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

Recommended hotels in Winchester

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
$77 nightly
The price is $84
Dec 28 - Dec 29
Total with taxes and fees
Quality Inn Seaman
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
$65 nightly
The price is $72
Dec 18 - Dec 19
Total with taxes and fees
Days Inn by Wyndham Maysville Kentucky
Standard Double Room | Desk, laptop workspace, blackout drapes, 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
$64 nightly
The price is $71
Jan 1 - Jan 2, 2026
Total with taxes and fees
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
$110 nightly
The price is $122
Jan 1 - Jan 2, 2026
Total with taxes and fees
French Quarter 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, (265)
"Very nice stay will stay again "
United States
Arthur
$50 nightly
The price is $56
Dec 16 - Dec 17
Total with taxes and fees
Brown's Motel Aberdeen
Double Room, 2 Double Beds | Desk, free cribs/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
$69 nightly
The price is $77
Dec 16 - Dec 17
Total with taxes and fees
Super 8 by Wyndham Maysville KY
Standard Penthouse, Pool View | Private kitchen | Mini-fridge, microwave
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
$46 nightly
The price is $51
Jan 14 - Jan 15, 2026
Total with taxes and fees
Beverly hills inn
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.
$114 nightly
The price is $114
Dec 18 - Dec 19
Total with taxes and fees
Glamping Cabin | Huge Window | Cliff and Animal Views
Standard Room, 2 Double Beds | Blackout drapes, 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
$71 nightly
The price is $79
Dec 21 - Dec 22
Total with taxes and fees
Paragon Inn 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.
$114 nightly
The price is $114
Dec 18 - Dec 19
Total with taxes and fees
Glamping Cabin | Huge Window | Over a Creek
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)
$155 nightly
The price is $155
Dec 16 - Dec 17
Total with taxes and fees
Sleeps 4| Private Bathroom | Stunning Views
Studio Suite, 1 King Bed, Non Smoking | Desk, laptop workspace, blackout drapes, 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
$98 nightly
The price is $108
Dec 18 - Dec 19
Total with taxes and fees
Days Inn by Wyndham Hillsboro
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
$86 nightly
The price is $97
Dec 30 - Dec 31
Total with taxes and fees
Countryside Inn & Suites
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
$114 nightly
The price is $114
Dec 18 - Dec 19
Total with taxes and fees
Glamping Cabin | Huge Window | Tree House Feel
Lobby
The Benchmark Inn

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
$171 nightly
The price is $184
Dec 16 - Dec 17
Total with taxes and fees
The Benchmark Inn
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
$69 nightly
The price is $77
Dec 16 - Dec 17
Total with taxes and fees
Quality Inn Maysville
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.
$155 nightly
The price is $161
Dec 16 - Dec 17
Total with taxes and fees
Bear Necessities Cabin - What Else Do You Need?
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
$63 nightly
The price is $70
Dec 16 - Dec 17
Total with taxes and fees
Greystone Motel
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.
$183 nightly
The price is $189
Jan 5 - Jan 6, 2026
Total with taxes and fees
Country Cabin in Amish Country
Microwave, oven, stovetop
The Angler

The Angler

The Angler
Hillsboro
9.6 out of 10, Exceptional, (8)
"Clean and great for a couple of fisherman enjoying the lake and surrounding area. "
United States
Jerry P.
$120 nightly
The price is $127
Dec 16 - Dec 17
Total with taxes and fees
The Angler
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 5 days ago
Rustic Cabin with modern amenities and 1 acre stocked Fishing Lake !

Find out more about Winchester

Winchester Condo Rentals information

Number of reviews
3,771
Accommodation
0 Condo Rentals
Lowest Price
$51
Highest Price
$189

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