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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/Accommodations

Red Roof Inn Lexington - Winchester
+1-888-389-4121
1100 Interstate Dr., Winchester, KY 40391
  • Economical Highway hotel
  • Hotel has 3 meeting rooms
From£46
Average 3.0 /5 Read Reviews Call BookMore Details
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Hampton Inn Winchester : 1025 Early Dr.
+1-888-675-2083
1025 Early Dr., Winchester, KY 40391
  • Mid-scale Highway hotel
  • 59 rooms in hotel
From£107
Very good 4.0 /5 Latest Reviews Call BookMore Details
Best Western Winchester Hotel
+1-800-716-8490
1307 West Lexington Ave., Winchester, KY 40391
  • 3 star Suburban property
  • 2 floors in property
From£52
Very good 4.0 /5 Read Reviews Call BookMore Details
Baymont by Wyndham Winchester - Winchester
+1-800-805-5223
960 Interstate Dr., Winchester, KY 40391
  • Affordable Highway property
  • Free breakfast available
From£64
Average 3.0 /5 Reviews Call BookMore Details
Comfort Inn in Winchester
+1-888-965-1860
5250 Revilo Rd., Winchester, KY 40391
  • 3-star Highway property
  • Check in: 11:00
From£64
Average 3.0 /5 Review Score Call BookMore Details
Holiday Inn Express Lexington East Winchester An Ihg Hotel
+1-888-788-5576
100 Winchester Plaza, Winchester, KY 40391
  • Affordable Suburban hotel
  • 73 rooms in hotel
From£64
Average 3.0 /5 Latest Reviews Call BookMore Details
La Quinta Inn & Suites by Wyndham Lexington South / Hamburg
+1-888-897-9207
100 Canebrake Dr., Lexington, KY 40509 ~11.33 miles west of Winchester
  • Three Star Highway hotel
  • Free comp. breakfast
From£64
Very good 4.0 /5 Hotel Reviews Call BookMore Details
Days Inn by Wyndham Lexington Southeast - Lexington
+1-888-311-4278
5575 Athens Boonesboro Rd., Lexington, KY 40509 ~11.36 miles west of Winchester
  • Low Cost Suburban property
  • Free breakfast available
From£48
Average 3.0 /5 Review Score Call BookMore Details
Econo Lodge in Lexington
+1-888-469-4795
5527 Athens Boonesboro Rd., Lexington, KY 40509 ~11.40 miles west of Winchester
  • Low priced property
  • Check-in: 14:00
From£48
Average 3.0 /5 Guest Reviews Call BookMore Details
Comfort Inn Lexington Southeast - Lexington
+1-888-734-9421
5531 Athens Boonesboro Rd., Lexington, KY 40509 Website ~11.45 miles west of Winchester
  • Affordable Highway hotel
  • 59 rooms in hotel
From£56
Average 3.0 /5 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
  • 4-star Suburban property
  • Hotel has 2 floors
From£100
Average 3.0 /5 Recent 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
  • Three Star Highway property
  • 4 floors in hotel
From£79
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
  • Free breakfast available
From£68
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
  • Three Star Highway property
  • Fitness + Health Center
From£64
Average 3.0 /5 Latest Reviews Call BookMore Details
Holiday Inn Lexington Hamburg : 1976 Justice Dr.
+1-888-749-6785
1976 Justice Dr., Lexington, KY 40509 ~12.78 miles west of Winchester
  • Three Star Suburban hotel
  • Hotel has 5 floors
From£64
Average 3.0 /5 Latest Reviews Call BookMore Details
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Hilton Garden Inn Lexington
+1-888-878-9982
1973 Plaudit Place, Lexington, KY 40509 ~12.89 miles west of Winchester
  • 3-star Suburban hotel
  • Access to gym on-site
From£76
Very good 4.0 /5 Recent 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
  • Three Star Suburban property
  • 3 suites in hotel
From£71
Average 3.0 /5 Latest Reviews Call BookMore Details
Sleep Inn in Lexington
+1-888-389-4121
1920 Plaudit Pl, Lexington, KY 40509 ~12.95 miles west of Winchester
  • Midscale Rural property
  • 3 floors in hotel
From£64
Average 3.0 /5 Recent Reviews Call BookMore Details
Avid Hotel Lexington Hamburg Area : 1810 Bryant Rd.
+1-888-675-2083
1810 Bryant Rd., Lexington, KY 40509 ~13.06 miles west of Winchester
  • Low Cost Suburban property
  • Check-in: 3:00 PM
From£87
Average 3.0 /5 Review Score 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
  • Hotel has a green policy Learn more
From£62
Very good 4.0 /5 Hotel Reviews Call BookMore Details
Residence Inn Lexington South/Hamburg Place : 2688 Pink Pigeon Pkwy.
+1-800-805-5223
2688 Pink Pigeon Pkwy., Lexington, KY 40509 ~13.51 miles west of Winchester
  • High-end Suburban hotel
  • Hotel has 91 rooms
From£55
Average 3.0 /5 Read Reviews Call BookMore Details
Holiday Inn Express & Suites Mt. Sterling North An Ihg Hotel : 269 Evans Dr.
