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Winchester Kentucky Hotels & Motels

Find hotels in Winchester using the list and search tools below. Find cheap and/or discounted hotel rates in or near Winchester, KY for your business or personal leisure travel. Discover the best Winchester, Kentucky motel and hotel rooms. Browse the Winchester area hotels to find the perfect lodging! Please use the provided map of the Winchester hotels. Booking 5+ Rooms? Find Winchester Group Hotel Deals

The Winchester center is around 7 miles northeast of Fort Boonesborough State Park and 13 miles northeast of Raven Run Nature Sanctuary.

Winchester Hotels, Motels & Accommodations

Red Roof Inn Lexington - Winchester in Winchester
+1-888-389-4121
1100 Interstate Dr., Winchester, KY 40391
  • Low priced Highway property
  • 3 conference rooms in property
From$58
Average 3.0 /5 Guest Reviews Call BookMore Details
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Hampton Inn Winchester in Winchester
+1-888-675-2083
1025 Early Dr., Winchester, KY 40391
  • Three Star Highway hotel
  • Check-in time: 3:00 PM
From$134
Very Good 4.0 /5 Read Reviews Call BookMore Details
Best Western Winchester Hotel - Winchester
+1-800-716-8490
1307 West Lexington Ave., Winchester, KY 40391
  • 3-star Suburban property
  • Free comp. breakfast
From$65
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Baymont by Wyndham Winchester : 960 Interstate Dr.
+1-800-805-5223
960 Interstate Dr., Winchester, KY 40391
  • 3-star Highway property
From$80
Average 3.0 /5 Recent Reviews Call BookMore Details
Comfort Inn : 5250 Revilo Rd.
+1-888-965-1860
5250 Revilo Rd., Winchester, KY 40391
  • 3-star Highway property
  • Hotel has 58 rooms
From$80
Average 3.0 /5 Guest Reviews Call BookMore Details
Holiday Inn Express Lexington East Winchester An Ihg Hotel in Winchester
+1-888-788-5576
100 Winchester Plaza, Winchester, KY 40391
  • 3 star Suburban hotel
  • Access to gym on-site
From$80
Average 3.0 /5 Read Reviews Call BookMore Details
La Quinta Inn & Suites by Wyndham Lexington South / Hamburg in Lexington
+1-888-897-9207
100 Canebrake Dr., Lexington, KY 40509 ~11.33 miles west of Winchester
  • Three Star Highway property
  • Free comp. breakfast
From$80
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Days Inn by Wyndham Lexington Southeast : 5575 Athens Boonesboro Rd.
+1-888-311-4278
5575 Athens Boonesboro Rd., Lexington, KY 40509 ~11.36 miles west of Winchester
  • Two-star Suburban property
  • 2 floors in property
From$60
Average 3.0 /5 Hotel Reviews Call BookMore Details
Econo Lodge
+1-888-469-4795
5527 Athens Boonesboro Rd., Lexington, KY 40509 ~11.40 miles west of Winchester
  • Low priced property
  • 2 floors in property
From$60
Average 3.0 /5 Reviews Call BookMore Details
Comfort Inn Lexington Southeast - Lexington
+1-888-734-9421
5531 Athens Boonesboro Rd., Lexington, KY 40509 ~11.45 miles west of Winchester
  • Midscale Highway hotel
  • 3 floors in hotel
From$70
Average 3.0 /5 Read Reviews Call BookMore Details
Hotel Lex Hotel & Conference : 5532 Athens Boonesboro Rd.
+1-888-841-5292
5532 Athens Boonesboro Rd., Lexington, KY 40509 ~11.48 miles west of Winchester
  • High end Suburban property
