Hotels in Winchester

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Where to stay in Winchester?

Indoor pool
Randolph Inn and Suites
Randolph Inn and Suites
2.5 star property
9.0 out of 10, Wonderful, (245)
  • cleanliness
    Cozy indoor pool hotel in Winchester with free breakfast and nearby golf courses.
Randolph Inn and Suites
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 landmarks in Winchester

Winchester Speedway

3.9/5 (20 reviews)
You can catch an event at Winchester Speedway, located 2.5 mi (4 km) from central Winchester.
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Randolph County Courthouse

Randolph County Courthouse is worth a visit when in central Winchester.
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Check out reviews of Winchester hotels guests love

Comfort Inn & Suites Muncie Near University

Comfort Inn & Suites Muncie Near University

10/10 Excellent
"The hotel was clean and welcoming, great location for our trip."
Jose 1-night trip
Posted 3 days ago
Comfort Inn & Suites Muncie Near University

Frequently asked questions

How much does a hotel room cost in Winchester?
You can choose a great hotel in Winchester from CNY333 with properties to suit all budgets and needs. If you're after an affordable hotel in Winchester that meets all of your requirements, set your filters and then sort the results by "Price: low to high".
How can I find deals and earn rewards at Winchester hotels?
Discover great deals on Winchester hotel stays with Hotels.com. Take a look at hotel prices mid-week or during the low season as to find those off-peak deals. If you're up for a spontaneous trip, don't forget to check out our last-minute deals on Winchester hotels.
Can I book Winchester hotels with free cancellation?
In order to book a refundable Winchester hotel, simply filter hotels by "Property cancellation options" and select "Fully refundable property". The majority of hotels offer free cancellation, so you can receive a refund if you need to cancel. Some hotels do require cancelling more than 24 hours before check-in, so double-check your booking beforehand.
What are some of the best Winchester hotels with free parking?
If you're arriving by car, choosing a great Winchester hotel with free parking is a plus. Our travelers' favorites include:
What accommodations do travelers like in Winchester?
Randolph Inn and Suites is a property that our guests really like.
Can I book a refundable accommodation in Winchester?
If you want the flexibility to change your plans to Winchester, most hotels provide refundable* rates you can book. You can see these properties by searching our site and using the "fully refundable" filter to narrow the results down.
Where can I stay in Winchester if I'm looking for an affordable accommodation?
An inexpensive option worth considering is Randolph Inn and Suites.
What will the weather in Winchester be like during my vacation?
July and August are typically the warmest months in Winchester when the average temp is 70°F. January and February are the coldest months when the average temperature is 33°F. May and June are the months with the most rain.
Why should I book my Winchester accommodation with Hotels.com?
There are lots of reasons to book your Winchester trip with us: our free cancellations on selected hotels gives you flexibility, and with One Key™, our rewards program, you will be able to earn and use OneKeyCash™* on all eligible bookings such as hotels, car rentals, flights, vacation rentals and more on Hotels.com, Expedia and Vrbo.