The Best Hotels Closest to Winchester Traveling Trail in Lexington - 2026 Updated Prices

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Our top choices for Winchester Traveling Trail hotels

A hotel room with a large bed, a desk with a chair, a window with a view of the outside, and a wall-mounted TV.

A Holiday Inn Express building with a modern design, featuring a large entrance and a well-lit facade.

A coffee station with two coffee machines and a variety of coffee pods and cups.

A modern kitchen area with a coffee machine, a fruit display, and a 'GOOD MORNING' sign on the wall.

1. Holiday Inn Express Lexington East - Winchester by IHG

1.8 mi from Winchester Traveling Trail

Stephen

£82

includes taxes & fees

9 Nov - 10 Nov

A restaurant with a counter, tables, chairs, and a kitchen area with appliances and food items.

A hotel room with a sofa, a desk, a chair, a lamp, and two abstract paintings on the walls.

A lobby with two armchairs, a reception desk, and a chandelier.

A hotel with a modern design, featuring a large building with multiple balconies and a well-maintained lawn.

2. Best Western Winchester Hotel

1.2 mi from Winchester Traveling Trail

David

£75

includes taxes & fees

13 Oct - 14 Oct

A hotel room with a bed, a desk, a chair, a desk lamp, a window with curtains, an air conditioner, and a view of the outside.

A lobby with a patterned carpet, seating area with chairs and a sofa, a small table, and a reception desk.

A reception area with a counter, a red door, and a 'No Smoking' sign.

3. Value Stay

1.8 mi from Winchester Traveling Trail

Gayle

£41

includes taxes & fees

19 Oct - 20 Oct

An indoor swimming pool with tiled flooring, orange walls, and potted plants.

A bathroom with a bathtub, a chair, and a small ottoman.

A waiting area with blue sofas and a brown ottoman, a reception desk, and a door leading to a hallway.

A hotel room with a large bed, a bedside table with a lamp, and a telephone.

4. Comfort Inn Winchester

1.8 mi from Winchester Traveling Trail

james

£65

includes taxes & fees

2 Nov - 3 Nov

An indoor swimming pool with a wooden ceiling, tiled walls, and a seating area with chairs and a table.

A multi-story hotel with a prominent 'LaQuinta' sign, a covered entrance, and a parking lot.

A modern hotel room with a bed, a desk, a chair, a sofa, and a large mirror.

A reception area with a mural of a countryside landscape, a counter, and refrigerated display cases with snacks.

5. La Quinta Inn & Suites by Wyndham Lexington South / Hamburg

10 mi from Winchester Traveling Trail

Sheila

£76

includes taxes & fees

18 Oct - 19 Oct

A modern food court with a variety of food stalls, a coffee station, and a seating area with a view of the outside.

A modern hotel reception area with a curved counter, two monitors, and a view of the lobby.

A modern lounge area with seating, tables, and decorative lighting.

A modern hotel building with a blue and grey facade, multiple windows, and a prominent 'tru by Hilton' sign.

6. Tru By Hilton Lexington Hamburg

12.2 mi from Winchester Traveling Trail

Kristin

£71

includes taxes & fees

8 Nov - 9 Nov

A modern kitchen with a long counter, bar stools, and hanging light fixtures.

A corridor with wooden shelving stocked with snacks and beverages, a refrigerated display case, and a sign reading "The Market".

A patio area with a fire pit and wicker furniture.

A compact hotel room with a kitchenette, a dining area, a bed, and a TV.

7. Residence Inn by Marriott Lexington South/Hamburg Place

12.3 mi from Winchester Traveling Trail

Ta Yi

£102

includes taxes & fees

1 Nov - 2 Nov

A hotel room with a large bed, a television, a desk with a chair, a wardrobe, and a window with curtains.

A hotel room with a sofa, armchair, television, kitchenette, and patterned carpet.

A store interior with shelves stocked with snacks and treats, a chalkboard sign reading 'Local Flavor,' and a 'Treats' sign on the wall.

A hotel breakfast area with a checkered floor, wooden cabinets, a microwave, and various breakfast items.

8. Hampton Inn Winchester

2.4 mi from Winchester Traveling Trail

Jacqueline

£91

includes taxes & fees

8 Nov - 9 Nov

A modern hotel with a prominent red and grey facade, multiple windows, and a well-lit entrance.

A modern cafe with a counter, seating area, and a TV screen.

A hotel room with two beds, a desk, and a chair.

