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We have over 300 properties in the Winchester, Kentucky area.
Please browse our top 30 properties below

Vacation Rentals in the Winchester/Springfield area. (61 miles away)

	Kentucky Historic Bed & Breakfast Inn #260				From $150/night
	1 Beds	1 Baths	Sleeps 1-2	Bed and Breakfast
Thomas McElroy built this beautiful Greek Revival Plantation Home on nearly 600 acres and presented it as a Wedding Gift to his young bride, Sarah Maxwell. Lavished with numerous architectural features, it is accented with Italianate detail, spans over 7,000 sq. ft., with 14' ceilings, 12' doorways, ...


Hotels in the Winchester area.

	Days Inn Winchester Lexington				From $56.99/nt
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HOTEL FACILITIES: * 64 Well appointed Rooms * Free Hot Breakfast * Free Local Calls * Wireless High Speed Internet Access * 60 + Cable Channels plus HBO


	Days Inn Winchester Lexington				From $56.99/nt
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HOTEL FACILITIES: * 64 Well appointed Rooms * Free Hot Breakfast * Free Local Calls * Wireless High Speed Internet Access * 60 + Cable Channels plus HBO


	Holiday Inn Express Winchester Ky				From $63.75/nt 3 Star Hotel
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Located in the Bluegrass Region of the Commonwealth, it is minutes away from the Bluegrass Airport, the University of Kentucky, Keeneland Race Track and


	Winchester Best Western Country Squire				From $59.99/nt 2 Star Hotel
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Enjoy convenient access to Lexington, Natural Bridge State Resort Park and Clark Regional Medical Center while staying at this Winchester, Kentucky hotel.


	Hampton Inn Winchester				From $109.00/nt 2 Star Hotel
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The Hampton Inn Winchester hotel is located off Interstate 64 at Exit 96 and Kentucky 627 fifteen miles east of Lexington Kentucky. Our Winchester Hampton

Hotels in the Winchester/Mount Sterling area. (14 miles away)

	Fairfield Inn by Marriott Lexington Mount Sterling				From $63.20/nt 3 Star Hotel
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Get FREE high-speed Internet access at this Fairfield InnThe Fairfield Inn Mt. Sterling-Lexington is located only 4 miles from Historic Downtown


	Ramada Ltd Mt Sterling Ky Mount Sterling				From $69.95/nt 2 Star Hotel
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Ramada Limited and Convention Center of Mt. Sterling, KY located off I-64 exit 110 adjacent to Old Silo Golf Course. Minutes to Cooper Tire, Summit Polymers,


	Days Inn Mt Sterling Mount Sterling				From $50.40/nt 2 Star Hotel
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The Days Inn Mt. Sterling, located off I-64, offers 94 tastefully decorated rooms with satellite cable television, in room coffee, hairdryers, free USA

Hotels in the Winchester/Paris area. (16 miles away)

	Best Western Paris Inn				From $69.99/nt 2 Star Hotel
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Free continental breakfast, free high-speed Internet access, outdoor pool easy access to Lexington, KY and the Kentucky Horse Park are just some of the

Hotels in the Winchester/Richmond area. (18 miles away)

	The Blue Heron Bed and Breakfast Richmond				From $150.00/nt 3 Star Hotel
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Welcome to the Blue Heron B&B! TBH was established in 2001 to provide a quiet getaway for folks seeking spiritual refreshment/retreat. The house and grounds


	Super 8 Motel Richmond				From $41.88/nt 1 Star Hotel
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AAA Approved - 2 Diamonds, 63 Rooms, 24 Hour Desk, Outside Outlets, Large Vehicle Parking, High Speed Wireless Internet, Copy Machine, Fax Service Available,


	Days Inn Richmond				From $45.02/nt 1 Star Hotel
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As the newest motel in Richmond, we offer our guests a clean, comfortable, modern room with free wireless high speed internet and . Relax and kick back


	Knights Inn Richmond				From $39.95/nt 1 Star Hotel
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This Knights Inn is located approximately 14 miles from Hummel Planetarium and 35 miles from Lexington International Airport.