  • 2 floors in hotel
From$125
Average 3.0 /5 Guest Reviews Call BookMore Details
Homewood Suites Lexington Hamburg in Lexington
+1-888-455-5160
2033 Bryant Rd., Lexington, KY 40509 ~12.67 miles west of Winchester
  • Three Star Highway hotel
  • 91 sleeping rooms in hotel
From$99
Very Good 4.0 /5 Read Reviews Call BookMore Details
Hyatt Place Lexington
+1-888-965-8297
2001 Bryant Rd., Lexington, KY 40509 ~12.73 miles west of Winchester
  • Affordable Suburban property
  • Fitness center on property
From$85
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Home2 Suites Lexington Hamburg in Lexington
+1-888-906-6358
1750 Pleasant Ridge Dr., Lexington, KY 40509 ~12.75 miles west of Winchester
  • Affordable Highway property
  • Hotel has 4 floors
From$80
Average 3.0 /5 Recent Reviews Call BookMore Details
Holiday Inn Lexington Hamburg in Lexington
+1-888-749-6785
1976 Justice Dr., Lexington, KY 40509 ~12.78 miles west of Winchester
  • Three Star Suburban property
  • Hotel has 5 floors
From$80
Average 3.0 /5 Guest Reviews Call BookMore Details
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Hilton Garden Inn Lexington - Lexington
+1-888-878-9982
1973 Plaudit Place, Lexington, KY 40509 ~12.89 miles west of Winchester
  • Three Star Suburban hotel
  • Gym / Fitness Center Available
From$95
Very Good 4.0 /5 Reviews Call BookMore Details
Courtyard Lexington South/Hamburg Place : 1951 Pleasant Ridge Dr.
+1-888-389-4485
1951 Pleasant Ridge Dr., Lexington, KY 40509 ~12.94 miles west of Winchester
  • 3-star Suburban hotel
  • Hotel has 90 rooms
From$89
Average 3.0 /5 Reviews Call BookMore Details
Sleep Inn : 1920 Plaudit Pl
+1-888-389-4121
1920 Plaudit Pl, Lexington, KY 40509 ~12.95 miles west of Winchester
  • Midscale Rural property
  • Check in time: 3:00 PM
From$80
Average 3.0 /5 Reviews Call BookMore Details
Avid Hotel Lexington Hamburg Area
+1-888-675-2083
1810 Bryant Rd., Lexington, KY 40509 ~13.06 miles west of Winchester
  • Low-priced Suburban property
  • 95 rooms in property
From$109
Average 3.0 /5 Hotel Reviews Call BookMore Details
Towneplace Suites Lexington South / Hamburg Place : 1790 Vendor Way
+1-800-716-8490
1790 Vendor Way, Lexington, KY 40509 ~13.33 miles west of Winchester
  • Affordable Suburban property
  • Fitness + Health Center
From$78
Very Good 4.0 /5 Read Reviews Call BookMore Details
Residence Inn Lexington South/Hamburg Place in Lexington
+1-800-805-5223
2688 Pink Pigeon Pkwy., Lexington, KY 40509 ~13.51 miles west of Winchester
  • Four star Suburban property
  • Free comp. breakfast
From$69
Average 3.0 /5 Hotel Reviews Call BookMore Details
Holiday Inn Express & Suites Mt. Sterling North An Ihg Hotel - Mt Sterling
+1-888-965-1860
269 Evans Dr., Mt Sterling, KY 40353 ~13.66 miles east of Winchester
  • Affordable Highway hotel
  • Free breakfast available
From$99
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Quality Inn Lexington
+1-888-788-5576
2381 Buena Vista Dr., Lexington, KY 40505 ~13.68 miles west of Winchester
  • Two star Highway property
  • Hotel has an eco-friendly policy Read more
From$49
Average 3.0 /5 Hotel Reviews Call BookMore Details
Comfort Inn & Suites : 2400 Buena Vista
+1-888-897-9207
