Winchester Hotels

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Check prices for these dates

Tonight
30 Dec - 31 Dec
Tomorrow
31 Dec - 1 Jan
This weekend
2 Jan - 4 Jan
Next weekend
9 Jan - 11 Jan

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Our top choices for Winchester hotels

Standard Double Room
Country Nights Inn

Country Nights Inn

Country Nights Inn
2.5 star property
West Union
8.0 out of 10, Very good, (46)
"For the price, one of the best stays I have had in a long time."
United States
Matt
The price is €75
includes taxes & fees
31 Dec - 1 Jan 2026
Country Nights Inn
Exterior
Quality Inn Seaman

Quality Inn Seaman

Quality Inn Seaman
2.5 star property
Seaman
7.4 out of 10, Good, (293)
"Very helpful and friendly staff! We were in the area for a few days of hiking. This was a convenient place to stay with a very affordable price especially since breakfast was included."
United States
Douglas
The price is €82
includes taxes & fees
15 Jan - 16 Jan 2026
Quality Inn Seaman
Double Room, 2 Double Beds
Super 8 by Wyndham Maysville KY

Super 8 by Wyndham Maysville KY

Super 8 by Wyndham Maysville KY
2.0 star property
Maysville
7.0 out of 10, Good, (417)
"Quiet area, easy parking "
United States
Dan
The price is €65
includes taxes & fees
31 Dec - 1 Jan 2026
Super 8 by Wyndham Maysville KY
Front of property
Countryside Inn & Suites

Countryside Inn & Suites

Countryside Inn & Suites
2.5 star property
Mount Orab
7.2 out of 10, Good, (551)
"Nice room With jacuzzi tub. "
United States
Jacqueline
The price is €96
includes taxes & fees
13 Jan - 14 Jan 2026
Countryside Inn & Suites
Lobby
Days Inn by Wyndham Maysville Kentucky

Days Inn by Wyndham Maysville Kentucky

Days Inn by Wyndham Maysville Kentucky
2.5 star property
Maysville
7.0 out of 10, Good, (401)
"Nothing fancy but out of the way and quiet "
United States
david
The price is €61
includes taxes & fees
1 Jan - 2 Jan 2026
Days Inn by Wyndham Maysville Kentucky
Lobby
The Benchmark Inn

The Benchmark Inn

The Benchmark Inn
2.0 star property
Augusta
8.6 out of 10, Excellent, (4)
"Clean room, very cozy and sweet atmosphere. "
United States
Krissy
The price is €160
includes taxes & fees
31 Dec - 1 Jan 2026
The Benchmark Inn
Front of property
French Quarter Inn

French Quarter Inn

French Quarter Inn
3.0 star property
Maysville
8.8 out of 10, Excellent, (760)
"Super clean room and amazing staff. Right by downtown maysville so we could walk everywhere "
United States
Roy
The price is €104
includes taxes & fees
1 Jan - 2 Jan 2026
French Quarter Inn
Standard Penthouse, Pool View | Private kitchen
Beverly hills inn

Beverly hills inn

Beverly hills inn
2.5 star property
Aberdeen
8.6 out of 10, Excellent, (151)
"Nice place to stay "
United States
Deborah
The price is €41
includes taxes & fees
1 Jan - 2 Jan 2026
Beverly hills inn
BBQ/picnic Area
Brown's Motel Aberdeen

Brown's Motel Aberdeen

Brown's Motel Aberdeen
2.0 star property
Aberdeen
7.4 out of 10, Good, (267)
"The staff was friendly. The hotel was not clean. It has great potential - but is not there yet. "
United States
Kim
The price is €47
includes taxes & fees
31 Dec - 1 Jan 2026
Brown's Motel Aberdeen
Standard Room, 2 Double Beds
Paragon Inn Hillsboro

Paragon Inn Hillsboro

Paragon Inn Hillsboro
2.0 star property
Hillsboro
7.6 out of 10, Good, (198)
"Clean nice big room nice tv a very nice lady checked me in "
United States
Erica
The price is €73
includes taxes & fees
31 Dec - 1 Jan 2026
Paragon Inn Hillsboro
Room, 2 Queen Beds
Hillsboro Inn & Suites

Hillsboro Inn & Suites

Hillsboro Inn & Suites
2.0 star property
Hillsboro
6.4 out of 10, (39)
"Very nice room for the price"
United States
James
The price is €67
includes taxes & fees
31 Dec - 1 Jan 2026
Hillsboro Inn & Suites
Desk, free WiFi, bed sheets
Quality Inn Maysville

Quality Inn Maysville

Quality Inn Maysville
2.5 star property
Maysville
6.2 out of 10, (191)
"Clean place staff awesome and mazing "
Canada
martin
The price is €65
includes taxes & fees
31 Dec - 1 Jan 2026
Quality Inn Maysville
Vending machine
Greystone Motel

Greystone Motel

Greystone Motel
2.5 star property
Hillsboro
6.6 out of 10, (176)
"Nice and quiet pet friendly "
United States
Erica
The price is €59
includes taxes & fees
31 Dec - 1 Jan 2026
Greystone Motel
Studio Suite, 1 King Bed, Non Smoking
Days Inn by Wyndham Hillsboro

Days Inn by Wyndham Hillsboro

Days Inn by Wyndham Hillsboro
2.5 star property
Hillsboro
7.2 out of 10, Good, (282)
"Room very clean and comfortable "
United States
Robert
The price is €92
includes taxes & fees
2 Jan - 3 Jan 2026
Days Inn by Wyndham Hillsboro
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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Top Winchester Hotel Reviews

Paragon Inn Hillsboro

Paragon Inn Hillsboro

10/10 Excellent
"Clean "
Mike 8-night trip
Posted 5 days ago
Paragon Inn Hillsboro

More cheap stays in Winchester

Beverly hills inn

Beverly hills inn

1830 U.S. 52 Aberdeen OH
The price is €41 per night from 1 Jan to 2 Jan
€41
1 Jan - 2 Jan 2026
includes taxes & fees
8.4/10 Very Good! (151 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 French Quarter Inn. See all available top hotels, or vacation rentals in Winchester.
What are some of the best holiday rentals that Winchester has to offer?
Peaceful 8 Bedroom 5 Bath w/patio bar-grill and swimming pond: This holiday home rental outside of Winchester is located in a rural location, and has a fireplace, a patio and a BBQ to put you at ease in your new surroundings. It has 8 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. Kick off your shoes and enjoy yourself with a garden and a selection of games. See all 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 Serpent Mound, Grant Boyhood Home and John Rankin House. You'll also find John Parker House and Rocky Fork Lake State Park 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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