Winchester Holiday Packages

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Winchester Accommodation

Right now, Winchester has no Wotif-listed properties available, so you may have to consider booking a property a little further afield. Fountain City is 25 kilometres away and has some awesome places, like the Comfort Inn Richmond and Red Roof Inn Richmond, IN.

Car Hire in Winchester

There aren't any car rental companies right at Delaware County Airport, but that doesn't mean you'll be forced to take a taxi everywhere. Enterprise (3415A West Fox Ridge Lane) is only a short drive away and will be able to set you up with the perfect ride.

Holidays to Winchester

Work, bills, traffic, chores, taxes. It's time to forget about all that boring stuff and focus on something way more fun — planning your trip to Winchester. Ready to start with a few basics?

Winchester is surrounded by a couple of major cities that'll help you get your bearings. Just 30 kilometres to the east is Greenville. The town isn't far from Muncie either. You only need to travel west for 35 kilometres before you hit it.

Travelling's about meeting stacks of new people and sharing remarkable moments. With close to 5 000 people in this part of Indiana, you'll no doubt make friends with a few like-minded folk.

Top Winchester hotels

Indoor Pool, Hot Tub, Fireplaces, Golf, Park-like setting. Family Reunion Place!

Indoor Pool, Hot Tub, Fireplaces, Golf, Park-like setting. Family Reunion Place!

Winchester
Indoor Pool, Hot Tub, Fireplaces, Golf, Park-like setting. Family Reunion Place!: Family-friendly holiday home with free WiFi and an indoor pool.
Very roomy and family friendly home
"Our immediate family of 12 adults and 9 kids stayed at this home. It had enough bedrooms and bathrooms to make our experience very relaxing. The pool was a big hit for everyone. It rained at times but having the pool inside didn’t hinder our fun. Lots of outside space for baseball and kickball and ..."

Reviewed on 14 Jul. 2025

Indoor Pool, Hot Tub, Fireplaces, Golf, Park-like setting. Family Reunion Place!
Randolph Inn and Suites

Randolph Inn and Suites

2.5 out of 5
890 E Washington, Winchester, IN
Fully refundableReserve now, pay when you stay
Randolph Inn and Suites: Hotel with free breakfast and free WiFi. Guests give the overall condition a thumbs up.
"It was very clean and the staff was very accommodating. It was close to the Walmart for anything that you would need and restaurants."

Reviewed on 20 Jul. 2025

Randolph Inn and Suites
Baymont by Wyndham Richmond I-70

Baymont by Wyndham Richmond I-70

2.5 out of 5
912 Mendleson Dr, Richmond, IN
Fully refundableReserve now, pay when you stay
The price is AU$125 per night from 10 Aug to 11 Aug
AU$125
10 Aug - 11 Aug
includes taxes & fees
Baymont by Wyndham Richmond I-70: Inn with free breakfast and free WiFi. Located near the airport.
"Debbie welcomed us at the front desk and gave us all the pertinent information, but she went above and beyond. The fresh baked cookie was a nice touch. Breakfast was standard. The pool and hot tub were clean as well."

Reviewed on 30 Jul. 2025

Baymont by Wyndham Richmond I-70
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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.