See all 1181 hotels in Winchester
- Holiday Inn Express Lexington North-Georgetown by IHG
- Best Western Paris Inn
- Oak Tree Inn
- Quality Quarters Inn
- New 2-bedroom farmhouse on 23 acres of pasture, part of a working horse farm.
- The Sire Hotel Lexington Tapestry Collection by Hilton
- Beautiful 4-bedroom farmhouse in Lexington. Huge living room/kitchen.
- Red River Gorge Yurt Stay–Cozy Winter Retreat w/ Fire Pit & S’mores Kit, 2 beds
- Luxury on Main / North
- Renovated Train Station on Thoroughbred Horse Farm
- Charming 3-bedroom farmhouse with Hot Tub, WiFi and Fire Pit. Close to RRG
- The Tradewinds Treehouse: Family Friendly With A Hot Tub
- Sylvan Float Treehouse: Our First & Sweetest Treehouse!
- 175 LEX - Bon Voyage Condo
- 10 Minutes to Red River Gorge & Natural Bridge State Park! Cozy Farmhouse
- World Class Horse Farm Minutes To Keeneland, Bluegrass Airport, Bourbon Trail
- Charming Farmhouse on working Red Haven Farm
- Cozy farmhouse family friendly with fire pit and grill, within hour to Keeneland
- The Whippoorwill Retreat Cabin – A Hillside Haven for Gatherings and Getaways
- "The Guest House", Located on a 300 acre horse farm.
- Artistic Lodging King Suite
- Guest Home on Historic Horse Farm
- The Observatory Treehouse: To Infinity and Beyond!
- Tranquil morning horizons watching the horses graze in your own private space.
- Artistic Lodging Queen suite
- Charming Kentucky Ranch Sharpsburg Ky