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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
+1-888-389-4121

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New Reservations: +1-888-389-4121 Group Sales: +1-888-494-8863
1100 Interstate Dr., Winchester, KY 40391
  • Low priced Highway hotel
  • 8 suites in property
More Photos Photo of Red Roof Inn Lexington - Winchester
From$58
Average 3.0 /5 Guest Reviews Call BookMore Details
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Hampton Inn Winchester
+1-888-675-2083

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New Reservations: +1-888-675-2083 Group Sales: +1-888-494-8863
1025 Early Dr., Winchester, KY 40391
  • 3-star Highway hotel
  • Hotel has 59 rooms
More Photos Image of Hampton Inn Winchester
From$134
Very Good 4.0 /5 Read Reviews Call BookMore Details
Best Western Winchester Hotel
+1-800-716-8490

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New Reservations: +1-800-716-8490 Group Sales: +1-888-494-8863
1307 West Lexington Ave., Winchester, KY 40391
  • Midscale Suburban hotel
  • Check-in: 3:00 P.M.
More Photos Image of Best Western Winchester Hotel
From$65
Very Good 4.0 /5 Review Score Call BookMore Details
Baymont by Wyndham Winchester : 960 Interstate Dr.
+1-800-805-5223

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New Reservations: +1-800-805-5223 Group Sales: +1-888-494-8863
960 Interstate Dr., Winchester, KY 40391
  • Mid-scale Highway property
  • Fitness + Health Center
More Photos Exterior of Baymont by Wyndham Winchester
From$80
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Comfort Inn
+1-888-965-1860

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5250 Revilo Rd., Winchester, KY 40391
  • Midscale Highway hotel
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From$80
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Holiday Inn Express Lexington East Winchester An Ihg Hotel
+1-888-788-5576

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100 Winchester Plaza, Winchester, KY 40391
  • Midscale Suburban property
  • Free complimentary breakfast
More Photos Exterior of Holiday Inn Express Lexington East Winchester An Ihg Hotel
From$80
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Comfort Inn Lexington Southeast
+1-888-897-9207

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5531 Athens Boonesboro Rd., Lexington, KY 40509 ~9.12 miles west of Winchester
  • Economy Highway hotel
  • Check-in time: 3:00p
More Photos Exterior of Comfort Inn Lexington Southeast
From$59
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La Quinta Inn & Suites by Wyndham Lexington South / Hamburg
+1-888-311-4278

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New Reservations: +1-888-311-4278 Group Sales: +1-888-494-8863
100 Canebrake Dr., Lexington, KY 40509 ~11.33 miles west of Winchester
  • 3 star Highway hotel
  • Free breakfast available
More Photos Photo of La Quinta Inn & Suites by Wyndham Lexington South / Hamburg
From$80
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Days Inn by Wyndham Lexington Southeast
+1-888-469-4795

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5575 Athens Boonesboro Rd., Lexington, KY 40509 ~11.36 miles west of Winchester
  • Low priced Suburban property
  • 55 rooms in hotel
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From$60
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Econo Lodge
+1-888-734-9421

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New Reservations: +1-888-734-9421 Group Sales: +1-888-494-8863
5527 Athens Boonesboro Rd., Lexington, KY 40509 ~11.40 miles west of Winchester
  • 2-star property
  • 65 rooms in property
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From$60
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Hotel Lex : 5532 Athens Boonesboro Rd.
+1-888-841-5292

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New Reservations: +1-888-841-5292 Group Sales: +1-888-494-8863
5532 Athens Boonesboro Rd., Lexington, KY 40509 ~11.48 miles west of Winchester
  • Midscale Suburban property
  • Gym is available on property
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From$80
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Homewood Suites Lexington Hamburg
+1-888-455-5160

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New Reservations: +1-888-455-5160 Group Sales: +1-888-494-8863
2033 Bryant Rd., Lexington, KY 40509 ~12.67 miles west of Winchester
  • Midscale Highway property
  • Has environment-friendly policy See more
More Photos Image of Homewood Suites Lexington Hamburg
From$99
Very Good 4.0 /5 Read Reviews Call BookMore Details
Hyatt Place Lexington - Lexington
+1-888-965-8297

