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Check prices for these dates

In two weeks
Jun 26 - Jun 28
In two months
Aug 7 - Aug 9
In three months
Sep 4 - Sep 6
In four months
Oct 2 - Oct 4

Our top choices for Middletown apartments

Property grounds

Apple Mountain Retreat

Apple Mountain Retreat
Linden
10.0 out of 10, Exceptional, (24 reviews)
"Great place to stayed "
United States
Mike F.
The price is CA $189
CA $327 total
includes taxes & fees
Jun 15 - Jun 16
Apple Mountain Retreat
Terrace/patio

Cozy English Basement Apt quiet but close to downtown

Cozy English Basement Apt quiet but close to downtown
Winchester
9.6 out of 10, Exceptional, (8 reviews)
"This property was the perfect stop for our overnight stay in Winchester. The perfect, quiet neighborhood very close to the walking mall. Just what we needed. "
United States
Anonymous traveller
The price is CA $140
CA $246 total
includes taxes & fees
Jul 1 - Jul 2
Cozy English Basement Apt quiet but close to downtown
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, (19 reviews)
"Cute place as described!"
United States
Heather L.
The price is CA $223
CA $367 total
includes taxes & fees
Jun 15 - Jun 16
Cute Riverside Cabin w Hot Tub, Fire Pit, & Kayaks
Fridge, microwave, oven, stovetop

The Queen of Winchester Three Bedroom with Upper Level Deck

The Queen of Winchester Three Bedroom with Upper Level Deck
Winchester
7.8 out of 10, Good, (7 reviews)
"If you want to be in the town and have quick access to everything, this is the place for you."
United States
Chris C.
The price is CA $133
CA $295 total
includes taxes & fees
Jun 17 - Jun 18
The Queen of Winchester Three Bedroom with Upper Level Deck
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 $126
CA $440 total
includes taxes & fees
Jun 16 - Jun 17
NEW! Historic Schoolhouse HotTub+FirePit+Wineries
TV

Cleveland Park awesome Winchester 2 BR 1st fl apt. walk to everything!

Cleveland Park awesome Winchester 2 BR 1st fl apt. walk to everything!
Winchester Historic District
10.0 out of 10, Exceptional, (1 review)
The price is CA $207
CA $368 total
includes taxes & fees
Jun 15 - Jun 16
Cleveland Park awesome Winchester 2 BR 1st fl apt. walk to everything!
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 $224
CA $427 total
includes taxes & fees
Jun 15 - Jun 16
Morocco Loft 2BR overlooking city walking mall
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
8.8 out of 10, Excellent, (5 reviews)
"Large historic house at a great location "
United States
Bryan T.
The price is CA $193
CA $331 total
includes taxes & fees
Jun 18 - Jun 19
Dreamweaver — 1BR 1BA just two blocks from the downtown walking mall
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, (9 reviews)
"We had a wonderful time, loved the location and space! "
United States
Jennifer C.
The price is CA $311
CA $476 total
includes taxes & fees
Jul 6 - Jul 7
Riverside Tiny Cabin w Hot Tub, Fire Pit, & Kayaks
Outdoor dining

"The Love Nest" - Stunning Views overlooking the Shenandoah in Wine Country

"The Love Nest" - Stunning Views overlooking the Shenandoah in Wine Country
Markham
10.0 out of 10, Exceptional, (2 reviews)
"Such a lovely stay. The property was peaceful and relaxing, and the night sky was absolutely beautiful. We loved our time here and would happily return. Great communication (and snacks) too :)"
United States
Melissa B.
The price is CA $304
CA $365 total
includes taxes & fees
Jun 15 - Jun 16
"The Love Nest" - Stunning Views overlooking the Shenandoah in Wine Country
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, (5 reviews)
"Beautiful space; helpful host."
United States
Sally C.
The price is CA $256
CA $487 total
includes taxes & fees
Jun 15 - Jun 16
Magnolia Wind elegant 3 BR 1BA loft apartment park for free and walk downtown
Terrace/patio

Glamping dome w/ hot tub & mountain views

Glamping dome w/ hot tub & mountain views
Augusta
9.6 out of 10, Exceptional, (7 reviews)
"Wonderful stay! Will be back! "
United States
Shanna A.
The price is CA $300
CA $483 total
includes taxes & fees
Jun 15 - Jun 16
Glamping dome w/ hot tub & mountain views
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, (16 reviews)
"Easy access to nearby attractions. Convenient to all we hoped to see and do while we were here."
United States
Melissa J.
The price is CA $259
CA $471 total
includes taxes & fees
Jun 15 - Jun 16
Nostalgia Lane in the heart of the city
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 $230
CA $398 total
includes taxes & fees
Jun 16 - Jun 17
Luxe 2 Bed Dome w Hot Tub, Deck, Fire Pit & Bath
Exterior detail

The Blue Door steps from Handley Library

The Blue Door steps from Handley Library
Old Town Winchester
5.4 out of 10, (3 reviews)
"Perfect. Met all expectations. Small but Great."
United States
derric3k
The price is CA $161
CA $269 total
includes taxes & fees
Jun 30 - Jul 1
The Blue Door steps from Handley Library
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 $154
CA $281 total
includes taxes & fees
Jun 21 - Jun 22
The Stock Exchange downtown 3rd floor studio apt
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
9.4 out of 10, Exceptional, (8 reviews)
"Indigo Blue is in a beautiful neighborhood and we loved the house and location!"
United States
Tricia M.
The price is CA $287
CA $526 total
includes taxes & fees
Jun 15 - Jun 16
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, (7 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 $311
CA $556 total
includes taxes & fees
Jun 22 - Jun 23
Scarborough Fair walk to downtown two story apt
Outdoor spa tub

Glamping dome w/ hot tub & mountain views

Glamping dome w/ hot tub & mountain views
Augusta
10.0 out of 10, Exceptional, (8 reviews)
"Wonderful stay!"
United States
Eli W.
The price is CA $285
CA $448 total
includes taxes & fees
Jun 22 - Jun 23
Glamping dome w/ hot tub & mountain views
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
"My room was clean, staff were friendly. Hotel was close to lots of things."
Jan 1-night trip
Posted less than an hour ago
La Quinta Inn & Suites by Wyndham Winchester

Find out more about Middletown

Middletown Apartments information

Number of reviews
134
Accommodation
55 Apartments
Lowest Price
CA $246
Highest Price
CA $556

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. Charming Loft In Winchester Va, Furnished and all Inclusive: Located 9.5 mi/15.3 km away in Winchester. Waterfront Virginia Retreat w/ Canoe, Pets Welcome: It's situated in Rileyville, 19.2 mi/30.9 km away. Includes private patios and fireplaces. Nostalgia Lane in the heart of the city: Located 12.4 mi/20 km away in Winchester. Amenities include Smart TVs. Access to onsite laundry facilities is available on site. Magnolia Wind elegant 3 BR 1BA loft apartment park for free and walk downtown: It's situated in Winchester, 12.6 mi/20.2 km from Middletown.
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 Jackson's Chase Golf Course 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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