Star Rating
Hotel Name
Price Range (USD) to
Amenities
+ More

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 Winchester
+1-888-389-4121
1100 Interstate Dr., Winchester, KY 40391
  • Two-star Highway hotel
  • 60 sleeping rooms in hotel
From$58
Average 3.0 /5 Latest Reviews Call BookMore Details
Tired of clicking around? Talk to an expert Hotel Planner: (855) 276-7561 or say...
alexa hotel planner skill"Alexa, ask Hotel Planner to make a new reservation in Winchester" Get Alexa Skill →
Hampton Inn Winchester
+1-888-675-2083
1025 Early Dr., Winchester, KY 40391
  • Affordable Highway property
  • 2 floors in hotel
From$134
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Best Western Winchester Hotel : 1307 West Lexington Ave.
+1-800-716-8490
1307 West Lexington Ave., Winchester, KY 40391
  • Affordable Suburban hotel
  • 46 rooms in property
From$65
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Baymont by Wyndham Winchester - Winchester
+1-800-805-5223
960 Interstate Dr., Winchester, KY 40391
  • 3-star Highway property
  • Complimentary breakfast is offered
From$80
Average 3.0 /5 Hotel Reviews Call BookMore Details
Comfort Inn in Winchester
+1-888-965-1860
5250 Revilo Rd., Winchester, KY 40391
  • Mid-scale Highway property
  • Fitness + Health Center
From$80
Average 3.0 /5 Latest Reviews Call BookMore Details
Holiday Inn Express Lexington East - Winchester, an IHG Hotel
+1-888-788-5576
100 Winchester Plaza, Winchester, KY 40391
  • 3 star Suburban hotel
  • Check-in time: 3:00 PM EST
From$80
Average 3.0 /5 Hotel Reviews Call BookMore Details
La Quinta Inn & Suites by Wyndham Lexington South / Hamburg : 100 Canebrake Dr.
+1-888-897-9207
100 Canebrake Dr., Lexington, KY 40509 ~11.33 miles west of Winchester
  • Midscale Highway hotel
  • Free comp. breakfast
From$80
Very Good 4.0 /5 Read Reviews Call BookMore Details
Days Inn Lexington SE/Hamburg in Lexington
+1-888-311-4278
5575 Athens Boonesboro Rd., Lexington, KY 40509 ~11.36 miles west of Winchester
  • Low-priced Suburban property
  • Check in: 3:00 PM
From$60
Average 3.0 /5 Reviews Call BookMore Details
Econo Lodge
+1-888-469-4795
5527 Athens Boonesboro Rd., Lexington, KY 40509 ~11.40 miles west of Winchester
  • Economy property
  • Check in: 14:00
From$60
Average 3.0 /5 Recent Reviews Call BookMore Details
Comfort Inn Hamburg Area / I 75 Lexington in Lexington
+1-888-734-9421
5531 Athens Boonesboro Rd., Lexington, KY 40509 Website ~11.45 miles west of Winchester
  • Midscale Highway hotel
  • 3 floors in hotel
From$70
Average 3.0 /5 Hotel Reviews Call BookMore Details
Hotel Lex Hotel & Conference in Lexington
+1-888-841-5292
5532 Athens Boonesboro Rd., Lexington, KY 40509 ~11.48 miles west of Winchester
  • Four star Suburban property
  • Fitness / Gym is on-site
From$125
Average 3.0 /5 Latest Reviews Call BookMore Details
Homewood Suites Lexington-Hamburg - Lexington
+1-888-455-5160
2033 Bryant Rd., Lexington, KY 40509 ~12.67 miles west of Winchester
  • 3-star Highway property
  • 91 rooms in hotel
From$99
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Hyatt Place Lexington in Lexington
+1-888-965-8297
2001 Bryant Rd., Lexington, KY 40509 ~12.73 miles west of Winchester
  • Midscale Suburban hotel
  • Hotel has 127 rooms
From$85
Very Good 4.0 /5 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
  • Midscale Highway hotel
  • Hotel has 4 floors
From$80
Average 3.0 /5 Guest Reviews Call BookMore Details
Holiday Inn Lexington Hamburg
+1-888-749-6785
1976 Justice Dr., Lexington, KY 40509 ~12.78 miles west of Winchester
  • Midscale Suburban property
  • Gym / Fitness Center Available
From$80
Average 3.0 /5 Reviews Call BookMore Details
Need some questions answered? Talk to an expert Hotel Planner: (855) 276-7561 or say...
alexa hotel planner skill"Alexa, ask Hotel Planner to make a new reservation in Winchester" Get Alexa Skill →
Hilton Garden Inn Lexington Hamburg in Lexington
+1-888-878-9982
1973 Plaudit Place, Lexington, KY 40509 ~12.89 miles west of Winchester
  • 3-star Suburban hotel
  • Hotel has 3 floors
From$95
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Courtyard Lexington South/Hamburg Place
