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Check prices for these dates

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13 Nov - 14 Nov
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14 Nov - 15 Nov
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13 Nov - 15 Nov
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20 Nov - 22 Nov

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Our top choices for Winchester Traveling Trail hotels

A Holiday Inn Express building with a covered entrance, stone pillars, and potted plants.

1. Holiday Inn Express Lexington East - Winchester by IHG

Holiday Inn Express Lexington East - Winchester by IHG
2.5 star property
2.8 km from Winchester Traveling Trail
9.4 out of 10, Exceptional, (617 reviews)
"This is one of the nicest and cleanest Holiday Inns I’ve ever been to. Very friendly staff too."
United States
Stephen
The price is Rp1.860.378
Rp2.050.881 total
includes taxes & fees
13 Dec - 14 Dec
Holiday Inn Express Lexington East - Winchester by IHG
A restaurant with a counter, tables, chairs, and a kitchen area with appliances and food items.

2. Best Western Winchester Hotel

Best Western Winchester Hotel
2.5 star property
1.9 km from Winchester Traveling Trail
8.4 out of 10, Very good, (1,002 reviews)
"They have a really good Breakfast..."
United States
David
The price is Rp1.559.252
Rp1.718.920 total
includes taxes & fees
1 Dec - 2 Dec
Best Western Winchester Hotel
A reception area with a counter, a red door, and a 'No Smoking' sign.

3. Value Stay

Value Stay
2.0 star property
2.9 km from Winchester Traveling Trail
7.6 out of 10, Good, (201 reviews)
"Room was clean"
United States
Kristie
The price is Rp1.076.101
Rp1.186.265 total
includes taxes & fees
14 Nov - 15 Nov
Value Stay
A hotel with a central entrance, covered parking, and a building with a beige facade and arched windows.

4. Comfort Inn Winchester

Comfort Inn Winchester
2.5 star property
2.9 km from Winchester Traveling Trail
7.2 out of 10, Good, (398 reviews)
"Pool was closed other than that overall good hotel"
United States
james
The price is Rp914.686
Rp1.008.351 total
includes taxes & fees
14 Dec - 15 Dec
Comfort Inn Winchester
A rectangular indoor pool with a blue water surface, surrounded by a wooden deck and walls with a dark lower half.

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

La Quinta Inn & Suites by Wyndham Lexington South / Hamburg
3.0 star property
16.2 km from Winchester Traveling Trail
9.0 out of 10, Wonderful, (1,179 reviews)
"10/10 would stay again."
United States
Beania
The price is Rp1.590.441
Rp1.845.969 total
includes taxes & fees
15 Nov - 16 Nov
La Quinta Inn & Suites by Wyndham Lexington South / Hamburg
A hotel breakfast area with a checkered floor, wooden cabinets, a microwave, and various breakfast items.

6. Hampton Inn Winchester

Hampton Inn Winchester
2.5 star property
3.9 km from Winchester Traveling Trail
9.2 out of 10, Wonderful, (487 reviews)
"Close to Red River Gorge hiking."
United States
kelly
The price is Rp2.062.649
Rp2.273.863 total
includes taxes & fees
26 Nov - 27 Nov
Hampton Inn Winchester
A modern kitchen with a stainless steel refrigerator, wooden cabinets, and a flat-screen TV mounted on the wall.

7. Homewood Suites Lexington-Hamburg

Homewood Suites Lexington-Hamburg
3.0 star property
18.5 km from Winchester Traveling Trail
9.2 out of 10, Wonderful, (731 reviews)
"Great location"
United States
Christian
The price is Rp1.990.038
Rp2.309.837 total
includes taxes & fees
26 Nov - 27 Nov
Homewood Suites Lexington-Hamburg
A pool table in a modern lounge area with a bar and seating.

8. Tru By Hilton Lexington Hamburg

Tru By Hilton Lexington Hamburg
2.5 star property
19.7 km from Winchester Traveling Trail
9.4 out of 10, Exceptional, (308 reviews)
"Very clean room, and super friendly staff."
United States
Nicholas
The price is Rp1.473.336
Rp1.710.101 total
includes taxes & fees
10 Dec - 11 Dec
Tru By Hilton Lexington Hamburg
An outdoor dining area with tables and chairs, string lights, and red umbrellas.

