Find hotels in Winchester, IN from £51

Most hotels are fully refundable. Because flexibility matters.

Save an average of 15% on thousands of hotels with Expedia Rewards

Search over 2.9 million properties and 550 airlines worldwide

Check Winchester hotel prices

Tomorrow night
This weekend

Filter by

Popular filters
Popular filters
Guest rating
Guest rating
Property class
Payment type
Payment type
Property type
Property type
Area
Area
Popular locations
Popular locations
Meal plans available
Meal plans available
Amenities
Amenities
Accessibility
Accessibility
Traveller experience
Traveller experience

Top 10 Winchester hotels and places to stay

Lobby
Holiday Inn Express & Suites Portland, an IHG Hotel
2.5 star property
9.2 out of 10, Wonderful, (277)
"The Breakfast was very comprehensive. Something for everyone's taste. Hot food was hot and the buffet was attended well by the staff. "
The price is £119
includes taxes & fees
2 Jun - 3 Jun
Holiday Inn Express & Suites Portland, an IHG Hotel
Golf
Randolph Inn and Suites
2.5 star property
9.0 out of 10, Wonderful, (183)
"Super friendly and clean!!!"
The price is £134
includes taxes & fees
11 May - 12 May
Randolph Inn and Suites
Sports court
Hoosier Inn
2.5 star property
8.8 out of 10, Excellent, (88)
"I like that this property is a very nice family owned business. No fancy amenities but everything we needed - a refrigerator which even had a separate freezer, microwave and small tv. Large rooms with additional tables gave plenty of area to put your belongings. The prices are a very good value for what you get."
The price is £76
includes taxes & fees
4 May - 5 May
Hoosier Inn
Save an average of 15% on thousands of hotels when you're signed in
Free WiFi, bed sheets
Motel 6 Portland, IN
2.0 star property
6.4 out of 10, (27)
"Pretty good for small town"
The price is £71
includes taxes & fees
11 May - 12 May
Motel 6 Portland, IN
Country living 4 Bedroom House
The price is £939
includes taxes & fees
4 May - 5 May
Country living 4 Bedroom House
Don't see what you're looking for?
See all available properties in Winchester
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.

More cheap stays in Winchester

Accommodation near Winchester attractions

Frequently asked questions

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

Based on our traveller 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 are some of the best holiday rentals that Winchester has to offer?

Inviting family retreat with a seasonal saltwater pool, gymnasium and privacy: This holiday home rental outside of Winchester is located in a rural location, and has a fireplace, a balcony and a BBQ 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 that you can cook with friends or family. It offers a garden, a pool table and 1 hot tub so that you can immerse yourself in your holiday. 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 most hotel room reservations are refundable provided that you cancel prior to the hotel's cancellation deadline, which is usually within 24-48 hours of your arrival date. If you booked a non-refundable reservation, it may still be possible to cancel it and be given a refund within a 24-hour period of booking. Filter your search by fully refundable to find flexible hotel deals in Winchester.

What are some accommodation options with pools in Winchester?

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

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 accommodation options to choose from. Find out more about Winchester.

What should I do while I'm visiting Winchester?

Favourite 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. Take a look at what more there is to see and do in Expedia's Winchester guide.

What's the seasonal weather in Winchester?

The hottest months are usually July and August, with an average temperature of 21°C, while the coldest months are January and February, with an average of 0°C. Average annual precipitation for Winchester is 1190 mm.

Winchester Hotel Reviews
Expedia verified reviews