A historic downtown area with a prominent clock tower and a green-roofed building.

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Check prices for these dates

Next weekend
3 Jul - 5 Jul
In two weeks
10 Jul - 12 Jul

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Our top choices for Winchester hotels

Lobby

1. Days Inn by Wyndham Maysville Kentucky

Days Inn by Wyndham Maysville Kentucky
2.5 star property
Maysville
7.2 out of 10, Good, (440 reviews)
"Great stay- very clean and staff very friendly."
United States
Susan
The price is Rp1.435.552
Rp1.597.769 total
includes taxes & fees
1 Jul - 2 Jul
Days Inn by Wyndham Maysville Kentucky
Double Room, 2 Double Beds | Desk, free cots/infant beds, rollaway beds, free WiFi

2. Super 8 by Wyndham Maysville KY

Super 8 by Wyndham Maysville KY
2.0 star property
Maysville
7.2 out of 10, Good, (445 reviews)
"It was great for the price"
United States
brandon
The price is Rp1.080.697
Rp1.202.745 total
includes taxes & fees
12 Jul - 13 Jul
Super 8 by Wyndham Maysville KY
Standard Double Room | Desk, laptop workspace, blackout curtains, iron/ironing board

3. Country Nights Inn

Country Nights Inn
2.5 star property
West Union
7.8 out of 10, Good, (55 reviews)
"Would stay here again if in the area."
United States
Laron
The price is Rp1.702.590
Rp1.877.106 total
includes taxes & fees
30 Jun - 1 Jul
Country Nights Inn
Lobby sitting area

4. Quality Inn Maysville

Quality Inn Maysville
2.5 star property
Maysville
6.0 out of 10, (211 reviews)
"the breakfast was wonderful."
United States
Stanley
The price is Rp1.195.004
Rp1.330.040 total
includes taxes & fees
12 Jul - 13 Jul
Quality Inn Maysville
Free continental breakfast on weekends

5. Countryside Inn & Suites

Countryside Inn & Suites
2.5 star property
Mount Orab
7.2 out of 10, Good, (576 reviews)
"This hotel is old and the room small very terrible will not stay there"
United States
Jeison
The price is Rp1.467.804
Rp1.658.619 total
includes taxes & fees
5 Jul - 6 Jul
Countryside Inn & Suites
Standard Double Room, 2 Double Beds, Non Smoking | Desk, rollaway beds, free WiFi, bed sheets

6. 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 Rp896.100
Rp994.850 total
includes taxes & fees
30 Jun - 1 Jul
Brown's Motel Aberdeen
Standard Room, 2 Double Beds | Desk, blackout curtains, soundproofing, free WiFi

7. 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 Rp1.479.820
Rp1.631.619 total
includes taxes & fees
29 Jun - 30 Jun
Paragon Inn Hillsboro
Desk, rollaway beds, free WiFi, bed sheets

8. 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 Rp1.137.868
Rp1.254.361 total
includes taxes & fees
20 Jul - 21 Jul
Greystone Motel
Deluxe Room | Desk, laptop workspace, iron/ironing board, free WiFi

9. 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 Rp2.516.249
Rp2.800.584 total
includes taxes & fees
5 Jul - 6 Jul
Moon River Bed and Breakfast
Room amenity

10. 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 Rp1.286.979
Rp1.418.885 total
includes taxes & fees
28 Jun - 29 Jun
Hillsboro Inn & Suites
Lobby

11. Days Inn by Wyndham Hillsboro

Days Inn by Wyndham Hillsboro
2.5 star property
Hillsboro
7.2 out of 10, Good, (299 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 Rp1.858.691
Rp2.049.207 total
includes taxes & fees
22 Jul - 23 Jul
Days Inn by Wyndham Hillsboro
Lobby

12. 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 Rp4.209.878
Rp4.507.025 total
includes taxes & fees
5 Jul - 6 Jul
The Benchmark Inn
House (1 Bedroom) | Interior

13. 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 Rp2.043.108
Rp3.233.487 total
includes taxes & fees
30 Jun - 1 Jul
Stout Cabin w/ Fire Pit: 1 Mi to Ohio River!
Lobby

14. 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 Rp1.523.370
Rp1.679.516 total
includes taxes & fees
26 Jul - 27 Jul
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 Moundā€”just a couple of the sights around Winchester.

See all hotels in Winchester
A historic downtown area with a prominent clock tower and a green-roofed building.

Top Winchester Hotel Reviews

Countryside Inn & Suites

Countryside Inn & Suites

8/10 Good
"Nice water pressure. The only bad thing it doesn't have elevators. It's got two levels, but no elevator. The staff was nice enough to give us the bottom floor because it would be hard to climb stairs for me."
Theresa 2-night trip
Posted 4 hours ago
Countryside Inn & Suites

More cheap stays in Winchester

Brown's Motel Aberdeen

Brown's Motel Aberdeen

1055 US HWY 52 Aberdeen OH
The price is Rp896.100 per night from 30 Jun to 1 Jul
Rp896.100
Rp994.850 total
30 Jun - 1 Jul
includes taxes & fees
7.4/10 Good! (288 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 Quality Inn Seaman and Paragon Inn Hillsboro. 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 John Parker House. 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 22Ā°C, while the coldest months are January and February, with an average of 3Ā°C. Average annual precipitation for Winchester is 1274 mm.