9. Home2 Suites by Hilton Lexington Hamburg

Home2 Suites by Hilton Lexington Hamburg
3.0 star property
18.6 km from Winchester Traveling Trail
9.2 out of 10, Wonderful, (1,000 reviews)
"Close to the interstate and plenty of restaurants nearby."
United States
Kevin
The price is Rp1.844.875
Rp2.141.347 total
includes taxes & fees
22 Nov - 23 Nov
Home2 Suites by Hilton Lexington Hamburg
A modern hotel lobby with seating areas, a reception desk, and a coffee machine.

10. avid hotel Lexington - Hamburg Area by IHG

avid hotel Lexington - Hamburg Area by IHG
3.0 star property
19.1 km from Winchester Traveling Trail
9.2 out of 10, Wonderful, (1,000 reviews)
"Nice hotel."
United States
Beth
The price is Rp1.586.793
Rp1.841.791 total
includes taxes & fees
13 Dec - 14 Dec
avid hotel Lexington - Hamburg Area by IHG
A modern kitchen with a marble countertop, two pendant lights, and large windows offering a view of the street.

11. Residence Inn by Marriott Lexington South/Hamburg Place

Residence Inn by Marriott Lexington South/Hamburg Place
3.0 star property
19.8 km from Winchester Traveling Trail
9.4 out of 10, Exceptional, (404 reviews)
"Decent breakfast, big bed king Liked having a place to sit other than bed, sofa"
United States
Cynthia
The price is Rp1.780.417
Rp2.066.529 total
includes taxes & fees
26 Nov - 27 Nov
Residence Inn by Marriott Lexington South/Hamburg Place
A Holiday Inn hotel with a modern facade, multiple floors, and a well-lit entrance.

12. Holiday Inn Lexington - Hamburg by IHG

Holiday Inn Lexington - Hamburg by IHG
3.0 star property
18.7 km from Winchester Traveling Trail
9.0 out of 10, Wonderful, (1,003 reviews)
"Nice stay and good convenient location."
United States
John
The price is Rp1.404.403
Rp1.630.091 total
includes taxes & fees
11 Dec - 12 Dec
Holiday Inn Lexington - Hamburg by IHG
A spacious hotel lobby with a wooden reception desk, comfortable seating, and large windows allowing natural light.

13. Hilton Garden Inn Lexington Hamburg

Hilton Garden Inn Lexington Hamburg
3.0 star property
18.9 km from Winchester Traveling Trail
8.6 out of 10, Excellent, (946 reviews)
"Great overall stay!"
United States
Eric Deithloff
The price is Rp1.542.665
Rp1.790.572 total
includes taxes & fees
6 Dec - 7 Dec
Hilton Garden Inn Lexington Hamburg
A spacious lobby with a modern design, featuring a blue sofa, yellow armchairs, and a dining area with blue chairs.

14. Hyatt Place Lexington

Hyatt Place Lexington
3.0 star property
18.6 km from Winchester Traveling Trail
8.6 out of 10, Excellent, (1,000 reviews)
"Friendly staff, nice hotel, good selection of breakfast items."
United States
Mark
The price is Rp1.581.321
Rp1.835.440 total
includes taxes & fees
1 Dec - 2 Dec
Hyatt Place Lexington
An outdoor patio with brick walls, wicker furniture, and a central fire feature.

15. TownePlace Suites by Marriott Lexington South/Hamburg Place

TownePlace Suites by Marriott Lexington South/Hamburg Place
3.0 star property
19.8 km from Winchester Traveling Trail
9.2 out of 10, Wonderful, (965 reviews)
"All around great stay."
United States
John
The price is Rp1.789.246
Rp2.076.779 total
includes taxes & fees
29 Nov - 30 Nov
TownePlace Suites by Marriott Lexington South/Hamburg Place
A room with wooden barrels lined up against the wall, numbered from 7 to 10.