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2001 Bryant Rd., Lexington, KY 40509 ~12.73 miles west of Winchester
  • Mid-scale Suburban hotel
  • 6 floors in property
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From$85
Very Good 4.0 /5 Read Reviews Call BookMore Details
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Home2 Suites Lexington Hamburg : 1750 Pleasant Ridge Dr.
+1-888-906-6358

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1750 Pleasant Ridge Dr., Lexington, KY 40509 ~12.75 miles west of Winchester
  • Three Star Highway hotel
  • 106 suites in hotel
More Photos Image of Home2 Suites Lexington Hamburg
From$80
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Holiday Inn Lexington Hamburg in Lexington
+1-888-749-6785

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1976 Justice Dr., Lexington, KY 40509 ~12.78 miles west of Winchester
  • Mid-scale Suburban hotel
  • 123 rooms in hotel
More Photos Exterior of Holiday Inn Lexington Hamburg
From$80
Average 3.0 /5 Latest Reviews Call BookMore Details
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Hilton Garden Inn Lexington - Lexington
+1-888-878-9982

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1973 Plaudit Place, Lexington, KY 40509 ~12.89 miles west of Winchester
  • Three Star Suburban property
  • 2 meeting rooms in hotel
More Photos Photo of Hilton Garden Inn Lexington
From$95
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Courtyard by Marriott in Lexington
+1-888-389-4485

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New Reservations: +1-888-389-4485 Group Sales: +1-888-494-8863
1951 Pleasant Ridge Dr., Lexington, KY 40509 ~12.94 miles west of Winchester
  • Affordable Suburban hotel
  • Check in: 3:00pm
More Photos Image of Courtyard by Marriott
From$80
Average 3.0 /5 Review Score Call BookMore Details
Sleep Inn Lexington - Lexington
+1-888-389-4121

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New Reservations: +1-888-389-4121 Group Sales: +1-888-494-8863
1920 Plaudit Place, Lexington, KY 40509 ~12.94 miles west of Winchester
  • 2-star hotel
  • Hotel has 3 floors
More Photos Exterior of Sleep Inn Lexington
From$54
Average 3.0 /5 Latest Reviews Call BookMore Details
Avid Hotel Lexington Hamburg Area in Lexington
+1-888-675-2083

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New Reservations: +1-888-675-2083 Group Sales: +1-888-494-8863
1810 Bryant Rd., Lexington, KY 40509 ~13.06 miles west of Winchester
  • Cheap Suburban hotel
  • Gym / Fitness Center Available
More Photos Image of Avid Hotel Lexington Hamburg Area
From$109
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Towneplace Suites Lexington South / Hamburg Place in Lexington
+1-800-716-8490

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New Reservations: +1-800-716-8490 Group Sales: +1-888-494-8863
1790 Vendor Way, Lexington, KY 40509 ~13.33 miles west of Winchester
  • Mid-scale Suburban property
  • Hotel has 99 rooms
More Photos Image of Towneplace Suites Lexington South / Hamburg Place
From$78
Very Good 4.0 /5 Read Reviews Call BookMore Details
Residence Inn Lexington South/Hamburg Place - Lexington
+1-800-805-5223

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New Reservations: +1-800-805-5223 Group Sales: +1-888-494-8863
2688 Pink Pigeon Pkwy., Lexington, KY 40509 ~13.51 miles west of Winchester
  • Four star Suburban hotel
  • 91 suites in property
More Photos Image of Residence Inn Lexington South/Hamburg Place
From$69
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Holiday Inn Express & Suites Mt. Sterling North An Ihg Hotel
+1-888-965-1860

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New Reservations: +1-888-965-1860 Group Sales: +1-888-494-8863
269 Evans Dr., Mt Sterling, KY 40353 ~13.66 miles east of Winchester
  • 3-star Highway property
  • 4 floors in hotel
More Photos Image of Holiday Inn Express & Suites Mt. Sterling North An Ihg Hotel
From$99
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Quality Inn Lexington
+1-888-788-5576

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New Reservations: +1-888-788-5576 Group Sales: +1-888-494-8863
2381 Buena Vista Dr., Lexington, KY 40505 ~13.68 miles west of Winchester
  • 2 star Highway property
  • Gym is available on property
More Photos Photo of Quality Inn Lexington
From$49
Average 3.0 /5 Review Score Call BookMore Details
Comfort Inn & Suites
+1-888-897-9207

How should we direct your call?