	La Quinta Inn Richmond				From $59.99/nt 3 Star Hotel
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Now offering FREE High-Speed Internet Access in ALL rooms. The La Quinta Inn Richmond is the halfway point for I-75 travelers between Atlanta and Michigan.


	Comfort Suites Richmond				From $63.74/nt 2 Star Hotel
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Located 1 Mile from East KY University. FREE Deluxe Continental Breakfast. Indoor Pool. Whirlpool. Fitness Room. 2 Line Phones. Suites. Whirlpool Suites.


	Best Western Holiday Plaza				From $69.95/nt 2 Star Hotel
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This full-service Richmond, Kentucky hotel is close to many local attractions including Renfro Valley, Eastern Kentucky University and Boonesboro State


	Holiday Inn Express and Suites Richmond				From $83.00/nt 2 Star Hotel
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Welcome to Richmond, KY. If you're looking for a place where friendly people and smiling faces are the hallmark of a city, where the blend of historic


	Jameson Inn Richmond				From $79.99/nt 3 Star Hotel
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At Jameson Inn Richmond, guests experience the conveniences of a contemporary hotel with the charm of a country inn. Along with our award-winning service,


	Econo Lodge Richmond				From $39.95/nt 1 Star Hotel
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CONVENIENT INTERSTATE LOCATION, WALK TO RESTAURANTS AND SHOPS. EASTERN KY UNIVERSITY ONLY 1 MILES. SOME ROOMS WITH MICR/FRIG. ALL ROOMS WITH FRESH BREWED


	Red Roof Inn Lexington - Richmond				From $59.99/nt 2 Star Hotel
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The Lexington - Richmond Red Roof Inn is the closest location to Eastern Kentucky University and is also near the Bluegrass Army Depot. This Inn offers


	Hampton Inn Richmond				From $94.00/nt 2 Star Hotel
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The Hampton Inn Richmond hotel is located in Richmond Kentucky just off I-75 at Exit 87. Our hotel is located near Fort Boonesboro State Park Eastern Kentucky

Hotels in the Winchester/Lexington area. (19 miles away)

	The Inn On Broadway Lexington				From $63.20/nt 2 Star Hotel
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The Inn on Broadway is ideally located for business and leisure travelers. Situated just moments away from downtown Lexington-Lexington Center/ Rupp Arena-University


	Springhill Suites by Marriott Lexington Downtown Red Mile				From $84.00/nt 3 Star Hotel
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Among the hotels near the airport in Lexington, Kentucky, the SpringHill Suites Lexington Downtown @ the Red Mile is a breath of fresh air. Just miles


	Hyatt Place Lexington				From $95.00/nt 3 Star Hotel
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The Hyatt Place Lexington is within five minutes walk to several restaurant, shopping and entertainment options. The hotel is conveniently located south


	Homewood Suites By Hilton Lexington Hamburg Ky				From $109.65/nt 3 Star Hotel
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The Homewood Suites by Hilton Lexington-Hamburg KY hotel is conveniently located south of the I-64 Interchange just off I-75 in the Hamburg Pavilion one


	Holiday Inn Express Suites Downtown Ar Lexington				From $95.00/nt 3 Star Hotel
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Hotel Offers Comfortable Accommodations in Lexington, KY VIRTUAL TOUR of the hotel. The Holiday Inn Express Lexington Northeast is located near many of


	Holiday Inn Express Suites - Lexington Downtown				From $90.95/nt 3 Star Hotel
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Welcome to the Holiday Inn Express Hotel & Suites ® Lexington Downtown at the University of Kentucky®UK. This downtown Lexington, KY hotel is located


	Microtel Inn Lexington				From $47.97/nt 1 Star Hotel
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The Microtel Inn Lexington is located less then one mile from Hamburg Pavillion, four miles from Shriners Hospital, five miles from Ashland Estate of Henry


	Knights Inn Lexington				From $42.45/nt 1 Star Hotel
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Welcome to the Knights Inn of Lexington, Kentucky. Easily Accessible from I-75 or I-64. Located just 4 miles from Downtown Lexington, 2 miles from the

We have over 300 properties in the Winchester, Kentucky area.
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Winchester Vacation Rentals | Hotels