A modern living room with a sofa set, a coffee table, and a flat-screen TV mounted on the wall.

9. avid hotel Lexington - Hamburg Area by IHG

11.9 mi from Winchester Traveling Trail

Beth

£80

includes taxes & fees

9 Nov - 10 Nov

A reception area with a map, a reception desk, and a shelf with informational materials.

A swimming pool with a tiled edge, lounge chairs, and tables.

A hotel room with a large bed, two bedside tables, a headboard, and two wall-mounted lamps.

A hotel lobby with a fireplace, seating area, and a reception desk.

10. TownePlace Suites by Marriott Lexington South/Hamburg Place

12.3 mi from Winchester Traveling Trail

John

£86

includes taxes & fees

27 Oct - 28 Oct

An outdoor seating area with a fire feature, yellow chairs, and a colorful sofa.

A modern indoor space with a green sofa, dining tables, chairs, and a bar area with a view.

A modern lounge area with a green sofa, wooden tables, and chairs.

A hotel room with a bed, a sofa, a desk, a chair, a TV, and a window with curtains.

11. Home2 Suites by Hilton Lexington Hamburg

11.6 mi from Winchester Traveling Trail

Thomas

£100

includes taxes & fees

9 Nov - 10 Nov

A swimming pool with lounge chairs and a pergola, surrounded by a fence and greenery.

A modern kitchen with grey cabinets, a wooden dining table, and overhead lighting.

An outdoor patio area with wicker furniture, a fire pit, and a covered seating area.

A modern kitchen with a stainless steel refrigerator, wooden cabinets, and a flat-screen TV mounted on the wall.

12. Homewood Suites Lexington-Hamburg

11.5 mi from Winchester Traveling Trail

Sharon

£96

includes taxes & fees

9 Nov - 10 Nov

A restaurant with booths and tables, a stone pillar, and a TV screen.

A hotel room with a bed, desk, chair, and a window with a view of buildings.

A bar area with a marble wall, shelves of liquor bottles, and a display case with pastries.

A hotel room with a bed, bedside tables, a desk, a chair, and a window with a view.

13. Holiday Inn Lexington - Hamburg by IHG

11.6 mi from Winchester Traveling Trail

John

£78

includes taxes & fees

9 Nov - 10 Nov

A swimming pool with wooden walls and large windows offering views of greenery.

A hotel dining area with a coffee station, a clock, and large windows offering a view of the outside.

A Baymont Inn & Suites reception area with a blue accent wall, a large window with a view of a pool, and a modern reception desk.

A modern lobby with a sofa, armchair, and a coffee table. A flat-screen TV is mounted on the wall, and there is a window with a view of a tree and building.

14. Baymont by Wyndham Winchester

2.4 mi from Winchester Traveling Trail

Ronald

£64

includes taxes & fees

1 Nov - 2 Nov

A spacious lobby with a modern design, featuring a blue sofa, yellow armchairs, and a dining area with blue chairs.

A hotel room with a large bed, a wooden nightstand, a lamp, and a sofa with a cushion.

An indoor swimming pool with clear water, a diving board, and sunlit windows.

A modern building with a brick facade, outdoor seating area with tables and chairs, and two umbrellas providing shade.

15. Hyatt Place Lexington

11.6 mi from Winchester Traveling Trail

Mark

£75

includes taxes & fees

9 Nov - 10 Nov

A spacious kitchen with granite countertops, wooden bar stools, and a large island.

A modern hotel lobby with a sofa, ottoman, and a table with fruit and wine bottles.

A spacious room with a large wooden table, blue patterned chairs, a fireplace, and large windows offering views of the outdoors.

16. Hilton Garden Inn Lexington Hamburg

11.7 mi from Winchester Traveling Trail

Michael

£89

includes taxes & fees

2 Nov - 3 Nov

A spacious lobby with a modern design, featuring a stone and wood bar, large windows, and a tiled floor.

An indoor pool area with a wooden ceiling, a fenced swimming pool, and several Adirondack chairs.

A modern lobby with blue chairs, a brick wall, and a large window.

A modern bedroom with a bed, a desk, and a chair.

17. Hotel Lex and Conference Center, Trademark Collection

10.2 mi from Winchester Traveling Trail

Alicia

£64

includes taxes & fees

25 Oct - 26 Oct

An outdoor patio area with a stone fire feature, wicker furniture, and a view of the building's exterior.

A hotel room with a sofa, a desk, a television, and a kitchenette.

