR 1BA just two blocks from the downtown walking mall

Dreamweaver — 1BR 1BA just two blocks from the downtown walking mall
Winchester Historic District
8.6 out of 10, Excellent, (4 reviews)
"Large historic house at a great location "
United States
Bryan T.
The price is CA $189
CA $322 total
includes taxes & fees
Mar 31 - Apr 1
Dreamweaver — 1BR 1BA just two blocks from the downtown walking mall
Dining

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

WonderClock House downtown vintage duplex w/ porches, steps to Handley Library
Old Town Winchester
9.0 out of 10, Wonderful, (6 reviews)
"Indigo Blue is in a beautiful neighborhood and we loved the house and location!"
United States
Tricia M.
The price is CA $281
CA $513 total
includes taxes & fees
Mar 16 - Mar 17
WonderClock House downtown vintage duplex w/ porches, steps to Handley Library
Smart TV, fireplace

Scarborough Fair walk to downtown two story apt

Scarborough Fair walk to downtown two story apt
Old Town Winchester
9.8 out of 10, Exceptional, (6 reviews)
"Excellent location, easy walk to most of the Old Town area. Michele is a great host, will definitely stay here again if in the area. "
United States
Larry E.
The price is CA $305
CA $542 total
includes taxes & fees
Mar 16 - Mar 17
Scarborough Fair walk to downtown two story apt
Interior

Magnolia Wind elegant 3 BR 1BA loft apartment park for free and walk downtown

Magnolia Wind elegant 3 BR 1BA loft apartment park for free and walk downtown
Old Town Winchester
10.0 out of 10, Exceptional, (3 reviews)
"Beautiful space; helpful host."
United States
Sally C.
The price is CA $302
CA $539 total
includes taxes & fees
Mar 16 - Mar 17
Magnolia Wind elegant 3 BR 1BA loft apartment park for free and walk downtown
Smart TV

Yellow Submarine trendy basement apt and courtyard

Yellow Submarine trendy basement apt and courtyard
Old Town Winchester
7.6 out of 10, Good, (4 reviews)
"We loved the character and personality kf both Winchester and"
United States
Jenna N.
The price is CA $200
CA $356 total
includes taxes & fees
Mar 22 - Mar 23
Yellow Submarine trendy basement apt and courtyard
Property grounds

Orchard w/Creek, Fish Pond, Private Trails & More

Orchard w/Creek, Fish Pond, Private Trails & More
Rileyville
The price is CA $233
CA $492 total
includes taxes & fees
Mar 17 - Mar 18
Orchard w/Creek, Fish Pond, Private Trails & More
Terrace/patio

Glamping dome w/hot tub & fire pit

Glamping dome w/hot tub & fire pit
Augusta
9.2 out of 10, Wonderful, (5 reviews)
"This property was really cool to stay at. Nice and cozy with everything needed for a comfortable stay. "
United States
Brandy B.
The price is CA $236
CA $405 total
includes taxes & fees
Mar 22 - Mar 23
Glamping dome w/hot tub & fire pit
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

Ramada by Wyndham Strasburg/Shenandoah Valley

Ramada by Wyndham Strasburg/Shenandoah Valley

8/10 Good
"Our room was clean and the two staff members I spoke with were friendly. "
Gregory 1-night trip
Posted 5 hours ago
Ramada by Wyndham Strasburg/Shenandoah Valley

Find out more about Middletown

Middletown Apartments information

Number of reviews
91
Accommodation
58 Apartments
Lowest Price
CA $257
Highest Price
CA $542

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: Apple Mountain Retreat: Located in Linden, 11.6 mi/18.7 km from the heart of Middletown. Includes free WiFi, private patios, and fireplaces. Access to onsite laundry facilities is available on site. Cute Riverside Cabin w Hot Tub, Fire Pit, & Kayaks: Located 16.4 mi/26.4 km away in Rileyville. Private balconies and sofa beds are included. Access to a hot tub is available on site. WonderClock House downtown vintage duplex w/ porches, steps to Handley Library: It's situated in Winchester, 12.6 mi/20.2 km away. Includes fireplaces and Smart TVs. Charming Loft In Winchester Va, Furnished and all Inclusive: 9.5 mi/15.3 km away in Winchester. Nostalgia Lane in the heart of the city: Located in Winchester, 12.4 mi/20 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. Shenandoah River and Cedar Creek and Belle Grove National Historical Park are a couple of lovely local spots to get outside and enjoy nature. While here, Belle Grove Plantation and Cedar Creek Battlefield Foundation 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.

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