The Best Hotels Closest to Winchester Traveling Trail in Lexington for 2026

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

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

A modern office space with two desks, chairs, and computers.

1. Holiday Inn Express Lexington East - Winchester by IHG

2.8 km from Winchester Traveling Trail

Stephen

₩154,802

₩170,654 total

includes taxes & fees

Nov 25 - Nov 26

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

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

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

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

2. Best Western Winchester Hotel

1.9 km from Winchester Traveling Trail

David

₩119,396

₩131,621 total

includes taxes & fees

Nov 1 - Nov 2

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

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

3. Value Stay

2.9 km from Winchester Traveling Trail

Gayle

₩78,062

₩86,053 total

includes taxes & fees

Nov 11 - Nov 12

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

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.

A spacious dining area with multiple tables and chairs, a kitchenette in the background, and large windows allowing natural light.

4. Comfort Inn Winchester

2.9 km from Winchester Traveling Trail

james

₩86,940

₩95,842 total

includes taxes & fees

Nov 16 - Nov 17

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

A lobby with a sofa, armchairs, a fireplace, a TV, and a patterned rug.

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

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

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

16.2 km from Winchester Traveling Trail

Sheila

₩115,373

₩133,909 total

includes taxes & fees

Nov 15 - Nov 16

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

19.7 km from Winchester Traveling Trail

Nicholas

₩107,408

₩124,669 total

includes taxes & fees

Nov 22 - Nov 23

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

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

A reception desk with a 'Manager On Duty' sign, framed pictures on the wall, and a 'Welcome to Winchester' sign.

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

7. Hampton Inn Winchester

3.9 km from Winchester Traveling Trail

kelly

₩133,831

₩147,534 total

includes taxes & fees

Nov 23 - Nov 24

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

A modern interior with a reception desk, seating area, and a TV screen.

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

A modern indoor space with a round table, chairs, and a bar area.

8. avid hotel Lexington - Hamburg Area by IHG

19.1 km from Winchester Traveling Trail

Beth

₩120,401

₩139,750 total

includes taxes & fees

Nov 23 - Nov 24

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

A modern hotel room with a gray sofa, colorful pillows, a white table, a red chair, a TV, and a patterned carpet.

9. Residence Inn by Marriott Lexington South/Hamburg Place

19.8 km from Winchester Traveling Trail

Cynthia

₩141,703

₩164,475 total

includes taxes & fees

Nov 1 - Nov 2

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

An indoor swimming pool with clear water, surrounded by yellow chairs and potted plants.

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.

10. Home2 Suites by Hilton Lexington Hamburg

18.6 km from Winchester Traveling Trail

Kevin

₩143,807

₩166,917 total

includes taxes & fees

Nov 9 - Nov 10

A hotel lobby with multiple seating areas, a fireplace, and large windows.

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

A hotel room with a brown leather sofa, a small desk with a chair, a bed, a kitchenette, and two framed pictures on the wall.

A compact hotel room with a kitchenette, a dining area, and a living space.

11. TownePlace Suites by Marriott Lexington South/Hamburg Place

19.8 km from Winchester Traveling Trail

John

₩129,795

₩150,653 total

includes taxes & fees

Nov 9 - Nov 10

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

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

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

A hotel with a central entrance, multiple floors, and a flagpole.

12. Homewood Suites Lexington-Hamburg

18.5 km from Winchester Traveling Trail

Kenneth

₩145,077

₩168,391 total

includes taxes & fees

Nov 22 - Nov 23

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

A fitness center with various exercise equipment, including treadmills, elliptical machines, and weight machines.

A Holiday Inn reception desk with two counters, a wall-mounted sign, and a snack bar in the background.

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

13. Holiday Inn Lexington - Hamburg by IHG

18.7 km from Winchester Traveling Trail

John

₩112,463

₩130,535 total

includes taxes & fees

Nov 24 - Nov 25

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

An outdoor patio area with wicker furniture, a central fire feature, and large windows.

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

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

14. Hilton Garden Inn Lexington Hamburg

18.9 km from Winchester Traveling Trail

Paul

₩118,086

₩137,062 total

includes taxes & fees

Nov 19 - Nov 20

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.

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

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

15. Hyatt Place Lexington

18.6 km from Winchester Traveling Trail

Mark

₩113,786

₩132,070 total

includes taxes & fees

Nov 9 - Nov 10

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

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.

A hotel room with two beds, a sofa, a desk, and a window with blinds.

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.

16. Baymont by Wyndham Winchester

3.8 km from Winchester Traveling Trail

Ronald

₩100,026

₩110,280 total

includes taxes & fees

Nov 1 - Nov 2

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

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

A modern bar area with a wooden counter, hanging pendant lights, a menu board, and a fish tank.

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

17. Courtyard Lexington South/Hamburg Place

18.9 km from Winchester Traveling Trail

Angie

₩146,016

₩169,480 total

includes taxes & fees

Nov 18 - Nov 19

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

A spacious bar area with high ceilings, wooden flooring, and modern lighting.

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

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

18. Hotel Lex and Conference Center, Trademark Collection

16.4 km from Winchester Traveling Trail

Valerie

₩105,979

₩123,009 total

includes taxes & fees

Oct 26 - Oct 27

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

A hotel room with a large bed, two bedside tables, a nightstand, and a wall-mounted lamp. There are three framed pictures on the wall above the bed.

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

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

19. Sleep Inn Lexington Hamburg

18.9 km from Winchester Traveling Trail

Mark

₩88,343

₩102,540 total

includes taxes & fees

Nov 16 - Nov 17

A hotel with a lobby, a parking lot, and a building with a brown roof.

