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Check prices for these dates

Next weekend
26 Dec - 28 Dec
In two weeks
2 Jan - 4 Jan
In one month
16 Jan - 18 Jan
In two months
13 Feb - 15 Feb
No exact matches found, but these alternatives could be just right

Recommended hotels in Winchester

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, (396)
"Nothing fancy but out of the way and quiet "
United States
david
The price is HK$503
HK$560 total
includes taxes & fees
18 Dec - 19 Dec
Days Inn by Wyndham Maysville Kentucky
Desk, laptop workspace, blackout curtains, iron/ironing board
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 HK$512
HK$565 total
includes taxes & fees
3 Jan - 4 Jan 2026
Country Nights 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 HK$856
HK$953 total
includes taxes & fees
1 Jan - 2 Jan 2026
French Quarter 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 HK$596
HK$657 total
includes taxes & fees
29 Dec - 30 Dec
Quality Inn Seaman
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, (265)
"Very nice stay will stay again "
United States
Arthur
The price is HK$389
HK$432 total
includes taxes & fees
16 Dec - 17 Dec
Brown's Motel Aberdeen
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 HK$494
HK$545 total
includes taxes & fees
16 Dec - 17 Dec
Greystone Motel
Desk, free cots/infant beds, rollaway beds, free WiFi
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, (416)
"Quiet area, easy parking "
United States
Dan
The price is HK$537
HK$598 total
includes taxes & fees
16 Dec - 17 Dec
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, (549)
"Great place, just the breakfast could've been better "
United States
SHAWN
The price is HK$671
HK$759 total
includes taxes & fees
30 Dec - 31 Dec
Countryside Inn & Suites
Private kitchen
Beverly hills inn

Beverly hills inn

Beverly hills inn
2.5 star property
Aberdeen
8.6 out of 10, Excellent, (158)
"Nice place to stay "
United States
Deborah
Beverly hills inn
1 bedroom, free WiFi, bed sheets
Meadowview Guest House -Couple's Hot Tub Getaway-1 Bedroom Studio

Meadowview Guest House -Couple's Hot Tub Getaway-1 Bedroom Studio

Meadowview Guest House -Couple's Hot Tub Getaway-1 Bedroom Studio
Hillsboro
10.0 out of 10, Exceptional, (18)
"I was out there for a wedding and this place was great for a weekend trip."
United States
L
The price is HK$638
HK$1,221 total
includes taxes & fees
16 Dec - 17 Dec
Meadowview Guest House -Couple's Hot Tub Getaway-1 Bedroom Studio
Desk, laptop workspace, blackout curtains, iron/ironing board
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, (278)
"Room very clean and comfortable "
United States
Robert
The price is HK$761
HK$839 total
includes taxes & fees
17 Dec - 18 Dec
Days Inn by Wyndham Hillsboro
Property grounds
Glamping Cabin | Huge Window | Over a Creek

Glamping Cabin | Huge Window | Over a Creek

Glamping Cabin | Huge Window | Over a Creek
Green Township
9.8 out of 10, Exceptional, (8)
"Had a wonderful time! Bathrooms and cabin were very clean and it was very quiet. Just what we needed."
United States
Kristen W.
The price is HK$537
HK$887 total
includes taxes & fees
18 Dec - 19 Dec
Glamping Cabin | Huge Window | Over a Creek
Blackout curtains, soundproofing, free WiFi, bed sheets
Paragon Inn Hillsboro

Paragon Inn Hillsboro

Paragon Inn Hillsboro
2.0 star property
Hillsboro
7.6 out of 10, Good, (196)
"Clean nice big room nice tv a very nice lady checked me in "
United States
Erica
The price is HK$598
HK$660 total
includes taxes & fees
16 Dec - 17 Dec
Paragon Inn Hillsboro
Desk, free WiFi, bed sheets
Quality Inn Maysville

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 HK$537
HK$598 total
includes taxes & fees
16 Dec - 17 Dec
Quality Inn Maysville
Exterior
Glamping Cabin | Huge Window | Cliff and Animal Views

Glamping Cabin | Huge Window | Cliff and Animal Views

Glamping Cabin | Huge Window | Cliff and Animal Views
Green Township
10.0 out of 10, Exceptional, (2)
"We had a great stay, we loved the horse and goats. It was peaceful and beautiful, exactly what we needed! Will definitely stay again! "
United States
Callie J.
The price is HK$537
HK$887 total
includes taxes & fees
18 Dec - 19 Dec
Glamping Cabin | Huge Window | Cliff and Animal Views
Fridge, microwave, stovetop, coffee/tea maker
Bear Necessities Cabin - What Else Do You Need?

