MAY 9, 2023 - WINCHESTER, KENTUCKY - aerial view of historic small town of Winchester with Town Clocktower and historic storefronts and buildings

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Our top choices for Winchester hotels

Brown's Motel Aberdeen

Brown's Motel Aberdeen
2.0 star property
Aberdeen
7.4 out of 10, Good, (288 reviews)
"The room was decent and the staff were friendly."
United States
Jennifer
The price is CA $71
CA $79 total
includes taxes & fees
Jun 24 - Jun 25
Brown's Motel Aberdeen

Country Nights Inn

Country Nights Inn
2.5 star property
West Union
8.0 out of 10, Very good, (54 reviews)
"Would stay here again if in the area."
United States
Laron
The price is CA $121
CA $134 total
includes taxes & fees
Jun 24 - Jun 25
Country Nights Inn

Moon River Bed and Breakfast

Moon River Bed and Breakfast
3.0 star property
Maysville
10.0 out of 10, Exceptional, (1 review)
"Denny was a wonderful host! I stayed on the third floor in the Derby Room. It was perfectly charming! Everthing I needed for a solo one night getaway. Perfectly located to enjoy a leisurely walk around downtdown Maysville. Fantastic eateries and pubs just footsteps away from the front door. Denny was very knowledgeable about the local fare and offered many suggestions.The next time I need to take a step back in time and enjoy the company of the lovely people of Maysville, I will definitely book...
United States
Sarah
The price is CA $188
CA $209 total
includes taxes & fees
Jul 7 - Jul 8
Moon River Bed and Breakfast

Days Inn by Wyndham Hillsboro

Days Inn by Wyndham Hillsboro
2.5 star property
Hillsboro
7.2 out of 10, Good, (298 reviews)
"Room had a smoke smell. Was quickly moved to a fresher room. Room was fine, however bathtub area could use a handrail for safety. Bed was quite comfortable. Staff was accommodating."
United States
Lynda
The price is CA $127
CA $140 total
includes taxes & fees
Jul 10 - Jul 11
Days Inn by Wyndham Hillsboro

Quality Inn Seaman

Quality Inn Seaman
2.5 star property
Seaman
7.4 out of 10, Good, (308 reviews)
"Great Welcoming and helpful staff"
United States
James
The price is CA $122
CA $135 total
includes taxes & fees
Jul 23 - Jul 24
Quality Inn Seaman

Greystone Motel

Greystone Motel
2.5 star property
Hillsboro
6.6 out of 10, (185 reviews)
"Pets are welcome "
United States
Thomas
The price is CA $90
CA $99 total
includes taxes & fees
Jul 15 - Jul 16
Greystone Motel

Paragon Inn Hillsboro

Paragon Inn Hillsboro
2.0 star property
Hillsboro
7.8 out of 10, Good, (222 reviews)
"It was great, friendly staff, basically everything you could need is 15 mins or less from the hotel. It's not a fancy place but it's pretty nice we've stayed twice in less than a week & a 1/2 h we live 8hrs +/- away. Highly recommend. Family friendly & clean."
United States
Rhonda
The price is CA $102
CA $113 total
includes taxes & fees
Jun 26 - Jun 27
Paragon Inn Hillsboro

Super 8 by Wyndham Maysville KY

Super 8 by Wyndham Maysville KY
2.0 star property
Maysville
7.0 out of 10, Good, (444 reviews)
"It was great for the price"
United States
brandon
The price is CA $85
CA $95 total
includes taxes & fees
Jun 30 - Jul 1
Super 8 by Wyndham Maysville KY

Countryside Inn & Suites

Countryside Inn & Suites
2.5 star property
Mount Orab
7.2 out of 10, Good, (575 reviews)
"This hotel is old and the room small very terrible will not stay there"
United States
Jeison
The price is CA $122
CA $138 total
includes taxes & fees
Jul 8 - Jul 9
Countryside Inn & Suites

Stout Cabin w/ Fire Pit: 1 Mi to Ohio River!

Stout Cabin w/ Fire Pit: 1 Mi to Ohio River!
3.0 star property
Rome
The price is CA $130
CA $254 total
includes taxes & fees
Jun 24 - Jun 25
Stout Cabin w/ Fire Pit: 1 Mi to Ohio River!

