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Our top choices for Winchester hotels

Beverly hills inn

Beverly hills inn
2.5 star property
Aberdeen
8.8 out of 10, Excellent, (215 reviews)
"Overall the stay was good"
United States
Stacy
The price is £41
includes taxes & fees
3 Jun - 4 Jun
Beverly hills inn

Days Inn by Wyndham Maysville Kentucky

Days Inn by Wyndham Maysville Kentucky
2.5 star property
Maysville
7.2 out of 10, Good, (431 reviews)
"The staff was super nice and there was a nice breakfast. The room was very clean. "
United States
Tanya
The price is £63
includes taxes & fees
14 Jun - 15 Jun
Days Inn by Wyndham Maysville Kentucky

Brown's Motel Aberdeen

Brown's Motel Aberdeen
2.0 star property
Aberdeen
7.4 out of 10, Good, (283 reviews)
"Rooms where very clean and nice staff was amazing "
United States
Misty
The price is £41
includes taxes & fees
3 Jun - 4 Jun
Brown's Motel Aberdeen

Super 8 by Wyndham Maysville KY

Super 8 by Wyndham Maysville KY
2.0 star property
Maysville
7.0 out of 10, Good, (442 reviews)
"It was great for the price"
United States
brandon
The price is £55
includes taxes & fees
9 Jun - 10 Jun
Super 8 by Wyndham Maysville KY

Quality Inn Maysville

Quality Inn Maysville
2.5 star property
Maysville
6.0 out of 10, (208 reviews)
"Great place. Breakfast was kinda bad but other than that nice stay"
United States
Jon
The price is £58
includes taxes & fees
9 Jun - 10 Jun
Quality Inn Maysville

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 £72
includes taxes & fees
3 Jun - 4 Jun
Country Nights Inn

Paragon Inn Hillsboro

Paragon Inn Hillsboro
2.0 star property
Hillsboro
7.8 out of 10, Good, (219 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 £62
includes taxes & fees
13 Jun - 14 Jun
Paragon Inn Hillsboro

Countryside Inn & Suites

Countryside Inn & Suites
2.5 star property
Mount Orab
7.2 out of 10, Good, (570 reviews)
"This hotel is old and the room small very terrible will not stay there"
United States
Jeison
The price is £66
includes taxes & fees
23 Jun - 24 Jun
Countryside Inn & Suites

Greystone Motel

Greystone Motel
2.5 star property
Hillsboro
6.8 out of 10, (182 reviews)
"Pets are welcome "
United States
Thomas
The price is £52
includes taxes & fees
3 Jun - 4 Jun
Greystone Motel

Hillsboro Inn & Suites

Hillsboro Inn & Suites
2.0 star property
Hillsboro
7.0 out of 10, Good, (49 reviews)
"Great place to stay!"
United States
Audrey
The price is £59
includes taxes & fees
3 Jun - 4 Jun
Hillsboro 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 £133
includes taxes & fees
3 Jun - 4 Jun
Stout Cabin w/ Fire Pit: 1 Mi to Ohio River!

Days Inn by Wyndham Hillsboro

Days Inn by Wyndham Hillsboro
2.5 star property
Hillsboro
7.2 out of 10, Good, (294 reviews)
"Good room staff was very helpful. Nice place to stay!"
United States
Jill
The price is £80
includes taxes & fees
23 Jun - 24 Jun
Days Inn by Wyndham Hillsboro

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 £132
includes taxes & fees
10 Jun - 11 Jun
Moon River Bed and Breakfast

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 £187
includes taxes & fees
4 Jun - 5 Jun
The Benchmark Inn

Quality Inn Seaman

Quality Inn Seaman
2.5 star property
Seaman
7.4 out of 10, Good, (303 reviews)
"Was okay for a night to crash on a roadtrip."
United States
Tierney
The price is £70
includes taxes & fees
24 Jun - 25 Jun
Quality Inn Seaman
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

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 £41 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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