New Reservations: +1-888-897-9207 Group Sales: +1-888-494-8863
2400 Buena Vista, Lexington, KY 40505 ~13.72 miles west of Winchester
  • Two star Highway hotel
  • 5 floors in property
More Photos Image of Comfort Inn & Suites
From$68
Very Good 4.0 /5 Read Reviews Call BookMore Details
Super 8 by Wyndham Lexington/Hamburg Area in Lexington
+1-888-311-4278

How should we direct your call?

New Reservations: +1-888-311-4278 Group Sales: +1-888-494-8863
2351 Buena Vista Rd., Lexington, KY 40505 ~13.72 miles west of Winchester
  • Low-priced Suburban hotel
  • Free breakfast available
More Photos Photo of Super 8 by Wyndham Lexington/Hamburg Area
From$54
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GuestHouse Lexington in Lexington
+1-888-469-4795

How should we direct your call?

New Reservations: +1-888-469-4795 Group Sales: +1-888-494-8863
2261 Elkhorn Rd., Lexington, KY 40505 ~13.75 miles west of Winchester
  • Three Star Highway property
  • Hotel has 2 floors
More Photos Image of GuestHouse Lexington
From$49
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Motel 6 Lexington Ky East I 75
+1-888-734-9421

How should we direct your call?

New Reservations: +1-888-734-9421 Group Sales: +1-888-494-8863
2260 Elkhorn Rd., Lexington, KY 40505 ~13.75 miles west of Winchester
  • Two star property
  • 98 rooms in property
More Photos Image of Motel 6 Lexington Ky East I 75
From$60
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Hampton Inn I-75 Lexington/Hamburg Area
+1-888-841-5292

How should we direct your call?

New Reservations: +1-888-841-5292 Group Sales: +1-888-494-8863
2251 Elkhorn Rd., Lexington, KY 40505 ~13.79 miles west of Winchester
  • Midscale Highway property
  • Free breakfast available
More Photos Photo of Hampton Inn I-75 Lexington/Hamburg Area
From$80
Average 3.0 /5 Hotel Reviews Call BookMore Details
Best Western Lexington Inn - Lexington
+1-888-455-5160

How should we direct your call?

New Reservations: +1-888-455-5160 Group Sales: +1-888-494-8863
2221 Elkhorn Rd., Lexington, KY 40505 ~13.79 miles west of Winchester
  • Low Cost Highway hotel
  • 3 floors in property
More Photos Exterior of Best Western Lexington Inn
From$42
Average 3.0 /5 Review Score Call BookMore Details
Red Roof Inn Lexington - Hamburg in Lexington
+1-888-965-8297

How should we direct your call?

New Reservations: +1-888-965-8297 Group Sales: +1-888-494-8863
2241 Elkhorn Rd., Lexington, KY 40505 ~13.79 miles west of Winchester
  • 2-star Highway hotel
  • 104 rooms in property
More Photos Exterior of Red Roof Inn Lexington - Hamburg
From$43
Average 3.0 /5 Reviews Call BookMore Details
Fairfield Inn & Suites by Marriott Lexington East / I 75
+1-888-906-6358

How should we direct your call?

New Reservations: +1-888-906-6358 Group Sales: +1-888-494-8863
2211 Elkhorn Rd., Lexington, KY 40505 ~13.82 miles west of Winchester
  • Mid-scale Highway property
  • 28 suites in hotel
More Photos Exterior of Fairfield Inn & Suites by Marriott Lexington East / I 75
From$76
Poor 2.0 /5 Recent Reviews Call BookMore Details
Ramada Limited Mount Sterling : 115 Stone Trace Dr.
+1-888-749-6785

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New Reservations: +1-888-749-6785 Group Sales: +1-888-494-8863
115 Stone Trace Dr., Mount Sterling, KY 40353 ~13.84 miles east of Winchester
  • Low priced Highway property
  • Free breakfast
More Photos Image of Ramada Limited Mount Sterling
From$60
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Comfort Inn and Suites
+1-888-878-9982

How should we direct your call?

