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

Winchester Hotels from S$67

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Check prices for these dates

Next weekend
31 Jul - 2 Aug
In two weeks
7 Aug - 9 Aug

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Our top choices for Winchester hotels

Breakfast included
Lobby

1. Quality Inn Seaman

Quality Inn Seaman
2.5 star property
Seaman
7.4 out of 10, Good, (314 reviews)
"Great Welcoming and helpful staff"
United States
James
The price is S$121
includes taxes & fees
17 Aug - 18 Aug
Quality Inn Seaman
Desk, laptop workspace, blackout curtains, iron/ironing board

2. Country Nights Inn

Country Nights Inn
2.5 star property
West Union
7.6 out of 10, Good, (61 reviews)
"Would stay here again if in the area."
United States
Laron
The price is S$135
includes taxes & fees
28 Jul - 29 Jul
Country Nights Inn
Lobby

3. Days Inn by Wyndham Hillsboro

Days Inn by Wyndham Hillsboro
2.5 star property
Hillsboro
7.2 out of 10, Good, (308 reviews)
"The hotel has filthy carpets and flooring. The sheets on the bed were dirty and when they came to change them the mattress pad was also filthy. They did move us to a new room which was clean."
United States
Carol
The price is S$151
includes taxes & fees
2 Aug - 3 Aug
Days Inn by Wyndham Hillsboro
Terrace/patio

4. French Quarter Inn

French Quarter Inn
3.0 star property
Maysville
8.8 out of 10, Excellent, (780 reviews)
"Our room was very clean. It was well worth the money, great location and I would recommend you staying there.."
United States
Ida
The price is S$156
includes taxes & fees
28 Jul - 29 Jul
French Quarter Inn
Desk, blackout curtains, soundproofing, free WiFi

5. Paragon Inn Hillsboro

Paragon Inn Hillsboro
2.0 star property
Hillsboro
7.8 out of 10, Good, (230 reviews)
"Outside of building is a little scary. Very run down. We we helped promptly by the staff at check in. Very pleasantly surprised when we got I to our room. Very very nice. Clean. Great flat screen tv. Beds were good. We would stay there again."
United States
Michele
The price is S$117
includes taxes & fees
31 Jul - 1 Aug
Paragon Inn Hillsboro
Terrace/patio

6. Beverly hills inn

Beverly hills inn
2.5 star property
Aberdeen
8.8 out of 10, Excellent, (227 reviews)
"Overall the stay was good"
United States
Stacy
The price is S$67
includes taxes & fees
27 Aug - 28 Aug
Beverly hills inn
Desk, rollaway beds, free WiFi, bed sheets

7. Brown's Motel Aberdeen

Brown's Motel Aberdeen
2.0 star property
Aberdeen
7.4 out of 10, Good, (296 reviews)
"Everything was great"
United States
William
The price is S$72
includes taxes & fees
28 Jul - 29 Jul
Brown's Motel Aberdeen
Free continental breakfast on weekends

8. Countryside Inn & Suites

Countryside Inn & Suites
2.5 star property
Mount Orab
7.2 out of 10, Good, (581 reviews)
"Very clean room and the staff were very friendly and helpful. "
United States
Stacy
The price is S$126
includes taxes & fees
10 Aug - 11 Aug
Countryside Inn & Suites
Desk, laptop workspace, iron/ironing board (on request), free WiFi

9. Moon River Bed and Breakfast

Moon River Bed and Breakfast
3.0 star property
Maysville
10.0 out of 10, Exceptional, (2 reviews)
"Moon River bed-and-breakfast highly recommended Nice accommodations Many amenities to include an amazing breakfast and a host that is very accommodating and a good communicator. Host Denny is very knowledgeable about Maysville and thoughtful about recommendations. very thoughtful and kind host."
United States
Suzzane
The price is S$194
includes taxes & fees
27 Aug - 28 Aug
Moon River Bed and Breakfast
Desk, rollaway beds, free WiFi, bed sheets

10. 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 S$90
includes taxes & fees
28 Jul - 29 Jul
Greystone Motel
Lobby sitting area

11. Quality Inn Maysville

Quality Inn Maysville
2.5 star property
Maysville
6.0 out of 10, (220 reviews)
"the breakfast was wonderful."
United States
Stanley
The price is S$97
includes taxes & fees
20 Aug - 21 Aug
Quality Inn Maysville
Room amenity

12. Hillsboro Inn & Suites

Hillsboro Inn & Suites
2.0 star property
Hillsboro
7.2 out of 10, Good, (56 reviews)
"Great place to stay!"
United States
Audrey
The price is S$114
includes taxes & fees
28 Jul - 29 Jul
Hillsboro Inn & Suites
Lobby

13. Days Inn by Wyndham Maysville Kentucky

Days Inn by Wyndham Maysville Kentucky
2.5 star property
Maysville
7.2 out of 10, Good, (451 reviews)
"Great stay- very clean and staff very friendly."
United States
Susan
The price is S$128
includes taxes & fees
28 Jul - 29 Jul
Days Inn by Wyndham Maysville Kentucky
Desk, free cots/infant beds, rollaway beds, free WiFi

14. Super 8 by Wyndham Maysville KY

Super 8 by Wyndham Maysville KY
2.0 star property
Maysville
7.0 out of 10, Good, (449 reviews)
"It was great for the price"
United States
brandon
The price is S$89
includes taxes & fees
16 Aug - 17 Aug
Super 8 by Wyndham Maysville KY
Interior

15. 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 S$233
includes taxes & fees
28 Jul - 29 Jul
Stout Cabin w/ Fire Pit: 1 Mi to Ohio River!
Lobby

16. The Benchmark Inn

The Benchmark Inn
2.0 star property
Augusta
9.0 out of 10, Wonderful, (6 reviews)
"Lovely quaint small hotel. Very clean and well appointed. Great location, just a short walk to restaurants, bars and shops. Great value for the price"
United States
Rodger
The price is S$416
includes taxes & fees
29 Jul - 30 Jul
The Benchmark Inn
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.

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

Top Winchester Hotel Reviews

Super 8 by Wyndham Maysville KY

Super 8 by Wyndham Maysville KY

8/10 Good
"The room was clean, the breakfast was very basic. The staff were friendly and helpful, when they were at the desk. We had to wait for check in because no one was there, and another time the clerk was outside."
Tammie 3-night trip
Posted 7 hours ago
Super 8 by Wyndham Maysville KY

More cheap stays in Winchester

Brown's Motel Aberdeen

Brown's Motel Aberdeen

1055 US HWY 52 Aberdeen OH
The price is S$72 per night from 28 Jul to 29 Jul
S$72
28 Jul - 29 Jul
includes taxes & fees

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 Brown's Motel Aberdeen 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 Rocky Fork State Park. You'll also find Rocky Fork Lake and Meranda-Nixon Winery 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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