+1-888-389-4485
1951 Pleasant Ridge Dr., Lexington, KY 40509 ~12.94 miles west of Winchester
  • 3 star Suburban hotel
  • 3 suites in property
From$89
Average 3.0 /5 Recent Reviews Call BookMore Details
Sleep Inn Lexington
+1-888-389-4121
1920 Plaudit Place, Lexington, KY 40509 ~12.94 miles west of Winchester
  • Cheap Rural hotel
  • 105 rooms in property
From$54
Average 3.0 /5 Read Reviews Call BookMore Details
Avid Hotel Lexington Hamburg Area - Lexington
+1-888-675-2083
1810 Bryant Rd., Lexington, KY 40509 ~13.06 miles west of Winchester
  • Low priced Suburban hotel
  • Check-in time: 3:00 PM
From$109
Average 3.0 /5 Read Reviews Call BookMore Details
Towneplace Suites Lexington South / Hamburg Place
+1-800-716-8490
1790 Vendor Way, Lexington, KY 40509 ~13.33 miles west of Winchester
  • Affordable Suburban hotel
  • 99 sleeping rooms in hotel
From$78
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Residence Inn Lexington South/Hamburg Place
+1-800-805-5223
2688 Pink Pigeon Pkwy., Lexington, KY 40509 ~13.51 miles west of Winchester
  • Four star Suburban property
  • Free complimentary breakfast
From$69
Average 3.0 /5 Recent Reviews Call BookMore Details
Holiday Inn Express & Suites Mt. Sterling North An Ihg Hotel
+1-888-965-1860
269 Evans Dr., Mt Sterling, KY 40353 ~13.66 miles east of Winchester
  • Mid-scale Highway hotel
  • Has environment-friendly policy Read more
From$99
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Quality Inn Lexington
+1-888-788-5576
2381 Buena Vista Dr., Lexington, KY 40505 ~13.68 miles west of Winchester
  • 2 star Highway property
  • Hotel has 3 floors
From$49
Average 3.0 /5 Read Reviews Call BookMore Details
Comfort Inn & Suites - Lexington
+1-888-897-9207
2400 Buena Vista, Lexington, KY 40505 Website ~13.72 miles west of Winchester
  • Cheap Highway hotel
  • Hotel has an eco-friendly policy See more
From$68
Very Good 4.0 /5 Review Score Call BookMore Details
Super 8 by Wyndham Lexington/Hamburg Area - Lexington
+1-888-311-4278
2351 Buena Vista Rd., Lexington, KY 40505 ~13.72 miles west of Winchester
  • Economy Suburban hotel
  • Check-in: 300 pm
From$54
Average 3.0 /5 Read Reviews Call BookMore Details
GuestHouse Lexington : 2261 Elkhorn Rd.
+1-888-469-4795
2261 Elkhorn Rd., Lexington, KY 40505 ~13.75 miles west of Winchester
  • Three Star Highway property
  • Check in time: 3:00PM
From$49
Average 3.0 /5 Review Score Call BookMore Details
Motel 6 Lexington, KY - East I-75
+1-888-734-9421
2260 Elkhorn Rd., Lexington, KY 40505 ~13.75 miles west of Winchester
  • Economy hotel
  • 2 floors in property
From$60
Average 3.0 /5 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 complimentary breakfast
From$72
Very Good 4.0 /5 Read Reviews Call BookMore Details
Best Western Lexington Inn - Lexington
+1-888-455-5160
2221 Elkhorn Rd., Lexington, KY 40505 ~13.79 miles west of Winchester
  • Low Cost Highway property
  • Hotel has 4 suites
From$43
Average 3.0 /5 Guest Reviews Call BookMore Details
Red Roof Inn & Suites Lexington - Hamburg - Lexington
+1-888-965-8297
2241 Elkhorn Rd., Lexington, KY 40505 ~13.79 miles west of Winchester
  • Low Cost Highway property
  • Free breakfast available
From$43
Average 3.0 /5 Reviews Call BookMore Details
Fairfield Inn & Suites by Marriott Lexington East/I-75 - Lexington
+1-888-906-6358
2211 Elkhorn Rd., Lexington, KY 40505 ~13.82 miles west of Winchester
  • Three Star Highway property
  • Hotel has 84 rooms
Ramada Limited Mount Sterling : 115 Stone Trace Dr.
+1-888-749-6785
115 Stone Trace Dr., Mount Sterling, KY 40353 ~13.84 miles east of Winchester
  • Low Cost Highway hotel
  • Check in time: 3:00 PM
From$60
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Comfort Inn and Suites - Mount Sterling
+1-888-878-9982
105 Stone Trace Dr., Mount Sterling, KY 40353 Website ~13.89 miles east of Winchester
  • Affordable Rural hotel
  • Fitness / Gym is on-site
From$69
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Holiday Inn Express & Suites Lexington Midtown - I-75, an IHG Hot in Lexington
+1-888-389-4485