Hillsboro Inn & Suites

Hillsboro Inn & Suites
2.0 star property
Hillsboro
7.0 out of 10, Good, (52 reviews)
"Great place to stay!"
United States
Audrey
The price is CA $102
CA $112 total
includes taxes & fees
Jun 24 - Jun 25
Hillsboro Inn & Suites

The Benchmark Inn

The Benchmark Inn
2.0 star property
Augusta
9.0 out of 10, Wonderful, (6 reviews)
"Nice resto bldg. decent price"
United States
brian
The price is CA $291
CA $311 total
includes taxes & fees
Jun 25 - Jun 26
The Benchmark Inn

Days Inn by Wyndham Maysville Kentucky

Days Inn by Wyndham Maysville Kentucky
2.5 star property
Maysville
7.2 out of 10, Good, (438 reviews)
"Great stay- very clean and staff very friendly."
United States
Susan
The price is CA $113
CA $126 total
includes taxes & fees
Jul 7 - Jul 8
Days Inn by Wyndham Maysville Kentucky

Quality Inn Maysville

Quality Inn Maysville
2.5 star property
Maysville
6.0 out of 10, (210 reviews)
"the breakfast was wonderful."
United States
Stanley
The price is CA $94
CA $105 total
includes taxes & fees
Jul 7 - Jul 8
Quality Inn Maysville
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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Learn more about Winchester

Check out Adams Lake State Park and Serpent Mound—just a couple of the sights around Winchester.

MAY 9, 2023 - WINCHESTER, KENTUCKY - aerial view of historic small town of Winchester with Town Clocktower and historic storefronts and buildings

Top Winchester Hotel Reviews

More cheap stays in Winchester

Hotels in Winchester with star rating

Find out more about Winchester

Top reasons to visit Winchester

  • Outdoor Adventures: Enjoy scenic parks and recreational areas perfect for hiking and relaxation.
  • Cultural Experiences: Explore the Winchester City Museum and discover the area's rich heritage.
  • Historic Architecture: Visit the stunning Winchester Cathedral and historic houses that reflect the city's past.
  • Literary Tours: Participate in guided tours to uncover the region's literary gems.
  • Diverse Accommodation: Choose from cozy bed & breakfasts, family-friendly hotels, and unique agritourism stays.

Find great hotels in and around Winchester

Discover the charm of Winchester, Ohio, with a variety of lodging options that cater to every traveller's needs. Whether you're seeking a cozy bed & breakfast, an agritourism experience, or a family-friendly hotel, you'll find the perfect spot to relax and unwind. Enjoy historic themes and pet-friendly accommodations, ensuring a memorable stay. Explore the best Winchester hotels for a delightful vacation experience that perfectly blends comfort and local charm.

  • Quality Inn: A welcoming haven for pet lovers, Quality Inn is located a short drive from Winchester, offering comfort and convenience for your stay. This hotel features pet-friendly policies, allowing your furry friends to accompany you on your vacation. Guests appreciate the spacious rooms equipped with modern amenities, ensuring a restful experience. The hotel also provides complimentary breakfast and Wi-Fi, making it an excellent choice for travellers seeking both affordability and quality. The friendly staff is always ready to assist, ensuring a pleasant experience as you explore the charming surroundings.
  • Budget Host Inn: Perfectly positioned in Winchester, Budget Host Inn offers a straightforward and budget-friendly lodging experience. This hotel is known for its self-parking service, ensuring that guests have hassle-free access to their vehicles. The inn features comfortable rooms that provide the essentials for a pleasant stay without breaking the bank. Its convenient location allows easy exploration of local attractions, making it ideal for budget-conscious travellers wanting to enjoy a relaxing getaway without compromising on comfort.
  • Modern Farmhouse, 3 bedrooms, 2 full baths, sleeps 8: Embrace the beauty of agritourism with this stunning Modern Farmhouse, situated a short distance from Winchester. This spacious accommodation is perfect for groups or families, offering three bedrooms and two full baths, comfortably sleeping up to eight guests. Its pet-friendly policy makes it an excellent choice for those travelling with pets, and the property is surrounded by opportunities for adventure sports like hiking, fishing, and kayaking. The farmhouse boasts a rustic charm while providing modern amenities, creating a unique retreat that combines relaxation with outdoor exploration.

Where to stay in and around Winchester

Winchester, Ohio, is a charming destination perfect for outdoor enthusiasts and those seeking scenic beauty. Explore the picturesque city centre, where family-friendly attractions abound, and take in the stunning atmosphere. Nearby, the historic Winchester Cathedral offers a glimpse into the past, while the surrounding landscapes provide opportunities for adventure and relaxation. Whether you're on a romantic getaway or a fun excursion, Winchester promises a delightful experience for all visitors.

