Winchester Hotels from ₹4,995

Start date: Check-in selected.
To Date
End date: Check-out

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Tonight
5 Dec - 6 Dec
Tomorrow
6 Dec - 7 Dec
This weekend
5 Dec - 7 Dec
Next weekend
12 Dec - 14 Dec

Filter by

Guest rating
Guest rating
Star rating

Top 10 Winchester hotels and places to stay

Lobby
Days Inn by Wyndham Maysville Kentucky

Days Inn by Wyndham Maysville Kentucky

2.5 star property
Maysville
7.0 out of 10, Good, (396)
"Nothing fancy but out of the way and quiet "
United States
david
The price is ₹5,507
₹6,129 total
includes taxes & fees
4 Jan - 5 Jan 2026
Days Inn by Wyndham Maysville Kentucky
Standard Penthouse, Pool View | Private kitchen | Mini-fridge, microwave
Beverly hills inn

Beverly hills inn

2.5 star property
Aberdeen
8.6 out of 10, Excellent, (154)
"Nice place to stay "
United States
Deborah
Beverly hills inn
Front of property
Countryside Inn & Suites

Countryside Inn & Suites

2.5 star property
Mount Orab
7.2 out of 10, Good, (547)
"Great place, just the breakfast could've been better "
United States
SHAWN
The price is ₹7,760
₹8,768 total
includes taxes & fees
21 Dec - 22 Dec
Countryside Inn & Suites
Studio Suite, 1 King Bed, Non Smoking | Desk, laptop workspace, blackout curtains, iron/ironing board
Days Inn by Wyndham Hillsboro

Days Inn by Wyndham Hillsboro

2.5 star property
Hillsboro
7.2 out of 10, Good, (277)
"Room very clean and comfortable "
United States
Robert
The price is ₹8,795
₹9,697 total
includes taxes & fees
4 Jan - 5 Jan 2026
Days Inn by Wyndham Hillsboro
Double Room, 2 Double Beds | Desk, free cots/infant beds, rollaway beds, free WiFi
Super 8 by Wyndham Maysville KY

Super 8 by Wyndham Maysville KY

2.0 star property
Maysville
7.0 out of 10, Good, (416)
"Quiet area, easy parking "
United States
Dan
The price is ₹5,579
₹6,209 total
includes taxes & fees
4 Jan - 5 Jan 2026
Super 8 by Wyndham Maysville KY
Front of property
French Quarter Inn

French Quarter Inn

3.0 star property
Maysville
8.8 out of 10, Excellent, (759)
"The hotel was great as we were in the town to do family research and it was quiet and great for what we were doing."
United States
Barbara A
The price is ₹9,897
₹11,016 total
includes taxes & fees
4 Jan - 5 Jan 2026
French Quarter Inn
Standard Double Room | Desk, laptop workspace, blackout curtains, iron/ironing board
Country Nights Inn

Country Nights Inn

2.5 star property
West Union
8.0 out of 10, Very good, (45)
"For the price, one of the best stays I have had in a long time."
United States
Matt
The price is ₹6,171
₹6,804 total
includes taxes & fees
1 Jan - 2 Jan 2026
Country Nights Inn
Desk, free WiFi, bed sheets
Quality Inn Maysville

Quality Inn Maysville

2.5 star property
Maysville
6.2 out of 10, (189)
"Clean place staff awesome and mazing "
Canada
martin
The price is ₹6,208
₹6,910 total
includes taxes & fees
4 Jan - 5 Jan 2026
Quality Inn Maysville
Exterior
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 ₹7,648
₹8,432 total
includes taxes & fees
1 Jan - 2 Jan 2026
Quality Inn Seaman
Standard Room, 2 Double Beds | Blackout curtains, soundproofing, free WiFi, bed sheets
Paragon Inn Hillsboro

Paragon Inn Hillsboro

2.0 star property
Hillsboro
7.6 out of 10, Good, (192)
"Staff very friendly and gave me a room with a walk in shower I really liked that. "
United States
Charles
The price is ₹6,840
₹7,542 total
includes taxes & fees
8 Dec - 9 Dec
Paragon Inn Hillsboro
Lobby
The Benchmark Inn

The Benchmark Inn

2.0 star property
Augusta
8.0 out of 10, Very good, (3)
"Clean room, very cozy and sweet atmosphere. "
United States
Krissy
The price is ₹15,566
₹16,665 total
includes taxes & fees
6 Dec - 7 Dec
The Benchmark Inn
BBQ/picnic Area
Brown's Motel Aberdeen

Brown's Motel Aberdeen

2.0 star property
Aberdeen
7.4 out of 10, Good, (262)
"Very nice stay will stay again "
United States
Arthur
The price is ₹4,499
₹4,995 total
includes taxes & fees
19 Dec - 20 Dec
Brown's Motel Aberdeen
Vending machine
Greystone Motel

Greystone Motel

2.5 star property
Hillsboro
6.6 out of 10, (175)
"The area is off the beaten path. It's quiet and I felt safe. It's pet friendly and I just needed a clean safe place to stay for an event nearby. I would stay here again."
United States
Jana
The price is ₹5,713
₹6,297 total
includes taxes & fees
6 Dec - 7 Dec
Greystone Motel
Room, 2 Queen Beds | Desk, rollaway beds, free WiFi, bed sheets
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 ₹6,461
₹7,123 total
includes taxes & fees
6 Dec - 7 Dec
Hillsboro Inn & Suites
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Winchester Hotel Reviews

Quality Inn Seaman

Quality Inn Seaman

8/10 Good
"Staff very polite. The rail in the shower was loose but i had forgotten to mention it when there. No other issues."
Eric 1-night trip
Posted 4 days ago
Quality Inn Seaman

More cheap stays in Winchester

Countryside Inn & Suites

Countryside Inn & Suites

100 Leininger Street Mount Orab OH
The price is ₹7,760 per night from 21 Dec to 22 Dec
₹7,760
₹8,768 total
21 Dec - 22 Dec
includes taxes & fees
7.2/10 Good! (547 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 Days Inn by Wyndham Maysville Kentucky. 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 Grant Boyhood Home. You'll also find Hillsboro Elks Country Club 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.

Explore a world of travel with Expedia