Bear Necessities Cabin - What Else Do You Need?

Bear Necessities Cabin - What Else Do You Need?
West Union
10.0 out of 10, Exceptional, (9)
"Great little spot! Cabin is super nice inside and out."
United States
Jason M.
The price is HK$662
HK$1,255 total
includes taxes & fees
16 Dec - 17 Dec
Bear Necessities Cabin - What Else Do You Need?
Fridge, stovetop, toaster, cookware/dishes/utensils
Sleeps 4| Private Bathroom | Stunning Views

Sleeps 4| Private Bathroom | Stunning Views

Sleeps 4| Private Bathroom | Stunning Views
Green Township
10.0 out of 10, Exceptional, (1)
The price is HK$1,051
HK$1,207 total
includes taxes & fees
18 Dec - 19 Dec
Sleeps 4| Private Bathroom | Stunning Views
Property grounds
Glamping Cabin | Huge Window | Tree House Feel

Glamping Cabin | Huge Window | Tree House Feel

Glamping Cabin | Huge Window | Tree House Feel
Green Township
9.0 out of 10, Wonderful, (19)
"The perfect place to connect with nature and enjoy a beautiful landscape the attention was great the beautiful place the super comfortable cabin I would come back again"
Mexico
Víctor Manuel
The price is HK$537
HK$887 total
includes taxes & fees
18 Dec - 19 Dec
Glamping Cabin | Huge Window | Tree House Feel
1 bedroom, WiFi
Home away from Home! - 1BR apartment in Maysville

Home away from Home! - 1BR apartment in Maysville

Home away from Home! - 1BR apartment in Maysville
Maysville
10.0 out of 10, Exceptional, (13)
"Amazing stay. We would definitely recommend this place to anyone!"
United States
John H.
The price is HK$662
HK$835 total
includes taxes & fees
16 Dec - 17 Dec
Home away from Home! - 1BR apartment in Maysville
Fridge, microwave, oven
Country Cabin in Amish Country

Country Cabin in Amish Country

Country Cabin in Amish Country
Peebles
9.8 out of 10, Exceptional, (13)
"Great place to stay if you enjoy the countryside. We saw deer, squirrels, a bunny rabbit, and a groundhog. Property manager very responsive. "
United States
Joyce H.
The price is HK$817
HK$1,474 total
includes taxes & fees
5 Jan - 6 Jan 2026
Country Cabin in Amish Country
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

Rustic Cabin with modern amenities and 1 acre stocked Fishing Lake !

Rustic Cabin with modern amenities and 1 acre stocked Fishing Lake !

10/10 Excellent
"Cabin was nice and clean and well stocked. Loved that all rooms are on the same level."
Victor K. 3-night trip
Posted 6 days ago
Rustic Cabin with modern amenities and 1 acre stocked Fishing Lake !

Find out more about Winchester

Winchester B&B information

Number of reviews
3,793
Accommodation
1 B&B
Lowest Price
HK$432
Highest Price
HK$1,474

Frequently asked questions

Searching for B&Bs in Winchester?
If you're looking for something a little more offbeat than your standard hotel experience, a bed and breakfast could be a great option for your trip.
How do you know if a B&B is the right choice for your stay?
With attentive service, opportunities to meet guests from other places and breakfast served on site, B&Bs provide a truly one-of-a-kind setting.
When is the best time to book my B&B in Winchester?
When you're dreaming of a stay in Winchester, year-round temperatures and rainfall may be important factors to consider. 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.
How can I get to and around Winchester?
You can plan your excursions in and around Winchester ahead of time with these transportation options. Fly into Cincinnati, OH (LUK-Cincinnati Municipal - Lunken Field), which is located 43.2 mi (69.6 km) away from the city centre. You can also search for flights into Cincinnati-Northern Kentucky Int'l Airport (CVG), which is 54.6 mi (87.9 km) away. If you'd like to venture out around the area, consider renting a car to explore more sights.