  • Seaman: Situated a mere 6.4km from Winchester, Seaman is a charming city that invites adventure seekers and nature lovers alike. With its visitor numbers peaking in the spring and summer months, Seaman is an ideal destination for outdoor exploration. The area offers beautiful recreational spaces, campgrounds, and scenic hiking trails, making it perfect for a day out in nature. Notable nearby attractions include historic sites and archaeological wonders, as well as a national state park that beckons for discovery. Whether you’re hiking through lush landscapes or simply soaking in the tranquil scenery, Seaman promises an enriching travel experience.
  • West Union: Just 19.3km from Winchester, West Union is a delightful city that thrives on outdoor adventure and picturesque landscapes. Visitors flock here especially during the spring and summer months for its recreational areas, campgrounds, and hiking trails. The proximity to a national state park and a beautiful lake adds to its allure, offering ample opportunities for fishing, picnicking, and leisurely walks. With a charming blend of history and nature, West Union is perfect for those looking to immerse themselves in the great outdoors while exploring local historic landmarks.
  • Cherry Fork: Nestled within the Winchester area, the quaint village of Cherry Fork offers a unique blend of family-friendly and business-themed experiences. While not far from the hustle and bustle of nearby cities, Cherry Fork features shopping centres and malls that cater to every taste. Peak visitation occurs in the warmer months, making it a vibrant spot for families looking to enjoy a relaxed shopping experience. The welcoming atmosphere and local charm ensure a delightful stop on your vacation, perfect for unwinding after a day of adventures.

Things to do near Winchester

Winchester, Ohio, offers a delightful mix of outdoor adventures and cultural experiences. Visitors can explore recreational areas, enjoy shopping at local malls, and attend engaging theatre performances. Don't miss the Winchester Hat Fair and the Winchester Discovery Centre, which provide a glimpse into the area's unique heritage. For book lovers, guided tours are available to uncover the literary gems of the region, making Winchester a charming destination for every traveller.

Shopping

In Winchester, enjoy local shops along Main Street for unique gifts and souvenirs. If you're up for a drive, visit Eastgate Mall, located 24.1km away, featuring a range of retail stores and dining options for a more extensive shopping experience.

Recreation

Hillsboro Elks Country Club offers a lush golf experience, set in tranquil surroundings 29.0km from Winchester, perfect for outdoor enthusiasts. Kenton Station Golf Course, located 37.0km away, presents a beautiful course amidst nature. Laurel Oaks Golf Club, 40.2km from Winchester, provides a scenic golfing retreat for relaxation and recreation.

Adventure

Explore the scenic trails at the nearby Shawnee State Park, perfect for hiking and wildlife spotting. For a thrilling experience, visit the local zipline park, where you can soar through the treetops and enjoy stunning views of the surrounding landscape.

Nightlife

Catch a film at the Russell Theatre, located 33.8km away, where the atmosphere is filled with romance and entertainment. For a unique experience, visit the Dark Woods Outdoor Theatre, 40.2km from Winchester, offering a blend of culture and family-friendly vibes in a charming setting.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

Booking tips and Expedia advantages for Winchester

To save money on your trip to Winchester, consider visiting in January, May, or November when accommodation prices are lower. Aim to book your stay on a Wednesday, the cheapest day, and avoid Saturdays for better rates. Use Expedia's search tool to filter options by budget and location, and look for package deals that combine hotels, flights, and activities for additional savings. For free activities, explore local parks and walking trails to enjoy nature without spending a dime.

  • The most and least expensive months on average to stay in a hotel: The cheapest months to stay in Winchester are January, May and November, where the prices are slightly lower. This is in comparison to March and July to August, where prices are slightly higher.
  • The most and least expensive days on average to stay in a hotel: The least expensive day to stay in Winchester is Wednesday. The most expensive day to stay in Winchester is Saturday.
  • Find cheap hotels on Expedia: Utilize Expedia’s handy search tool to narrow down your options based on your budget, preferred location, and the type of hotel you’re looking for. To find the best prices and deals, simply arrange the price filter from lowest to highest.
  • Consider bundling your trip: You can save money by combining your hotel stay in Winchester with your flights and activities through an Expedia package.

Find the best attractions near Winchester

Winchester, Ohio, offers a delightful mix of outdoor adventures and cultural experiences. Visitors can explore historic houses, archaeological sites, and the nearby national and state parks. Don’t miss the Winchester City Museum, medieval architecture, and the stunning Winchester Cathedral. The Winchester Science Centre also provides engaging activities for all ages, making it a perfect destination for those seeking both adventure and culture.

  • Serpent Mound: Located 20.9km from Winchester, Serpent Mound is an extraordinary archaeological site that showcases ancient Native American earthworks. This effigy mound, shaped like a serpent, offers a unique glimpse into prehistoric culture and spirituality, making it a must-visit for history enthusiasts.
  • Grant Boyhood Home: Situated 24.1km away, this historic house offers a fascinating insight into the early life of Ulysses S. Grant, the 18th President of the United States. Explore the charming home and surrounding grounds to understand the personal history that shaped a leader.
  • John Rankin House: Located 27.4km from Winchester, this historic site is significant for its role in the Underground Railroad. Tour the house and learn about John Rankin's efforts to aid escaping slaves, providing a poignant connection to American history.