+1-888-965-1860
269 Evans Dr., Mt Sterling, KY 40353 ~13.66 miles east of Winchester
  • 3-star Highway hotel
  • 4 floors in property
From£79
Very good 4.0 /5 Hotel Reviews Call BookMore Details
Quality Inn Lexington - Lexington
+1-888-788-5576
2381 Buena Vista Dr., Lexington, KY 40505 ~13.68 miles west of Winchester
  • Economical Highway hotel
  • Comp. Breakfast
From£39
Average 3.0 /5 Guest 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
  • 2-star Highway hotel
  • Comp. Breakfast
From£54
Very good 4.0 /5 Read 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
  • Low priced Suburban property
  • Hotel has 56 rooms
From£43
Average 3.0 /5 Hotel Reviews Call BookMore Details
GuestHouse Lexington
+1-888-469-4795
2261 Elkhorn Rd., Lexington, KY 40505 ~13.75 miles west of Winchester
  • Three Star Highway hotel
  • Free complimentary breakfast
From£39
Average 3.0 /5 Review Score Call BookMore Details
Motel 6 Lexington, KY - East I-75 : 2260 Elkhorn Rd.
+1-888-734-9421
2260 Elkhorn Rd., Lexington, KY 40505 ~13.75 miles west of Winchester
  • Cheap hotel
  • Check-in: 15:00
From£48
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
  • Low priced Highway property
  • Check in: 3:00pm
From£57
Very good 4.0 /5 Review Score Call BookMore Details
Best Western Lexington Inn - Lexington
+1-888-455-5160
2221 Elkhorn Rd., Lexington, KY 40505 ~13.79 miles west of Winchester
  • Two star Highway hotel
  • 60 rooms in hotel
From£34
Average 3.0 /5 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
  • Check-in: 03:00
From£34
Average 3.0 /5 Guest 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
  • Affordable Highway hotel
  • Check in time: 3:00PM
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
  • Two star Highway hotel
  • Free breakfast available
From£48
Very good 4.0 /5 Latest Reviews Call BookMore Details
Comfort Inn and Suites : 105 Stone Trace Dr.
+1-888-878-9982
105 Stone Trace Dr., Mount Sterling, KY 40353 Website ~13.89 miles east of Winchester
  • Three Star Rural property
  • Free breakfast
From£55
Very good 4.0 /5 Review Score 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
  • Midscale Highway hotel
  • Fitness center on property
From£81
Very good 4.0 /5 Latest 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
  • Low Cost Highway hotel
  • Free breakfast
From£48
Average 3.0 /5 Hotel Reviews Call BookMore Details
Days Inn by Wyndham Mt. Sterling
+1-888-675-2083
705 Maysville Rd., Mount Sterling, KY 40353 ~13.97 miles east of Winchester
  • Cheap hotel
From£48
Average 3.0 /5 Read Reviews 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 property
  • Free breakfast available
From£68
Average 3.0 /5 Recent Reviews Call BookMore Details
Bluegrass Extended Stay Hotel : 2753 Richmond Rd.
+1-800-805-5223
2753 Richmond Rd., Lexington, KY 40509 ~14.93 miles west of Winchester
  • Inexpensive Suburban hotel
  • 100 sleeping rooms in hotel
From£26
Very good 4.0 /5 Reviews Call BookMore Details
DoubleTree Suites by Hilton Hotel Lexington in Lexington
+1-888-965-1860
2601 Richmond Rd., Lexington, KY 40509 ~15.12 miles west of Winchester
  • 4-star Suburban property
  • 155 suites in property
From£87
Very good 4.0 /5 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£33
Average 3.0 /5 Reviews Call BookMore Details
Best Western Paris Inn : 2011 Alverson Dr.
+1-888-897-9207
2011 Alverson Dr., Paris, KY 40361 ~15.69 miles north of Winchester
  • 2-star hotel
  • 2 floors in hotel
From£36
Very good 4.0 /5 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
  • Midscale Suburban property
  • Check-in: 3:00pm
From£64
Average 3.0 /5 Hotel 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
  • 2 star Highway property
  • Shuttle to airport available
From£48
Average 3.0 /5 Recent Reviews Call BookMore Details
Red Roof Inn Lexington in Lexington
+1-888-734-9421
1980 Haggard Court, Lexington, KY 40505 ~16.40 miles west of Winchester
  • Low-priced Suburban property
  • 2 floors in hotel
From£48
Average 3.0 /5 Hotel 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
  • Low Cost Highway hotel
  • 2 floors in hotel
From£36
Average 3.0 /5 Read Reviews Call BookMore Details
Super 8 by Wyndham Richmond - Richmond
+1-888-455-5160
107 North Keeneland Dr., Richmond, KY 40475 ~16.61 miles southwest of Winchester
  • 2-star Highway property
  • Free breakfast available
From£48
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
  • 2 floors in property
From£64
Average 3.0 /5 Latest 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
  • Cheap property
  • Hotel has 2 meeting rooms
From£34
Average 3.0 /5 Recent Reviews Call BookMore Details
Extended Stay America Suites Lexington Tates Creek
+1-888-749-6785
3575 Tates Creek Rd., Lexington, KY 40517 ~17.15 miles west of Winchester
  • 2-star Downtown property
  • 72 sleeping rooms in hotel
From£31
Average 3.5 /5 Read Reviews Call BookMore Details
The Sire Hotel Lexington, Tapestry Collection by Hilton
+1-888-878-9982
120 West 2nd St., Lexington, KY 40507 ~17.65 miles west of Winchester
  • 3-star Downtown property
  • 42 rooms in property
From£64
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.

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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