2400 Buena Vista, Lexington, KY 40505 Website ~13.72 miles west of Winchester
  • Low-priced Highway property
  • 31 suites in hotel
From$68
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Super 8 by Wyndham Lexington/Hamburg Area
+1-888-311-4278
2351 Buena Vista Rd., Lexington, KY 40505 ~13.72 miles west of Winchester
  • Cheap Suburban property
  • Check in: 300 pm
From$54
Average 3.0 /5 Latest Reviews Call BookMore Details
GuestHouse Lexington
+1-888-469-4795
2261 Elkhorn Rd., Lexington, KY 40505 ~13.75 miles west of Winchester
  • Midscale Highway hotel
  • Hotel has 2 floors
From$49
Average 3.0 /5 Review Score Call BookMore Details
Motel 6 Lexington, KY - East I-75 in Lexington
+1-888-734-9421
2260 Elkhorn Rd., Lexington, KY 40505 ~13.75 miles west of Winchester
  • 2 star hotel
  • 2 floors in hotel
From$60
Average 3.0 /5 Read Reviews Call BookMore Details
Hampton Inn I-75 Lexington/Hamburg Area
+1-888-841-5292
2251 Elkhorn Rd., Lexington, KY 40505 ~13.75 miles west of Winchester
  • 2-star Highway property
  • Free comp. breakfast
From$72
Very Good 4.0 /5 Review Score Call BookMore Details
Best Western Lexington Inn
+1-888-455-5160
2221 Elkhorn Rd., Lexington, KY 40505 ~13.79 miles west of Winchester
  • Economy Highway property
  • Check-in time: 03:00
From$43
Average 3.0 /5 Recent Reviews Call BookMore Details
Red Roof Inn & Suites Lexington - Hamburg
+1-888-965-8297
2241 Elkhorn Rd., Lexington, KY 40505 ~13.79 miles west of Winchester
  • Two-star Highway property
  • 2 floors in hotel
From$43
Average 3.0 /5 Review Score Call BookMore Details
Fairfield Inn & Suites by Marriott Lexington East/I-75 : 2211 Elkhorn Rd.
+1-888-906-6358
2211 Elkhorn Rd., Lexington, KY 40505 ~13.82 miles west of Winchester
  • 3 star Highway property
  • Free comp. breakfast
Ramada Limited Mount Sterling in Mount Sterling
+1-888-749-6785
115 Stone Trace Dr., Mount Sterling, KY 40353 ~13.84 miles east of Winchester
  • 2 star Highway property
  • Check in time: 3:00 PM
From$60
Very Good 4.0 /5 Read Reviews Call BookMore Details
Comfort Inn and Suites in Mount Sterling
+1-888-878-9982
105 Stone Trace Dr., Mount Sterling, KY 40353 Website ~13.89 miles east of Winchester
  • Affordable Rural hotel
  • Check in time: 3:00 PM
From$69
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Holiday Inn Express & Suites Lexington Midtown - I-75, an IHG Hot
+1-888-389-4485
2255 Buena Vista Rd., Lexington, KY 40505 ~13.91 miles west of Winchester
  • Mid-scale Highway hotel
  • Check-in time: 3:00PM
From$102
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Microtel Inn by Wyndham Lexington - Lexington
+1-888-389-4121
2240 Buena Vista, Lexington, KY 40505 ~13.93 miles west of Winchester
  • Two star Highway hotel
  • Check-in: 2:00 am
From$60
Average 3.0 /5 Hotel Reviews Call BookMore Details
Days Inn by Wyndham Mt. Sterling - Mount Sterling
+1-888-675-2083
705 Maysville Rd., Mount Sterling, KY 40353 ~13.97 miles east of Winchester
  • Cheap hotel
From$60
Average 3.0 /5 Hotel Reviews Call BookMore Details
Country Inn & Suites by Radisson, Lexington, KY - Lexington
+1-800-716-8490
2297 Executive Dr., Lexington, KY 40505 ~14.04 miles west of Winchester
  • 3-star Downtown property
