Book Exclusive Winchester Vacation Packages
Winchester flight + hotel packages
Price found within the past 48 hours. Click for updated prices.
Ashley Quarters Hotel Cincinnati Airport
Price was CA $1,057, price is now CA $916 per person
CA $916
per person
May 22 - May 27
found 19 hours ago
Roundtrip flight included
Toronto (YYZ) to Cincinnati (CVG)
Book a stay at this business-friendly hotel in Florence. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Turfway Park Racing & Gaming and Turfway Crossing are located nearby.
The Lytle Park Hotel, Autograph Collection
Downtown Cincinnati
Price was CA $2,906, price is now CA $2,419 per person
CA $2,419
per person
May 22 - May 27
found 19 hours ago
Roundtrip flight included
Toronto (YYZ) to Cincinnati (CVG)
Book a stay at this luxury hotel in Cincinnati. Enjoy free WiFi, 2 restaurants, and 2 bars/lounges. Our guests praise the helpful staff in our reviews. Popular attractions Heritage Bank Center and Great American Ball Park are located nearby.
Radisson Hotel Cincinnati Riverfront
Price was CA $1,258, price is now CA $1,050 per person
CA $1,050
per person
May 22 - May 27
found 19 hours ago
Roundtrip flight included
Toronto (YYZ) to Cincinnati (CVG)
Book a stay at this business-friendly hotel in Covington. Enjoy free WiFi, 2 restaurants, and 2 bars/lounges. Our guests praise the breakfast and the restaurant in our reviews. Popular attractions Great American Ball Park and Newport Aquarium are located nearby.
Hollywood Casino & Hotel
Price was CA $1,116, price is now CA $961 per person
CA $961
per person
May 22 - May 27
found 19 hours ago
Roundtrip flight included
Toronto (YYZ) to Cincinnati (CVG)
Book a stay at this business-friendly hotel in Lawrenceburg. Enjoy 3 restaurants, a casino, and a nightclub. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Creation Museum and Hollywood Casino are located nearby.
Hyatt Place Cincinnati Airport / Florence
Price was CA $1,134, price is now CA $989 per person
CA $989
per person
May 22 - May 27
found 19 hours ago
Roundtrip flight included
Toronto (YYZ) to Cincinnati (CVG)
Book a stay at this business-friendly hotel in Florence. Enjoy free breakfast, free WiFi, and a free airport shuttle. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Turfway Crossing and Turfway Park Racing & Gaming are located nearby.
Top Winchester hotels deals
Rustic Cabin with modern amenities and 1 acre stocked Fishing Lake !
Winchester OH
Stay at this cabin in Winchester. Enjoy free WiFi, a garden, and laundry facilities. Popular attraction Adams Lake State Park is located nearby.
French Quarter Inn
25 East McDonald Parkway Maysville KY
Free cancellation
Reserve now, pay when you stay
The price is CA $150 per night
CA $150
CA $167 total
Mar 3 - Mar 4
includes taxes & fees
Book a stay at this business-friendly hotel in Maysville. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Russell Theatre and Kentucky Gateway Museum Center are located nearby.
Pool
Breakfast included
Countryside Inn & Suites
100 Leininger Street Mount Orab OH
Free cancellation
Reserve now, pay when you stay
The price is CA $108 per night
CA $108
CA $122 total
Mar 16 - Mar 17
includes taxes & fees
Stay at this hotel in Mount Orab. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews.
Beverly hills inn
1830 U.S. 52 Aberdeen OH
Free cancellation
Reserve now, pay when you stay
Book a stay at this business-friendly hotel in Aberdeen. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Old Pogue Distillery and Cummins Nature Preserve are located nearby.
Super 8 by Wyndham Maysville KY
550 Tucker Dr Maysville KY
Free cancellation
Reserve now, pay when you stay
The price is CA $91 per night
CA $91
CA $102 total
Mar 3 - Mar 4
includes taxes & fees
Book a stay at this business-friendly hotel in Maysville. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff in our reviews. Popular attractions Washington Visitors Center and Kenton Station Golf Course are located nearby.
Days Inn by Wyndham Maysville Kentucky
484 Moody Dr Maysville KY
Free cancellation
Reserve now, pay when you stay
The price is CA $89 per night
CA $89
CA $99 total
Mar 7 - Mar 8
includes taxes & fees
Book a stay at this business-friendly hotel in Maysville. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions National Underground Railroad Museum and Kentucky Gateway Museum Center are located nearby.
Breakfast included
Pet-friendly
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.
Winchester Vacations
Discovering the real essence of Winchester starts with delving into the little details. Are you ready to find out just where this unique place is and what things you can do there?
It's located 16 miles (26 kilometers) from Hillsboro and 20 miles (32 kilometers) away from Maysville.
Eager to meet a few locals? That shouldn't be too hard. 1,000 people call this corner of Ohio home.
Places to visit in Winchester
Add a little refinement to your vacation by visiting Meranda-Nixon Winery. Check out the winery, book a guided tour and try a sample or two of the finished product! Looking to shake things up a bit? Then try hiking! It's a popular activity you can't miss while you're in the Ohio region.Where do you fly into for Winchester?
Heading into Cincinnati - Northern Kentucky International Airport (CVG)? After you've hopped off the plane and collected your belongings, downtown Winchester will be just 55 miles (89 kilometers) to the east from here.Frequently asked questions
Photos of local treasures
Browse Winchester vacation photos for more inspiration