New Reservations: +1-888-878-9982 Group Sales: +1-888-494-8863
105 Stone Trace Dr., Mount Sterling, KY 40353 ~13.89 miles east of Winchester
  • Mid-scale Rural hotel
  • Hotel has 3 floors
More Photos Exterior of Comfort Inn and Suites
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

How should we direct your call?

New Reservations: +1-888-389-4485 Group Sales: +1-888-494-8863
2255 Buena Vista Rd., Lexington, KY 40505 ~13.91 miles west of Winchester
  • Affordable Highway property
  • Check-in time: 3:00PM
More Photos Image of Holiday Inn Express & Suites Lexington Midtown - I-75, an IHG Hot
From$102
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Microtel Inn by Wyndham Lexington : 2240 Buena Vista
+1-888-389-4121

How should we direct your call?

New Reservations: +1-888-389-4121 Group Sales: +1-888-494-8863
2240 Buena Vista, Lexington, KY 40505 ~13.93 miles west of Winchester
  • 2-star Highway property
  • Comp. Breakfast
More Photos Exterior of Microtel Inn by Wyndham Lexington
From$60
Average 3.0 /5 Read Reviews Call BookMore Details
Days Inn by Wyndham Mt. Sterling
+1-888-675-2083

How should we direct your call?

New Reservations: +1-888-675-2083 Group Sales: +1-888-494-8863
705 Maysville Rd., Mount Sterling, KY 40353 ~13.97 miles east of Winchester
  • Cheap hotel
More Photos hotel room
From$60
Average 3.0 /5 Recent Reviews Call BookMore Details
Country Inn & Suites by Radisson Lexington Ky
+1-800-716-8490

How should we direct your call?

New Reservations: +1-800-716-8490 Group Sales: +1-888-494-8863
2297 Executive Dr., Lexington, KY 40505 ~14.04 miles west of Winchester
  • Mid-scale Downtown property
  • Hotel has an eco-friendly policy See more
More Photos Image of Country Inn & Suites by Radisson Lexington Ky
From$85
Average 3.0 /5 Review Score Call BookMore Details
Bluegrass Extended Stay Hotel - Lexington
+1-800-805-5223

How should we direct your call?

New Reservations: +1-800-805-5223 Group Sales: +1-888-494-8863
2753 Richmond Rd., Lexington, KY 40509 ~14.93 miles west of Winchester
  • 2-star Suburban property
  • Check-in time: 4:00 pm
More Photos Image of Bluegrass Extended Stay Hotel
From$33
Very Good 4.0 /5 Review Score Call BookMore Details
DoubleTree Suites by Hilton Hotel Lexington
+1-888-965-1860

How should we direct your call?

New Reservations: +1-888-965-1860 Group Sales: +1-888-494-8863
2601 Richmond Rd., Lexington, KY 40509 ~15.12 miles west of Winchester
  • High end Suburban hotel
  • Access to gym on-site
More Photos Image of DoubleTree Suites by Hilton Hotel Lexington
From$109
Very Good 4.0 /5 Read Reviews Call BookMore Details
Woodspring Suites Lexington Ky
+1-888-788-5576

How should we direct your call?

New Reservations: +1-888-788-5576 Group Sales: +1-888-494-8863
2370 Lake Park Rd., Lexington, KY 40502 ~15.34 miles west of Winchester
  • Low priced property
  • Hotel has 4 floors
More Photos Photo of Woodspring Suites Lexington Ky
From$42
Average 3.0 /5 Read Reviews Call BookMore Details
Best Western Paris Inn
+1-888-897-9207

How should we direct your call?

New Reservations: +1-888-897-9207 Group Sales: +1-888-494-8863
2011 Alverson Dr., Paris, KY 40361 ~15.69 miles north of Winchester
  • Two star property
  • 49 rooms in property
More Photos Image of Best Western Paris Inn
From$45
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Ramada Hotel & Conference Center Lexington in Lexington
+1-888-311-4278

How should we direct your call?

