Find hotels in Winchester, IN from ¥7,918

    Plan, book, stay with confidence
    bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    today icon
    Change your mind
    Book hotels with free cancellation

Check Winchester hotel prices

Tomorrow night
This weekend
Next weekend

Filter by

Guest rating
Guest rating
Star rating

Compare 107 hotels, room rates, hotel reviews and availability. Most hotels are fully refundable.

Randolph Inn and Suites
2.5 star property
9.0 out of 10, Wonderful, (204)
"Clean and neat."
The price is ¥15,227
¥17,054 total
includes taxes & fees
Nov 9 - Nov 10
Randolph Inn and Suites
Holiday Inn Express & Suites Portland, an IHG Hotel
2.5 star property
9.2 out of 10, Wonderful, (297)
"Clean and friendly"
The price is ¥20,397
¥22,845 total
includes taxes & fees
Nov 21 - Nov 22
Holiday Inn Express & Suites Portland, an IHG Hotel
Motel 6 Portland, IN
2.0 star property
6.8 out of 10, (53)
"Overall nice place with clean rooms and a great price. "
The price is ¥9,896
¥11,084 total
includes taxes & fees
Nov 15 - Nov 16
Motel 6 Portland, IN
Hoosier Inn
2.5 star property
8.8 out of 10, Excellent, (103)
"Great value for the cost friendly staff"
The price is ¥10,963
¥12,279 total
includes taxes & fees
Nov 12 - Nov 13
Hoosier Inn
Country living 4 Bedroom House
The price is ¥137,043
¥175,318 total
includes taxes & fees
Nov 10 - Nov 11
Country living 4 Bedroom House
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.
Don't see what you're looking for?
See all available properties in Winchester
Save an average of 15% on thousands of hotels when you're signed in

Frequently asked questions

What's the best place for a stay in Winchester?

Based on our traveler data, Randolph Inn and Suites is one of the top choices for your stay. This hotel offers free breakfast and an indoor pool. Two other choices for your visit to the area are Baymont by Wyndham Richmond I-70 and Baymont by Wyndham Muncie Near Ball State University. See all available top hotels, or vacation rentals in Winchester.

What's the top vacation rental that Winchester has to offer?

Inviting family retreat with a seasonal saltwater pool, gymnasium and privacy: This vacation home near Winchester is located in a rural location and has a fireplace, a balcony, and a barbecue grill to put you at ease in your new surroundings. It has 7 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. It offers a garden, a pool table, and a spa tub so you can immerse yourself in your vacation. See all vacation rentals in Winchester.

If I need to cancel my hotel reservation in Winchester, will I receive a refund?

Yes! You'll find that most hotel room reservations are fully refundable provided that you cancel before the hotel’s cancellation deadline, which is usually within 24-48 hours of the scheduled arrival. If you have a reservation that's non-refundable, you might still have the option to cancel and be given a refund within 24 hours of your booking. Filter your search by fully refundable to find flexible hotel deals in Winchester.

Where can I learn more about changing or cancelling my trip to Winchester?

For more information about rescheduling or cancelling your trip to Winchester, go to https://www.expedia.com/service/.

What's the best hotel to stay near Winchester Speedway?

Randolph Inn and Suites is one of the top choices for your stay based on our traveler data, and this hotel offers free breakfast and an indoor pool. It's located 3.2 mi (5.2 km) from Winchester Speedway. Other good options around the area include Courtyard Muncie at Horizon Convention Center and Holiday Inn Express & Suites Portland, an IHG Hotel.

What about the best place to stay near Winchester Golf Club?

One of the top choices for your stay is Randolph Inn and Suites, located 1.3 mi (2.1 km) from Winchester Golf Club, and this hotel offers free breakfast and an indoor pool. Courtyard Muncie at Horizon Convention Center and Holiday Inn Express & Suites Portland, an IHG Hotel are a couple of other good options within the area.

What are some accommodations with pools in Winchester?

Randolph Inn and Suites: Features free breakfast, an indoor pool, and free parking. Quality Inn and Conference Center and Best Western Classic Inn are a couple of other choices that offer an onsite pool.

What's the best hotel for staying near Indianapolis International Airport (IND)?

Crowne Plaza Indianapolis Airport is a popular 3.5-star hotel featuring a restaurant and an indoor pool. It's located a short 1.8 mi (3 km) from Indianapolis Intl. Airport. Other options near the airport are Clarion Hotel Airport and Catalina Airport Motel.

What's it like staying in Winchester?

Visitors can enjoy all that Winchester has to offer including its golf courses. In Winchester, there are 2 hotels and other accommodations to choose from. Find out more about Winchester.

What are the top places to visit in Winchester?

Favorite places to visit include Winchester Speedway, Historic Shopping & Dining District of Winchester, Indiana, and Randolph County Courthouse. Additionally, you might want to add Winchester Golf Club to your itinerary. Check out what more to see and do in Expedia's Winchester guide.

What's the seasonal weather like 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.