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

A forest path with trees and fallen leaves.

Change your mind
Book hotels with free cancellation
Treat yourself
Sign in to save 10% or more on thousands of hotels
Sign in
Be picky
Search almost a million properties worldwide

Check prices for these dates

Tonight

Tomorrow

This weekend

Next weekend

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

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

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

2.8 km from Winchester Traveling Trail

Stephen

Rp1.754.102

Rp1.933.722 total

includes taxes & fees

10 Nov - 11 Nov

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

A hotel room with a bed, two bedside tables, a desk, a chair, and a lamp.

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

Rp1.610.731

Rp1.775.669 total

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 ValueStay hotel entrance with a clear sign, a covered walkway, and a parking lot.

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

Rp1.056.041

Rp1.164.151 total

includes taxes & fees

19 Oct - 20 Oct

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

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

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

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

Rp1.399.702

Rp1.543.032 total

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 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.

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

16.2 km from Winchester Traveling Trail

Sheila

Rp1.560.793

Rp1.811.558 total

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

19.7 km from Winchester Traveling Trail

Kristin

Rp1.469.866

Rp1.706.074 total

includes taxes & fees

9 Nov - 10 Nov

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

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

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

A modern hotel lobby with a reception desk, seating area, and a large screen.

7. avid hotel Lexington - Hamburg Area by IHG

19.1 km from Winchester Traveling Trail

Beth

Rp1.628.809

Rp1.890.558 total

includes taxes & fees

9 Nov - 10 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 hotel breakfast area with a checkered floor, wooden cabinets, a microwave, and various breakfast items.

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

8. Hampton Inn Winchester

3.9 km from Winchester Traveling Trail

Jacqueline

Rp2.114.767

Rp2.331.319 total

includes taxes & fees

1 Nov - 2 Nov

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

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.

A patio area with a fire pit and wicker furniture.

9. Residence Inn by Marriott Lexington South/Hamburg Place

19.8 km from Winchester Traveling Trail

Ta Yi

Rp2.078.074

Rp2.412.019 total

includes taxes & fees

1 Nov - 2 Nov

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

10. Home2 Suites by Hilton Lexington Hamburg

18.6 km from Winchester Traveling Trail

Thomas

Rp2.038.696

Rp2.366.314 total

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.

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

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

11. Homewood Suites Lexington-Hamburg

18.5 km from Winchester Traveling Trail

Sharon

Rp2.373.407

Rp2.754.814 total

includes taxes & fees

26 Oct - 27 Oct

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

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

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

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

12. TownePlace Suites by Marriott Lexington South/Hamburg Place

19.8 km from Winchester Traveling Trail

John

Rp1.755.892

Rp2.038.064 total

includes taxes & fees

27 Oct - 28 Oct

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

A hotel room with a kitchenette, a bed, a desk, and a TV.

13. Holiday Inn Lexington - Hamburg by IHG

18.7 km from Winchester Traveling Trail

John

Rp1.664.607

Rp1.932.110 total

includes taxes & fees

10 Nov - 11 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.

A spacious kitchen with wooden cabinets, a large island with bar stools, and a tiled backsplash.

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

14. Hyatt Place Lexington

18.6 km from Winchester Traveling Trail

Mark

Rp1.539.314

Rp1.786.681 total

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.

15. Hilton Garden Inn Lexington Hamburg

18.9 km from Winchester Traveling Trail

Michael

Rp1.812.811

Rp2.104.128 total

includes taxes & fees

11 Nov - 12 Nov

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

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

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 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

Rp1.369.273

Rp1.509.488 total

includes taxes & fees

1 Nov - 2 Nov

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

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

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

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

17. Hotel Lex and Conference Center, Trademark Collection

16.4 km from Winchester Traveling Trail

Alicia

Rp1.306.269

Rp1.516.186 total

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

18.9 km from Winchester Traveling Trail

Angie

Rp2.419.050

Rp2.807.792 total

includes taxes & fees

25 Oct - 26 Oct

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 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.

19. Sleep Inn Lexington Hamburg

18.9 km from Winchester Traveling Trail

Mark

Rp1.211.762

Rp1.406.492 total

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

20. Days Inn Lexington SE/Hamburg

16.2 km from Winchester Traveling Trail

Mohammed

Rp1.079.310

Rp1.252.751 total

includes taxes & fees

13 Oct - 14 Oct

View all properties

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 1,005 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

DoubleTree Suites by Hilton Hotel Lexington

10/10 Excellent

"Way nicer than Embassy Suites! Very large rome, nice couch balcony that you can actually sit on. Did I say large room?"

Comfort Inn & Suites Lexington - Hamburg I-75

8/10 Good

"I didn’t like only one ice machine in the building"

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 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."

Tru By Hilton Lexington Hamburg

10/10 Excellent

"+"

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."

Hilton Garden Inn Lexington Hamburg

8/10 Good

"Very clean and spacious room. Great location from the interstate and shopping. Great food in the lobby restaurant. We wish the pool was a few degrees warmer so our toddler could swim in it comfortably. We could hear our neighbors down the hall from their room. Bed was very firm and somewhat uncomfortable."

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.

See properties

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.

See properties

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.

See properties

College Park

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

See properties

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.

See properties

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.

See properties

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.

See properties

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.

See properties

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

Change your mind

Treat yourself

Be picky

Check prices for these dates

Filter by

Star rating

Guest rating

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. avid hotel Lexington - Hamburg Area by IHG

8. Hampton Inn Winchester

9. Residence Inn by Marriott Lexington South/Hamburg Place

10. Home2 Suites by Hilton Lexington Hamburg

11. Homewood Suites Lexington-Hamburg

12. TownePlace Suites by Marriott Lexington South/Hamburg Place

13. Holiday Inn Lexington - Hamburg by IHG

14. Hyatt Place Lexington

15. Hilton Garden Inn Lexington Hamburg

16. Baymont by Wyndham Winchester

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

DoubleTree Suites by Hilton Hotel Lexington

Comfort Inn & Suites Lexington - Hamburg I-75

Sleep Inn Lexington

Holiday Inn Lexington - Hamburg by IHG

Comfort Inn Winchester

Spark by Hilton Lexington Hamburg

Tru By Hilton Lexington Hamburg

La Quinta Inn & Suites by Wyndham Lexington South / Hamburg

Hilton Garden Inn Lexington 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