A Courtyard by Marriott hotel with a modern design, multiple balconies, and a covered entrance.

A reception desk with a computer, printer, and a sign for 'Quick Print'.

18. Courtyard Lexington South/Hamburg Place

11.7 mi from Winchester Traveling Trail

Angie

£116

includes taxes & fees

8 Nov - 9 Nov

A spacious living area with a modern staircase, a sofa set, and a dining area.

A hotel room with a brown leather sofa, two armchairs, a small side table, a lamp, and framed pictures on the wall.

A hotel lobby with a wooden reception desk, a staircase, and a wall with a floral pattern.

A hotel dining area with wooden tables and chairs, a buffet counter with various food items, and a wall with framed certificates.

19. Sleep Inn Lexington Hamburg

11.8 mi from Winchester Traveling Trail

Mark

£59

includes taxes & fees

10 Nov - 11 Nov

A hotel bathroom with a sink, mirror, towel rack, and a visible toilet.

A desktop computer setup with a monitor, keyboard, and Canon printer on a black desk against a beige wall.

A hotel room with two beds, a TV, a desk with a chair, a window with curtains, and a door.

20. Days Inn Lexington SE/Hamburg

10.1 mi from Winchester Traveling Trail

Mohammed

£53

includes taxes & fees

18 Oct - 19 Oct

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Compare popular hotels close to Winchester Traveling Trail

Property	Property class	Guest rating
Holiday Inn Express Lexington East - Winchester by IHG	9.4 Exceptional 606 reviews	View
Best Western Winchester Hotel	8.4 Very good 1,004 reviews	View
Value Stay	7.4 Good 180 reviews	View
Comfort Inn Winchester	7.0 Good 391 reviews	View
La Quinta Inn & Suites by Wyndham Lexington South / Hamburg	9.0 Wonderful 1,182 reviews	View

Top Winchester Traveling Trail Hotel Reviews

Sleep Inn Lexington

10/10 Excellent

"Everyone on the staff was excellent and professional and generally friendly, especially those who worked the 11 to 7 shift. The front desk person handled issues professionally and with great wisdom. She helped me out in a few situations which made my stay very enjoyable. This was October 9, 10 and 11 in Lexington Kentucky."

Holiday Inn Lexington - Hamburg by IHG

8/10 Good

"The property was clean and well maintained. The staff extremely helpful and showed lots of southern hospitality. The icing on the cake was the restaurant/bar in the hotel called OSAKA. We ate some of the best sushi we’ve ever had. We will surely make this our place to stay in Lexington for sure"

Comfort Inn & Suites Lexington - Hamburg I-75

8/10 Good

"The property was very clean and the staff very friendly and helpful. We stayed in a King suite and it was nice and spacious. The bathroom was accessible only through the bedroom and was a little small, but that is the only negative I would list. Overall we were very pleased. We would definitely stay here again ."

Comfort Inn Winchester

10/10 Excellent

"Pool was closed other than that overall good hotel"

Spark by Hilton Lexington Hamburg

10/10 Excellent

"This was our 2nd stay here and we have enjoyed here both times. Staff and accommodations were great. We stay in an accessible room and it works well for my husband. We will definitely be back."

DoubleTree Suites by Hilton Hotel Lexington

10/10 Excellent

"The room was great, clean, and comfortable. The staff were pleasant and helpful when needed. I will stay here again."

Tru By Hilton Lexington Hamburg

10/10 Excellent

"+"

Home2 Suites by Hilton Lexington Hamburg

10/10 Excellent

"Only good things to say about this location. Stayed here 2 times in 2 weeks on way to vacation and then back. Everything was great in the hotel. Especially the room size with full size refrigerator, the table and with the couch. Very comfortable. Outside the parking appeared limited. Would highly recommend."

La Quinta Inn & Suites by Wyndham Lexington South / Hamburg

10/10 Excellent

"Hotel is very clean. Staff are so nice. Breakfast could be better. Laundry on site is a plus. Best part- pet stays free! We will stay here again."

Other attractions near Winchester Traveling Trail

Wiseman Park

Explore the great outdoors at Wiseman Park, a lovely green space in Winchester. You can enjoy the restaurants while in the area.

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GRCHS Baseball Field

Explore the great outdoors at GRCHS Baseball Field, a lovely green space in Winchester. You can enjoy the restaurants while in the area.

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Clark County Public Library

After visiting Clark County Public Library, make a plan to see the other sights and activities in Winchester. You can enjoy the restaurants while in the area.