  • 4 floors in property
From$85
Average 3.0 /5 Recent Reviews Call BookMore Details
Bluegrass Extended Stay Hotel
+1-800-805-5223
2753 Richmond Rd., Lexington, KY 40509 ~14.93 miles west of Winchester
  • 2 star Suburban hotel
  • Hotel has 100 suites
From$33
Very Good 4.0 /5 Read Reviews Call BookMore Details
DoubleTree Suites by Hilton Hotel Lexington
+1-888-965-1860
2601 Richmond Rd., Lexington, KY 40509 ~15.12 miles west of Winchester
  • High end Suburban property
  • Access to gym on-site
From$109
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Woodspring Suites Lexington Ky - Lexington
+1-888-788-5576
2370 Lake Park Rd., Lexington, KY 40502 ~15.34 miles west of Winchester
  • Economy property
  • Check in time: 3:00 p.m.
From$42
Average 3.0 /5 Review Score Call BookMore Details
Best Western Paris Inn
+1-888-897-9207
2011 Alverson Dr., Paris, KY 40361 ~15.69 miles north of Winchester
  • Two star hotel
  • 2 floors in hotel
From$45
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Ramada Hotel & Conference Center Lexington
+1-888-311-4278
2143 North Broadway, Lexington, KY 40505 ~16.15 miles west of Winchester
  • Mid-scale Suburban hotel
  • Shuttle from airport available
From$80
Average 3.0 /5 Reviews Call BookMore Details
Days Inn & Suites by Wyndham Lexington in Lexington
+1-888-469-4795
1987 North Broadway, Lexington, KY 40505 ~16.24 miles west of Winchester
  • Cheap Highway property
  • Complimentary breakfast is offered
From$60
Average 3.0 /5 Recent Reviews Call BookMore Details
Red Roof Inn Lexington
+1-888-734-9421
1980 Haggard Court, Lexington, KY 40505 ~16.40 miles west of Winchester
  • Cheap Suburban hotel
  • 2 floors in hotel
From$60
Average 3.0 /5 Read Reviews Call BookMore Details
Days Inn by Wyndham Richmond
+1-888-841-5292
2109 Belmont Dr., Richmond, KY 40475 ~16.56 miles southwest of Winchester
  • Economical Highway hotel
  • 2 floors in property
From$45
Average 3.0 /5 Review Score Call BookMore Details
Super 8 by Wyndham Richmond : 107 North Keeneland Dr.
+1-888-455-5160
107 North Keeneland Dr., Richmond, KY 40475 ~16.61 miles southwest of Winchester
  • Inexpensive Highway property
  • 2 floors in property
From$60
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Clarion Pointe
+1-888-965-8297
1751 Lexington Rd., Richmond, KY 40475 ~16.89 miles southwest of Winchester
  • Affordable Highway property
  • 2 floors in hotel
From$80
Average 3.0 /5 Recent Reviews Call BookMore Details
Red Roof Inn Richmond, KY
+1-888-906-6358
111 Bahama Court, Richmond, KY 40475 ~17.06 miles southwest of Winchester
  • Low-priced property
  • Check in time: 03:00 pm
From$43
Average 3.0 /5 Read Reviews Call BookMore Details
Extended Stay America Suites Lexington Tates Creek - Lexington
+1-888-749-6785
3575 Tates Creek Rd., Lexington, KY 40517 ~17.15 miles west of Winchester
  • Low priced Downtown property
  • Check in: 3:00 PM
From$39
Average 3.5 /5 Read Reviews Call BookMore Details
The Sire Hotel Lexington, Tapestry Collection by Hilton - Lexington
+1-888-878-9982
120 West 2nd St., Lexington, KY 40507 ~17.65 miles west of Winchester
  • Mid-scale Downtown property
  • Free breakfast
From$80
Very Good 4.0 /5 Hotel Reviews Call BookMore Details

