Book Hotels in Winchester, Indiana

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Most frequently booked Winchester hotels

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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.

Top family friendly Winchester hotel deals

Randolph Inn and Suites

Top hotels in Winchester for Extended Stay

Home2 Suites by Hilton Richmond
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.

Seize your some day

How much is a hotel room in Winchester?

Hotels in Winchester start at $51 per night. Prices and availability subject to change. Additional terms may apply.

Winchester Hotel & Travel Guide

While you won't find any Travelocity-registered accommodations in Winchester there is one an easy drive away.

About 40 miles (60 kilometers) outside Winchester is Anderson which hosts a selection of places to stay, such as the Holiday Inn Express Hotel & Suites ANDERSON NORTH and Hampton Inn Anderson.

After you have spent some time in Winchester, put aside some time to check out the other great attractions Central Indiana has to offer. Central Indiana boasts rural landscapes, and commonly visited tourist attractions are history museums. Visitors and locals alike in this part of United States of America often love cycling and shore fishing.

Located 40 miles (60 kilometers) to the west of Winchester is Anderson, which has a number of hotels and apartments. The Best Western Plus Anderson and Quality Inn And Suites are a selection of the establishments here.

Ensure a sports fix by making a voyage to Fraze Pavillion, which is located 55 miles (86 kilometers) to the southeast of Winchester. Book Travelocity-listed accommodation in the middle of the action at the Marriott at the University of Dayton or the Courtyard by Marriott Dayton-University of Dayton.

James M. Cox Dayton International Airport is a closeby airport, and is found 45 miles (70 kilometers) from Winchester's center. Hotels that are nearby include Super 8 Vandalia / Dayton International Airport and Airport Inn and Parking/Dayton International Airport.

All you need to know about hotels in Winchester 

Where can I find cheap hotels in Winchester?


At Travelocity, you’ll find really nice hotels in Winchester at great prices. We source incredible prices with our trusted partners, so you have a tempting selection of cheap hotels to choose from. If you can be flexible on dates and location—maybe stay at a hotel near Winchester rather than in Winchester—we may find you even better rates, too.


How do I find the best Winchester hotel deals?


Simple! On Travelocity, look through the fantastic offers we’ve already found in Winchester then use our filters to find a great deal that’s perfect for you. Enter your travel dates, select the number of rooms you need, and we’ll do the rest. You can get great discounts on flights and car hire, too, when you bundle.


How much does it cost to stay in a hotel in Winchester?


The cheapest hotel in Winchester is $51 per night, and we have hotels to suit every budget and every taste. Of course, the price you pay depends on your dates of travel, the length of your stay, and the hotel’s location. Prices and availability are subject to change. Additional terms may apply.


How many hotels are in Winchester?


There are 53 hotels in Winchester on Travelocity. Out of reviews, the average rating for Winchester hotels is 0.0.


What are the best hotels in Winchester?


Winchester has so many great hotels to choose from at Travelocity—and it’s so easy to find the perfect one. Just choose one of our popular pre-selected hotels with great reviews, or you can refine your search to build your ideal stay. Simply filter hotels based on price or star rating, or select properties with a pool, a hot tub, or a range of other amenities and pick the best place to stay in Winchester for you!.


When is the best time to visit Winchester?


If you want the joy of a fun-filled trip in peak season, visit Winchester during . If you’d prefer the peace of off-season, book a stay during quieter months, such as .


When is the cheapest time to stay in Winchester?


Our data shows is usually the cheapest month to visit Winchester. However, we have incredible deals all year round, so we’re confident you’ll find a room in your budget whenever you choose to travel.


Are there any great family-friendly hotels in Winchester?


There are multiple hotels in Winchester that will please the whole family. You need adjoining rooms, baby-sitting services or a swimming pool? We got you covered. Use our family filter to narrow your search down and use guest reviews to help you pick the perfect place for your next family trip to Winchester. We have plenty of kids-friendly hotels in Winchester to choose from on Travelocity!


Why book a hotel in Winchester through Travelocity?


Because we have at the top hotels in Winchester! We want to help you travel more and worry less. That’s why we’ve put the most amazing hotel, car rental, and flight deals in one place. When you search for hotels with us, you know you’re getting fantastic prices with no hidden fees and free cancellation on most properties up to 24 hours before your stay. If you become a Travelocity member, you also get exclusive member discounts. Sign up today!


How do I cancel my hotel booking in Winchester on Travelocity?


Canceling your booking with Travelocity is easy. Sign into your account and select My Trips. Here, you will see your cancellation options. We offer free cancellation on many properties.


Recent Winchester hotel reviews by fellow wanderers