16. Hotel Lex and Conference Center, Trademark Collection

Hotel Lex and Conference Center, Trademark Collection
3.0 star property
16.4 km from Winchester Traveling Trail
8.0 out of 10, Very good, (849 reviews)
"Would definitely stay here again A+"
United States
james
The price is Rp1.324.514
Rp1.537.362 total
includes taxes & fees
26 Nov - 27 Nov
Hotel Lex and Conference Center, Trademark Collection
A Courtyard by Marriott hotel with a modern design, multiple balconies, and a covered entrance.

17. Courtyard Lexington South/Hamburg Place

Courtyard Lexington South/Hamburg Place
3.0 star property
18.9 km from Winchester Traveling Trail
8.6 out of 10, Excellent, (404 reviews)
"Nice, clean place to stay! Would definitely stay here again"
United States
Angie
The price is Rp1.999.906
Rp2.321.291 total
includes taxes & fees
4 Dec - 5 Dec
Courtyard Lexington South/Hamburg Place
A hotel room with two beds, a TV, a desk with a chair, a window with curtains, and a door.

18. Days Inn Lexington SE/Hamburg

Days Inn Lexington SE/Hamburg
2.0 star property
16.2 km from Winchester Traveling Trail
7.2 out of 10, Good, (1,009 reviews)
"Our room was great! It was clean, and the sheets were amazing! The beds were comfortable and we slept great."
United States
Michele
The price is Rp930.189
Rp1.079.670 total
includes taxes & fees
22 Nov - 23 Nov
Days Inn Lexington SE/Hamburg
A spacious living area with a modern staircase, a sofa set, and a dining area.

19. Sleep Inn Lexington Hamburg

Sleep Inn Lexington Hamburg
2.5 star property
18.9 km from Winchester Traveling Trail
7.8 out of 10, Good, (891 reviews)
"Friendly staff, good location."
United States
Mark
The price is Rp1.204.686
Rp1.398.280 total
includes taxes & fees
6 Dec - 7 Dec
Sleep Inn Lexington Hamburg
A living room with a stone fireplace, two sofas, and a television mounted on the wall.

20. Comfort Inn Lexington I-75

Comfort Inn Lexington I-75
2.5 star property
16.2 km from Winchester Traveling Trail
7.4 out of 10, Good, (845 reviews)
"Nice place to stay friendly staff!"
United States
Steve
The price is Rp1.283.661
Rp1.489.945 total
includes taxes & fees
6 Dec - 7 Dec
Comfort Inn Lexington I-75
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
View all properties

Compare popular hotels close to Winchester Traveling Trail

Property
Property class
Guest rating
Breakfast included
Pool
Spa
Pet-friendly
WiFi included
A Holiday Inn Express building with a covered entrance, stone pillars, and potted plants.
Holiday Inn Express Lexington East - Winchester by IHG
2.5 star property
9.4
Exceptional
617 reviews
View
A restaurant with a counter, tables, chairs, and a kitchen area with appliances and food items.
Best Western Winchester Hotel
2.5 star property
8.4
Very good
1,002 reviews
View
A reception area with a counter, a red door, and a 'No Smoking' sign.
Value Stay
2.0 star property
7.6
Good
201 reviews
View
A hotel with a central entrance, covered parking, and a building with a beige facade and arched windows.
Comfort Inn Winchester
2.5 star property
7.2
Good
398 reviews
View
A rectangular indoor pool with a blue water surface, surrounded by a wooden deck and walls with a dark lower half.
La Quinta Inn & Suites by Wyndham Lexington South / Hamburg
3.0 star property
9.0
Wonderful
1,179 reviews
View

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

Top Winchester Traveling Trail Hotel Reviews

A restaurant with a counter, tables, chairs, and a kitchen area with appliances and food items.
Best Western Winchester Hotel

Best Western Winchester Hotel

Best Western Winchester Hotel
Winchester

10/10 Excellent

The hotel represents excellent value for money. Everything is very clean and the staff very helpful.
United Kingdom
Roy
Reviewed April 28, 2026
Best Western Winchester Hotel

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.