Next: See My Winchester Hotels with Pricing

Graph: Upcoming 20 Days of Winchester Hotel Rates

Rates shown are nightly rates before taxes and do not necessarily reflect all Winchester, KY discounts available. The chart reflects the cheapest Winchester hotel for each day and each star rating category.

FAQs about hotels in Winchester

What are the top rated hotels in Winchester?

Hampton Inn Winchester, Best Western Winchester Hotel and La Quinta Inn & Suites by Wyndham Lexington South are the best rated hotels based on customer reviews in the last 365 days.

What are the top luxurious hotels in Winchester?

Hotel Lex Hotel & Conference, Residence Inn Lexington South and DoubleTree Suites by Hilton Hotel Lexington are the top 3 luxury hotels near Winchester city center.

What hotels are closest to the city center of Winchester?

Red Roof Inn Lexington - Winchester, Hampton Inn Winchester, and Best Western Winchester Hotel are the properties closest to Winchester city center.

How much does a cheap hotel in Winchester cost per night?

In the last year, a 2 star hotel in Winchester can be as cheap as $60.00 per night. (based on HotelPlanner prices)

How much does a 3 star hotel in Winchester cost per night?

In the last year, the average 3 star hotel in Winchester has been $83.76 per night. (based on HotelPlanner prices)

How much does a high-end hotel in Winchester cost?

In the last year, the average 4 star hotel in Winchester has been $104.33 per night. (based on HotelPlanner prices)

What are the best independent hotels in Winchester?

GuestHouse Lexington and Hotel Lex Hotel & Conference are the best rated independent hotels (not part of a big brand).

What are the most popular Marriott hotels in Winchester?

Towneplace Suites Lexington South, Fairfield Inn & Suites by Marriott Lexington East and Courtyard Lexington South are the best rated Marriott/Starwood branded hotels (based on customer reviews score).

What are the best Choice Hotels branded hotels in Winchester?

Comfort Inn & Suites, Comfort Inn and Suites and Comfort Inn are the best rated Choice Hotels branded hotels (based on HotelPlanner reviews score).

What are the most popular Best Western hotels in Winchester?

Best Western Winchester Hotel, Best Western Paris Inn and Best Western Lexington Inn are the best rated Best Western branded hotels (based on user reviews score).

What are the best IHG hotels in Winchester?

Holiday Inn Express & Suites Mt. Sterling North An Ihg Hotel, Holiday Inn Express & Suites Lexington Midtown - I-75, an IHG Hot and Holiday Inn Express Lexington East Winchester An Ihg Hotel are the best rated Intercontinental Hotel Group (IHG) branded hotels (based on user reviews score).

Verified reviews of the city of Winchester

Below are reviews of the city of Winchester, KY from an actual visitor's perspective.

"A Variety of Restaurants!"
Score 4.0 / 5

Nice people and a variety of restaurants!

Shanell M., from 24-Nov-2023
"Close to Hospital"
Score 5.0 / 5

Close to hospital.

Sharon D., from 17-Nov-2023
"Close to Hospital"
Score 5.0 / 5

Close to hospital.

Sharon D., from 17-Nov-2023
"Scenery!"
Score 4.0 / 5

Scenery!

Mary W., from 02-Nov-2023
"The staff was friendly and The room was clean and comfortable."
Score 5.0 / 5

The staff was friendly and The room was clean and comfortable. Warm and friendly residents.

Patricia T., from 31-Jul-2023
"Taste Of China Restaurant"
Score 4.0 / 5

We only stayed one night, passing through. We are at the Taste of China restaurant and it was delicious and very clean and friendly.

Joy H., from 05-Jun-2023
"UK Graduation"
Score 5.0 / 5

Did not explore the town. Was just here for UK graduation.

Lowell G., from 08-May-2023
"Clean very friendly staff courteous."
Score 5.0 / 5

Clean very friendly staff courteous. Was in Winchester at attend the Women of the Church of God convention at Colby Road Frist Church of God.

Jessica H., from 26-Apr-2023
"State Wrestling Tournament"
Score 4.0 / 5

A hometown feel in the big city. Came for the State Wrestling Tournament.

Tommy C., from 25-Feb-2023
"Easy Access"
Score 5.0 / 5

Easy access.

Richard S., from 02-Jan-2023
"Great Location"
Score 5.0 / 5

Everything is close by from restaurants to shopping areas.

Janet W., from 19-Dec-2022
"Clean, comfortable room and beds."
Score 5.0 / 5

Winchester was great - people were super friendly and accommodating.

Kirk S., from 22-Oct-2022
"Sweet"
Score 4.0 / 5

Larger than I thought, had all the retail and food options

Doug F., from 06-Oct-2019
"No restaurants"
Score 3.0 / 5

Where are their restaurants? I found it hard to find them.

Ted H., from 04-Nov-2013
The average traveler rating of the city of Winchester, KY shown above is 4.5 out of 5 based on 14 reviews
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