New Reservations: +1-888-311-4278 Group Sales: +1-888-494-8863
2143 North Broadway, Lexington, KY 40505 ~16.15 miles west of Winchester
  • Mid-scale Suburban property
  • 145 rooms in property
More Photos Exterior of Ramada Hotel & Conference Center Lexington
From$80
Average 3.0 /5 Reviews Call BookMore Details
Days Inn & Suites by Wyndham Lexington
+1-888-469-4795

How should we direct your call?

New Reservations: +1-888-469-4795 Group Sales: +1-888-494-8863
1987 North Broadway, Lexington, KY 40505 ~16.24 miles west of Winchester
  • Low Cost Highway hotel
  • 3 floors in property
More Photos Image of Days Inn & Suites by Wyndham Lexington
From$60
Average 3.0 /5 Review Score Call BookMore Details
Red Roof Inn Lexington
+1-888-734-9421

How should we direct your call?

New Reservations: +1-888-734-9421 Group Sales: +1-888-494-8863
1980 Haggard Court, Lexington, KY 40505 ~16.40 miles west of Winchester
  • Low-priced Suburban property
  • Check in: 13:00
More Photos Image of Red Roof Inn Lexington
From$60
Average 3.0 /5 Read Reviews Call BookMore Details
Days Inn by Wyndham Richmond - Richmond
+1-888-841-5292

How should we direct your call?

New Reservations: +1-888-841-5292 Group Sales: +1-888-494-8863
2109 Belmont Dr., Richmond, KY 40475 ~16.56 miles southwest of Winchester
  • Economical Highway property
  • Hotel has 65 rooms
More Photos Exterior of Days Inn by Wyndham Richmond
From$45
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Super 8 by Wyndham Richmond
+1-888-455-5160

How should we direct your call?

New Reservations: +1-888-455-5160 Group Sales: +1-888-494-8863
107 North Keeneland Dr., Richmond, KY 40475 ~16.61 miles southwest of Winchester
  • 2-star Highway hotel
  • Hotel has 2 floors
More Photos Image of Super 8 by Wyndham Richmond
From$60
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Clarion Pointe
+1-888-965-8297

How should we direct your call?

New Reservations: +1-888-965-8297 Group Sales: +1-888-494-8863
1751 Lexington Rd., Richmond, KY 40475 ~16.89 miles southwest of Winchester
  • 3 star Highway property
  • 92 rooms in hotel
More Photos Exterior of Clarion Pointe
From$80
Average 3.0 /5 Guest Reviews Call BookMore Details
Red Roof Inn Richmond, KY
+1-888-906-6358

How should we direct your call?

New Reservations: +1-888-906-6358 Group Sales: +1-888-494-8863
111 Bahama Court, Richmond, KY 40475 ~17.06 miles southwest of Winchester
  • Cheap property
  • 65 rooms in property
More Photos Image of Red Roof Inn Richmond, KY
From$43
Average 3.0 /5 Latest Reviews Call BookMore Details
Extended Stay America Suites Lexington Tates Creek
+1-888-749-6785

How should we direct your call?

New Reservations: +1-888-749-6785 Group Sales: +1-888-494-8863
3575 Tates Creek Rd., Lexington, KY 40517 ~17.15 miles west of Winchester
  • Low-priced Downtown hotel
  • Check-in: 3:00 PM
More Photos Exterior of Extended Stay America Suites Lexington Tates Creek
From$39
Average 3.5 /5 Recent Reviews Call BookMore Details
The Sire Hotel Lexington, Tapestry Collection by Hilton
+1-888-878-9982

How should we direct your call?

New Reservations: +1-888-878-9982 Group Sales: +1-888-494-8863
120 West 2nd St., Lexington, KY 40507 ~17.65 miles west of Winchester
  • Mid-scale Downtown hotel
  • 3 floors in property
More Photos Photo of The Sire Hotel Lexington, Tapestry Collection by Hilton
From$80
Very Good 4.0 /5 Recent 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?

Residence Inn Lexington South, DoubleTree Suites by Hilton Hotel Lexington and Hampton Inn Winchester 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, Hotel Lex and Avid Hotel Lexington Hamburg Area 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 by Marriott 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 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 5 reviews
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