𝗧𝗢𝗣 𝟭𝟬 𝗛𝗼𝘁𝗲𝗹𝘀 𝗶𝗻 Winchester (2026)

Our top choices for Winchester hotels

Days Inn by Wyndham Maysville Kentucky

Maysville

Tanya

includes taxes & fees

15 Jun - 16 Jun

Desk, rollaway beds, free WiFi, bed sheets

Brown's Motel Aberdeen

Aberdeen

Jennifer

includes taxes & fees

9 Jun - 10 Jun

Desk, laptop workspace, blackout curtains, iron/ironing board

Country Nights Inn

West Union

Laron

includes taxes & fees

9 Jun - 10 Jun

Greystone Motel

Hillsboro

Thomas

includes taxes & fees

9 Jun - 10 Jun

Quality Inn Seaman

Seaman

Tierney

includes taxes & fees

5 Jul - 6 Jul

Blackout curtains, soundproofing, free WiFi, bed sheets

Paragon Inn Hillsboro

Hillsboro

Rhonda

includes taxes & fees

9 Jun - 10 Jun

Desk, laptop workspace, iron/ironing board, free WiFi

Moon River Bed and Breakfast

Maysville

"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...

Sarah

includes taxes & fees

5 Jul - 6 Jul

Desk, free cots/infant beds, rollaway beds, free WiFi

Super 8 by Wyndham Maysville KY

Maysville

brandon

includes taxes & fees

9 Jun - 10 Jun

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

Rome

includes taxes & fees

9 Jun - 10 Jun

Countryside Inn & Suites

Mount Orab

Jeison

includes taxes & fees

23 Jun - 24 Jun

Days Inn by Wyndham Hillsboro

Hillsboro

Jill

includes taxes & fees

2 Jul - 3 Jul

Hillsboro Inn & Suites

Hillsboro

Audrey

includes taxes & fees

9 Jun - 10 Jun

The Benchmark Inn

Augusta

brian

includes taxes & fees

10 Jun - 11 Jun

Quality Inn Maysville

Maysville

Jon

includes taxes & fees

21 Jun - 22 Jun

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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.

See all hotels in 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

Days Inn by Wyndham Hillsboro

2/10 Terrible

"After a 12 hour drive we arrived around 11:00 at night and walked in to the staff member sleeping. Had to wake her up and then they tried to put us in a dog friendly room due to that was all they had left. We went to the room and it smelled like dog pee so we went back to front desk and she said she couldn’t change room without her boss. After a bit she called her boss and he did put us in a king suite for no extra charge. We got into the room and the bathroom was filthy. But the bed was a very comfortable bed and the rest of the room was clean. Day 2 our toilet leaked into the room below us and flooded it so we had to change rooms. Next room the bathroom was filthy again. We were not in that room for more than 10 minutes and the toilet wouldn’t flush. Called the front desk and they said they couldn’t fix it that night or the next. So we had to change rooms again. So now we are on our 4 th room. Again bathroom was filthy and the sheets had stains on them. At that point I was done and just decided to clean the bathroom myself and to just sleep in the stained sheets. The stair ways had food and trash in them and it looked like they hadn’t vacuumed them in months. The doors had food spilt all over them. The lobby is clean and they had some nice staff members working up front. For the price we paid I would suggest driving the extra 30 minutes away to stay at a nicer hotel."

Quality Inn Seaman

4/10 Poor

"This property is old and needs improvements. The first room I was in had plumbing issues with. O hot water and a back up in the toilet. When I first got into the room, there was feces waste in the toilet. The staff moved me to a different room and said they had been having problems with the plumbing in that room. The second room was better, but the shower hand rail was not attached in the tub. The holes where it was attached were mostly covered with some kind of tape but there was also rust. The staff were very friendly. However one of the staff was feeding a baby in a high chair in the middle of the lobby. Maybe the staff live there? Overall the property was only 5 minutes from Hospice of Hope, which is where I was visiting my mom. The location was convenient to that, but local amenities were scarce. 25 minutes to a grocery store and 35 minutes to Hillsboro where there are a few more restaurants."

More cheap stays in Winchester

Super 8 by Wyndham Maysville KY

550 Tucker Dr Maysville KY

S$95

9 Jun - 10 Jun

includes taxes & fees

7/10 Good! (442 reviews)

Frequently asked questions

Where is the best place to stay in Winchester?

Located 16.1 mi (25.9 km) from the heart of Winchester, Countryside Inn & Suites is a top choice for your stay, based on our traveller data. Two other options for your visit to the area are Beverly hills inn and Quality Inn Seaman. See all available top hotels, or vacation rentals in Winchester.

If I need to cancel my hotel reservation in Winchester, will I receive a refund?

Yes, you'll find most hotel reservations are fully refundable as long as you cancel before the hotel's cancellation deadline, which often is within 24-48 hours of your arrival date. If you have a non-refundable reservation, you might be able to still cancel and get a refund within a 24-hour period of booking. Filter your search by fully refundable to find flexible hotel deals in Winchester.

What's it like to stay in Winchester?

Those travelling to Winchester will definitely enjoy the sights to see and things to do. In Winchester, there are 2 hotels and other accommodation options to choose from. Find out more about Winchester.

What should I do while I'm visiting Winchester?

Places to visit in the wider area include Adams Lake State Park, Serpent Mound and Hillsboro Elks Country Club. You'll also find Rocky Fork State Park and Rocky Fork Lake in the area. Take a look at what more there is to see and do in Expedia's Winchester guide.

What's the seasonal weather like in Winchester?

The hottest months are usually July and August, with an average temperature of 22°C, while the coldest months are January and February, with an average of 3°C. Average annual precipitation for Winchester is 1274 mm.

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Our top choices for Winchester hotels

Days Inn by Wyndham Maysville Kentucky

Brown's Motel Aberdeen

Country Nights Inn

Greystone Motel

Quality Inn Seaman

Paragon Inn Hillsboro

Moon River Bed and Breakfast

Super 8 by Wyndham Maysville KY

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

Countryside Inn & Suites

Days Inn by Wyndham Hillsboro

Hillsboro Inn & Suites

The Benchmark Inn

Quality Inn Maysville

Learn more about Winchester

Top Winchester Hotel Reviews

Days Inn by Wyndham Hillsboro

More cheap stays in Winchester

Super 8 by Wyndham Maysville KY

Frequently asked questions

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