Best time to go to Winchester

The best time to visit Winchester is dependant on what kind of holiday you are seeking. July is its hottest month on average. At this time, visitor numbers are slightly high and weather is mostly sunny with light rain. January is its coolest month on average. At this time, visitor numbers are slightly low and weather is mostly cloudy with light rain.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January31.1°F (-0.5°C)Light RainMostly CloudySlightly LowSlightly Low
February34.5°F (1.4°C)Light RainMostly CloudySlightly LowAverage
March43.9°F (6.6°C)Light RainMostly CloudyAverageSlightly High
April53.6°F (12.0°C)Light RainMostly SunnySlightly HighAverage
May63.5°F (17.5°C)Light RainMostly SunnyAverageSlightly Low
June71.2°F (21.8°C)Light RainMostly SunnyAverageAverage
July74.7°F (23.7°C)Light RainMostly SunnySlightly HighSlightly High
August73.2°F (22.9°C)Light RainMostly SunnyAverageSlightly High
September67.5°F (19.7°C)Light RainMostly SunnySlightly HighAverage
October56.1°F (13.4°C)Light RainMostly SunnyAverageAverage
November44.1°F (6.7°C)Light RainMostly SunnyAverageSlightly Low
December37.2°F (2.9°C)Light RainMostly CloudySlightly LowAverage

The nearest major airports for your trip to Winchester

When visiting Winchester, Ohio, you can fly into two major airports. Cincinnati Northern Kentucky International Airport (CVG) is situated 88.5km away, with excellent hotel options nearby, such as the 21c Museum Hotel Cincinnati and The Lytle Park Hotel, both 14.5km from the airport. Another choice is Cincinnati Municipal Lunken Field (LUK), located 69.2km from Winchester, with nearby hotels like the Graduate by Hilton Cincinnati and Renaissance Cincinnati Downtown Hotel, both within 8.0km. Both airports offer convenient access to these accommodations, ensuring a smooth transition from your flight to your stay in the area.

Frequently asked questions

What is the best area to stay in Winchester?
The best area to stay in Winchester is the historic town centre, particularly around Main Street, as this is where most of the services and local attractions are located.

The town centre of Winchester is quite compact and easy to navigate on foot. Main Street is the primary thoroughfare, lined with a selection of local shops, eateries, and historic buildings. It's a pleasant area for a stroll, offering a glimpse into the town's heritage.

For travellers looking for convenience and a central base to explore the region, staying in the town centre is ideal.
When is the best time to go to Winchester?
The best time to visit Winchester, Ohio, is during the spring and autumn months for pleasant weather and outdoor activities.

From April to June, temperatures are mild and comfortable, typically ranging from 10°C to 25°C. This period is ideal for exploring the local parks, such as the nearby Serpent Mound State Memorial, which is a significant ancient earthwork. The countryside is green and lush, making it superb for scenic drives and walks.

September and October also offer agreeable weather, with temperatures usually between 10°C and 20°C. The autumn foliage provides a beautiful backdrop for exploring the area, especially for those interested in photography or simply enjoying nature's display. This season is also a good time to visit local farms and orchards for seasonal produce.

While summer (July and August) can be warm and humid, with temperatures often exceeding 30°C, it's still a great option for those who enjoy warmer weather and don't mind the occasional heat.
Can I cancel my hotel reservation on Expedia?
You can cancel your hotel reservation on Expedia, though it depends on the cancellation policy of your booking. Most bookings are refundable if canceled within 24-48 hours of the scheduled arrival. Be sure to check your booking confirmation for the exact cancellation policy. If free cancellation is available, you can cancel directly through your Expedia account by logging in, going to "My Trips", and selecting your reservation. To find flexible deals, filter your search by "Fully refundable property" for hotels in Winchester.
How can I save on a Winchester hotel booking with Expedia?
Members always get our best prices. Find our best Winchester hotel deals by joining Expedia's free travel rewards program today. As a member, you can unlock instant savings and member perks when you're logged in to your account. Another tip is to book your hotel and flights together on Expedia, where bundling can result in significant savings.
How much is the nightly rate at a Winchester hotel?
Prices for hotels in Winchester often vary, but you can find a great deal from CA $79 on Expedia. All sorts of factors affect price, such as the time of year or the days of the week you choose for your stay. Find the best deals by being flexible with your dates, and sort search results by "Price: low to high" for the cheapest rate.

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