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College Park

Explore the great outdoors at College Park, a lovely green space in Winchester. You can enjoy the restaurants while in the area.

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Community Park

8.6/10 (66 reviews)

Explore the great outdoors at Community Park, a lovely green space in Winchester. While in this family-friendly area, you can savour the top-notch restaurants.

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Bluegrass Heritage Museum

7.4/10 (13 reviews)

You can spend time studying the exhibits at Bluegrass Heritage Museum during your travels in Winchester. While you're here, you can savour the top-notch restaurants.

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Winchester Opera House

You can learn about the history of Winchester when you stop by Winchester Opera House. You can enjoy the restaurants while in the area.

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Clark County Courthouse

You can learn about the history of Winchester with a trip to Clark County Courthouse. You can enjoy the restaurants while in the area.

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Frequently asked questions

What's the area like around Winchester Traveling Trail?

Winchester Traveling Trail is located in Winchester. Travellers like this welcoming area for its restaurants. If you're looking for a convenient place to stay, take a look at the 6 hotels and other accommodation options you'll find within a mile.

What's the best place to stay near Winchester Traveling Trail?

La Quinta Inn & Suites by Wyndham Lexington South / Hamburg is one of the top choices for your stay based on our traveller data, and this hotel offers free breakfast and an indoor pool. You'll find it 10 mi (16.2 km) from Winchester Traveling Trail. Other good choices in the area include Hotel Lex and Conference Center, Trademark Collection and Days Inn Lexington SE/Hamburg.

How many hotels will I find close to Winchester Traveling Trail?

Expedia has 6 hotels and other accommodation options within a mile from Winchester Traveling Trail.

If I need to cancel the hotel reservation for my stay near Winchester Traveling Trail, will I receive a refund?

Yes, most hotel bookings are fully refundable provided that you cancel prior to the hotel's cancellation deadline, which often is within 24-48 hours of your arrival date. If you have a reservation that's non-refundable, it might still be possible to cancel it and be given a refund within 24 hours of your booking. Plug in your dates, click on "Search", then filter by "fully refundable" to view top deals close to Winchester Traveling Trail.

What can I see and do near Winchester Traveling Trail?

Spend some time wandering around Wiseman Park, GRCHS Baseball Field and College Park. Enjoy nature at Community Park, The Holler or Lykins Park. You might plan a visit to Cassell Creek Golf Course or Southwind Golf Course while you're in the area.

Search Hotels Near Winchester Traveling Trail, Lexington

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Be picky

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Our top choices for Winchester Traveling Trail hotels

1. Holiday Inn Express Lexington East - Winchester by IHG

2. Best Western Winchester Hotel

3. Value Stay

4. Comfort Inn Winchester

5. La Quinta Inn & Suites by Wyndham Lexington South / Hamburg

6. Tru By Hilton Lexington Hamburg

7. Residence Inn by Marriott Lexington South/Hamburg Place

8. Hampton Inn Winchester

9. avid hotel Lexington - Hamburg Area by IHG

10. TownePlace Suites by Marriott Lexington South/Hamburg Place

11. Home2 Suites by Hilton Lexington Hamburg

12. Homewood Suites Lexington-Hamburg

13. Holiday Inn Lexington - Hamburg by IHG

14. Baymont by Wyndham Winchester

15. Hyatt Place Lexington

16. Hilton Garden Inn Lexington Hamburg

17. Hotel Lex and Conference Center, Trademark Collection

18. Courtyard Lexington South/Hamburg Place

19. Sleep Inn Lexington Hamburg

20. Days Inn Lexington SE/Hamburg

Compare popular hotels close to Winchester Traveling Trail

Top Winchester Traveling Trail Hotel Reviews

Sleep Inn Lexington

Holiday Inn Lexington - Hamburg by IHG

Comfort Inn & Suites Lexington - Hamburg I-75

Comfort Inn Winchester

Spark by Hilton Lexington Hamburg

DoubleTree Suites by Hilton Hotel Lexington

Tru By Hilton Lexington Hamburg

Home2 Suites by Hilton Lexington Hamburg

La Quinta Inn & Suites by Wyndham Lexington South / Hamburg

Other attractions near Winchester Traveling Trail

Wiseman Park

GRCHS Baseball Field

Clark County Public Library

College Park

Community Park

Bluegrass Heritage Museum

Winchester Opera House

Clark County Courthouse

Frequently asked questions