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Check prices for these dates

Next weekend
31 Jan - 2 Feb
In two weeks
7 Feb - 9 Feb
In one month
21 Feb - 23 Feb
In two months
21 Mar - 23 Mar

Compare 4 Apartments in Winchester with updated reviews, rates, and availability.

Charming small town experience in Hagerstown, Indiana, self check-in, sleeps 5+
Living area

Charming small town experience in Hagerstown, Indiana, self check-in, sleeps 5+

10.0 out of 10, Exceptional, (6)
"Everything was very nice. Beds were comfortable. The place was well stocked. Restaurants and grocery stores were only a few blocks away. We were there to spend Christmas with family in town. Will definitely consider staying again."
The price is AED 253
AED 592 total
includes taxes & fees
26 Jan - 27 Jan
Charming small town experience in Hagerstown, Indiana, self check-in, sleeps 5+
Newly renovated studio in Hagerstown--Self Check-in
Room

Newly renovated studio in Hagerstown--Self Check-in

10.0 out of 10, Exceptional, (25)
"The apartment was cute and clean. We had no problems whatsoever!!"
The price is AED 184
AED 473 total
includes taxes & fees
2 Feb - 3 Feb
Newly renovated studio in Hagerstown--Self Check-in
New Hagerstown Apartment - Self Check-in. Sleeps 4+
Outdoor dining

New Hagerstown Apartment - Self Check-in. Sleeps 4+

9.6 out of 10, Exceptional, (14)
"What a cute little apartment that fit my needs of my trip. The whole place was so clean and updated. Bed was so comfortable. Was so relaxing late evenings with fireplace on watching a movie with a glass of wine. My brother’s girlfriend commented how nice and wide the steps were up to the quaint little patio. Getting I was a breeze. The host was very accommodating and checking to make sure I had everything I needed. The only negative thing I could say was bed pillow was too hard for me but I...
The price is AED 202
AED 494 total
includes taxes & fees
4 Feb - 5 Feb
New Hagerstown Apartment - Self Check-in. Sleeps 4+
THE STARR LOFT- Earlham, IUEast, Historic District
Dining

THE STARR LOFT- Earlham, IUEast, Historic District

9.2 out of 10, Wonderful, (20)
"This was a great place to stay. We were in town for a concert in indy and everything in indy was a fortune. We found this place a little outside of indy but not too far. The place is amazing and beautiful. The decor fits it real.well the exposed rafters i love. Its kind of a vintage feel. I told my daughter when we got there i loved the place so much im not leaving. She told me i have to because she plans on not leaving. Plenty of food and dining just a mile or two away. I dont know if ill...
THE STARR LOFT- Earlham, IUEast, Historic District
Cozy apartment in tranquil Muncie with AC, WiFi
Private kitchen

Cozy apartment in tranquil Muncie with AC, WiFi

The price is AED 294
AED 617 total
includes taxes & fees
23 Jan - 24 Jan
Cozy apartment in tranquil Muncie with AC, WiFi
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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Other property types in Winchester

Inviting family retreat with a seasonal saltwater pool, gymnasium and privacy
Interior of Gym- Basketball, Volleyball, Pickleball, Dodgeball

Inviting family retreat with a seasonal saltwater pool, gymnasium and privacy

10.0 out of 10, Exceptional, (180)
"Our family tries to get together at least once each year, normally around the Christmas holiday. We (2 grandparents, 8 children and spouses, and 15 grandchildren ages 7 to 30) came to this Ft Recovery gem from Ohio, Illinois, New York, Los Angeles and Virginia. The main floor open kitchen, living room and eating spaces, game area in the lower floor, and fantastic adjacent building with full basketball/volleyball court and loft with wet bar allowed us to spread out and spend time in small groups...
Inviting family retreat with a seasonal saltwater pool, gymnasium and privacy
Quaker Hill Cottage on gated estate with fire pit & hiking trails
Living area

Quaker Hill Cottage on gated estate with fire pit & hiking trails

9.8 out of 10, Exceptional, (21)
"Such an interesting place. It was a great stay. We would definitely stay there again!"
The price is AED 422
AED 802 total
includes taxes & fees
21 Feb - 22 Feb
Quaker Hill Cottage on gated estate with fire pit & hiking trails
Quaint Economy Retreat w/ Patio & Spacious Yard!
Economy Vacation Rental | 3BR | 2BA | 1,418 Sq Ft | 3 Steps to Enter

Quaint Economy Retreat w/ Patio & Spacious Yard!

9.4 out of 10, Exceptional, (6)
"This property is maintained very well and is clean. Three people stayed and there was more than enough room. The owners were very responsive and accommodating. We would recommend this property and owner. "
Quaint Economy Retreat w/ Patio & Spacious Yard!
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.

Frequently asked questions

What's it like to stay at an apartment in Winchester?
You might not have many choices centrally in Winchester, but Expedia can help you search for accommodations within the larger area with similar amenities to an apartment. 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 also filter by similar properties such as vacation homes, condos, or cabins.
How do you know if an apartment is the right choice for you?
Offering a kitchen for convenient meals, an apartment often has more space than a traditional hotel room. Apartments are a good option for couples who want to live like locals, and also for families wanting the conveniences of home.
What's the top apartment I should consider for a stay in Winchester?
Below are some of the top apartments in the area: Newly renovated studio in Hagerstown–Self Check-in: Situated in Hagerstown, 20.2 mi/32.4 km from the heart of Winchester. Includes free WiFi and Smart TVs. Charming small town experience in Hagerstown, Indiana, self check-in, sleeps 5+: Located 20.5 mi/33 km away in Hagerstown. Free WiFi and Smart TVs are included. New Hagerstown Apartment - Self Check-in. Sleeps 4+: It’s situated in Hagerstown, 20.2 mi/32.4 km away. Includes free WiFi, private patios, and fireplaces. THE STARR LOFT- Earlham, IUEast, Historic District: 23.8 mi/38.4 km away in Richmond. Amenities include Smart TVs.
What can I expect from the weather in Winchester?
Weather is only one factor, but it can really affect your travel plans, especially when you’re planning an extended stay in Winchester. The hottest months are usually July and August with an average temp of 70°F, while the coldest months are January and February with an average of 33°F. Average annual precipitation for Winchester is 47 inches.
What are the must-see places to visit in Winchester?
While you’re exploring the area, Prairie Creek Reservoir and Campground and YOLO Park are a couple of picturesque spots to get outside and enjoy nature. While here, Winchester Golf Club and Winchester Speedway are other places worth a visit.
What's the best way to get to and around Winchester?
Knowing a bit about the transportation options can make your trip smoother when you get to your destination. Fly into Muncie, IN (MIE-Delaware County), which is located 21.9 mi (35.2 km) away from the city center. If you’d like to venture out around the area, consider renting a car to take in more sights.