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

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

20. Days Inn Lexington SE/Hamburg

16.2 km from Winchester Traveling Trail

Mohammed

₩79,782

₩92,603 total

includes taxes & fees

Nov 1 - Nov 2

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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 609 reviews	View
Best Western Winchester Hotel	8.4 Very good 1,003 reviews	View
Value Stay	7.6 Good 191 reviews	View
Comfort Inn Winchester	7.2 Good 396 reviews	View
La Quinta Inn & Suites by Wyndham Lexington South / Hamburg	9.0 Wonderful 1,178 reviews	View

Top Winchester Traveling Trail Hotel Reviews

Value Stay

10/10 Excellent

"This is a money saver motel. No frills, no bugs and no extras. The refrigerator, microwave and air conditioner and toilet were near new and functioning well. The carpet and sink are original from 1989 and in poor shape, the sink was draining very slowly but for the price of a clean room without bugs it wasn't an issue for us. The water saver shower head was annoying as could be but it's a hot shower and it was definitely clean so we lived with it. This isn't a vacation resort but if you're passing through or doing work it's a good place to rest your bones."

Hyatt Place Lexington

10/10 Excellent

"This was a decent fairly basic hotel. Nothing bad, but nothing outstanding."

DoubleTree Suites by Hilton Hotel Lexington

10/10 Excellent

"Beautiful hotel, spacious rooms and very clean. Staff is extremely friendly and nice. Love staying here when we come to Lexington"

Days Inn Lexington SE/Hamburg

8/10 Good

"Super easy to book, clean room. Only thing is we had to wait to for to check in for 15-20 minutes outside at the night window. Another guy was waiting to check in as well. We called and phone only rang nobody picked up."

Home2 Suites by Hilton Lexington Hamburg

10/10 Excellent

"Carpet needs to be changed. Great Hotel!! Well Managed. Rachael is great!! Melissa is great!"

Comfort Inn & Suites Lexington - Hamburg I-75

10/10 Excellent

"The room was clean and the staff was very helpful . The only issue was the I-75 road noise in our room facing the highway . Was very close and 75db outside our room. Could hear every tractor trailer. We moved to the other side of the hotel and we couldn't hear them. Make note.! The breakfast was very average ."

Spark by Hilton Lexington Hamburg

8/10 Good

"Staff was professional and helpful."

avid hotel Lexington - Hamburg Area by IHG

8/10 Good

"Staying there was like being in a dorm room with a nice bathroom. Mostly bed, no closets or any place to unpack your suitcase. I hated the pillows and should remember to bring one with me. Fortunately it was very quiet, which I really appreciated. Breakfast was ok, I am good with yogurt and oatmeal so did not expect or want more. It was clean and loved the colors and contemporary decor in the entrance/breakfast area. Also appreciated outside seating but the weather was not so agreeable, had it been I would have taken advantage."

Hotel Lex and Conference Center, Trademark Collection

8/10 Good

"It's an older hotel but very nice place to stay. The pool area is wonderful"

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 savor the top-notch restaurants.

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Bluegrass Heritage Museum

7.4/10 (13 reviews)

You can spend time browsing the exhibits at Bluegrass Heritage Museum during your trip to Winchester. While you're here, you can savor the top-notch restaurants.

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Winchester Opera House

You can learn about the history of Winchester with a visit to 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 stop at 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. Travelers like this welcoming area for its restaurants. If you're looking for a convenient place to stay, check out the 6 hotels and other accommodations you'll find within a mile.

What's the best hotel 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 traveler 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 around the area include Hotel Lex and Conference Center, Trademark Collection and Days Inn Lexington SE/Hamburg.

How many hotels are there close to Winchester Traveling Trail?

Expedia has 6 hotels and other accommodations 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, you'll find most room reservations are fully refundable if you cancel prior to the accommodation's cancellation deadline, which is usually within 24-48 hours of check in. If you have a reservation that's non-refundable, you might still have the option to cancel and receive a refund within a 24-hour period of your booking. Add your dates and click on "Search", then filter by "fully refundable" to review the best deals near Winchester Traveling Trail.

Where can I learn more about changing or cancelling my trip in the area near Winchester Traveling Trail?

For more details about updating your stay near Winchester Traveling Trail or cancelling it, click here.

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.

Find hotels near Winchester Traveling Trail, Lexington from ₩86,053

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Treat yourself

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. Hampton Inn Winchester

8. avid hotel Lexington - Hamburg Area by IHG

9. Residence Inn by Marriott Lexington South/Hamburg Place

10. Home2 Suites by Hilton Lexington Hamburg

11. TownePlace Suites by Marriott Lexington South/Hamburg Place

12. Homewood Suites Lexington-Hamburg

13. Holiday Inn Lexington - Hamburg by IHG

14. Hilton Garden Inn Lexington Hamburg

15. Hyatt Place Lexington

16. Baymont by Wyndham Winchester

17. Courtyard Lexington South/Hamburg Place

18. Hotel Lex and Conference Center, Trademark Collection

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

Value Stay

Hyatt Place Lexington

DoubleTree Suites by Hilton Hotel Lexington

Days Inn Lexington SE/Hamburg

Home2 Suites by Hilton Lexington Hamburg

Comfort Inn & Suites Lexington - Hamburg I-75

Spark by Hilton Lexington Hamburg

avid hotel Lexington - Hamburg Area by IHG

Hotel Lex and Conference Center, Trademark Collection

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