2255 Buena Vista Rd., Lexington, KY 40505 ~13.91 miles west of Winchester
  • Midscale Highway hotel
  • 4 floors in hotel
From$102
Very Good 4.0 /5 Read Reviews Call BookMore Details
Microtel Inn by Wyndham Lexington
+1-888-389-4121
2240 Buena Vista, Lexington, KY 40505 ~13.93 miles west of Winchester
  • 2-star Highway hotel
  • Free breakfast available
From$60
Average 3.0 /5 Recent 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
  • Low priced property
From$60
Average 3.0 /5 Review Score Call BookMore Details
Country Inn & Suites by Radisson, Lexington, KY
+1-800-716-8490
2297 Executive Dr., Lexington, KY 40505 ~14.04 miles west of Winchester
  • Midscale Downtown hotel
  • Check-in time: 3pm
From$85
Average 3.0 /5 Reviews Call BookMore Details
Bluegrass Extended Stay Hotel
+1-800-805-5223
2753 Richmond Rd., Lexington, KY 40509 ~14.93 miles west of Winchester
  • Economical Suburban hotel
  • Hotel has 100 suites
From$33
Very Good 4.0 /5 Latest 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
  • Four-star Suburban property
  • 5 floors in property
From$109
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Woodspring Suites Lexington Ky : 2370 Lake Park Rd.
+1-888-788-5576
2370 Lake Park Rd., Lexington, KY 40502 ~15.34 miles west of Winchester
  • Two-star hotel
  • 124 rooms in hotel
From$42
Average 3.0 /5 Latest Reviews Call BookMore Details
Best Western Paris Inn in Paris
+1-888-897-9207
2011 Alverson Dr., Paris, KY 40361 ~15.69 miles north of Winchester
  • Two star property
  • Check in: 03:00
From$45
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Ramada by Wyndham Lexington North Hotel & Conference Center
+1-888-311-4278
2143 North Broadway, Lexington, KY 40505 ~16.15 miles west of Winchester
  • 3-star Suburban hotel
  • 145 rooms in hotel
From$80
Average 3.0 /5 Hotel Reviews Call BookMore Details
Days Inn & Suites by Wyndham Lexington
+1-888-469-4795
1987 North Broadway, Lexington, KY 40505 ~16.24 miles west of Winchester
  • 2 star Highway hotel
  • Fitness + Health Center
From$60
Average 3.0 /5 Latest Reviews Call BookMore Details
Red Roof Inn Lexington - Lexington
+1-888-734-9421
1980 Haggard Court, Lexington, KY 40505 ~16.40 miles west of Winchester
  • Cheap Suburban hotel
  • Hotel has 2 floors
From$60
Average 3.0 /5 Review Score Call BookMore Details
Days Inn by Wyndham Richmond - Richmond
+1-888-841-5292
2109 Belmont Dr., Richmond, KY 40475 ~16.56 miles southwest of Winchester
  • Cheap Highway hotel
  • 6 suites in property
From$45
Average 3.0 /5 Read Reviews Call BookMore Details
Super 8 by Wyndham Richmond
+1-888-455-5160
107 North Keeneland Dr., Richmond, KY 40475 ~16.61 miles southwest of Winchester
  • Economy Highway property
  • Hotel has 59 rooms
From$60
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Clarion Pointe
+1-888-965-8297
1751 Lexington Rd., Richmond, KY 40475 ~16.89 miles southwest of Winchester
  • Three Star Highway hotel
  • Check in time: 15:00
From$80
Average 3.0 /5 Guest Reviews Call BookMore Details
Red Roof Inn Richmond Ky : 111 Bahama Court
+1-888-906-6358
111 Bahama Court, Richmond, KY 40475 ~17.06 miles southwest of Winchester
  • Cheap property
  • 2 meeting rooms in hotel
From$43
Average 3.0 /5 Reviews Call BookMore Details
Extended Stay America Suites Lexington Tates Creek in Lexington
+1-888-749-6785
3575 Tates Creek Rd., Lexington, KY 40517 ~17.15 miles west of Winchester
  • Cheap Downtown property
  • 72 suites in hotel
From$39
Average 3.5 /5 Reviews Call BookMore Details
The Sire Hotel Lexington, Tapestry Collection by Hilton in Lexington
+1-888-878-9982
120 West 2nd St., Lexington, KY 40507 ~17.65 miles west of Winchester
  • 3 star Downtown property
  • Check-in time: 4pm
From$80
Very Good 4.0 /5 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 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.

"Easy to get around!"
Score 4.0 / 5

Easy to get around!

Scott M., from 18-Aug-2024
"Neat Place!"
Score 4.0 / 5

It's a neat place and family live there.

Kathy D., from 13-Aug-2024
"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 4.4 out of 5 based on 16 reviews
Back to Top