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21 Dec - 22 Dec
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Our top choices for Winchester Traveling Trail hotels

In-room safe, desk, laptop workspace, blackout curtains
Holiday Inn Express Lexington East - Winchester by IHG

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, (525)
"The room was clean, bed was very comfortable and the staff couldn’t have been nicer!"
United States
Stevy
The price is Rp1.624.750
Rp1.791.078 total
includes taxes & fees
7 Jan - 8 Jan 2026
Holiday Inn Express Lexington East - Winchester by IHG
Free daily full breakfast
Best Western Winchester Hotel

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, (1000)
"Clean room, friendly and fast check in service and had a great nights sleep "
United States
Cynthia
The price is Rp1.210.020
Rp1.333.927 total
includes taxes & fees
25 Dec - 26 Dec
Best Western Winchester Hotel
Suite, 1 King Bed, Hot Tub | Free WiFi, bed sheets
Value Stay

Value Stay

Value Stay
2.0 star property
2.9 km from Winchester Traveling Trail
7.8 out of 10, Good, (125)
"Awesome rooms and service"
United States
Brandon
The price is Rp1.122.250
Rp1.237.155 total
includes taxes & fees
22 Dec - 23 Dec
Value Stay
Indoor pool
Comfort Inn Winchester

Comfort Inn Winchester

Comfort Inn Winchester
2.5 star property
2.9 km from Winchester Traveling Trail
7.0 out of 10, Good, (353)
"The pool had no water. There was no pool available. There wasn't any hot water in our room. Unless you run it for 15/20 min"
United States
teresa
The price is Rp1.210.858
Rp1.334.851 total
includes taxes & fees
11 Jan - 12 Jan 2026
Comfort Inn Winchester
Lobby
Hampton Inn Winchester

Hampton Inn Winchester

Hampton Inn Winchester
2.5 star property
3.9 km from Winchester Traveling Trail
9.2 out of 10, Wonderful, (452)
"Would stay there again"
United States
Patricia
The price is Rp2.060.250
Rp2.271.218 total
includes taxes & fees
11 Jan - 12 Jan 2026
Hampton Inn Winchester
Indoor pool
Baymont by Wyndham Winchester

Baymont by Wyndham Winchester

Baymont by Wyndham Winchester
2.5 star property
3.8 km from Winchester Traveling Trail
7.2 out of 10, Good, (771)
"The room was all that we expected very good. Staff was very friendly."
United States
LEROY
The price is Rp1.352.563
Rp1.491.066 total
includes taxes & fees
30 Dec - 31 Dec
Baymont by Wyndham Winchester
Exterior
Red Roof Inn Winchester - Lexington East

Red Roof Inn Winchester - Lexington East

Red Roof Inn Winchester - Lexington East
2.0 star property
3.9 km from Winchester Traveling Trail
6.4 out of 10, (587)
"Great stay"
United States
Walter
The price is Rp1.043.542
Rp1.150.401 total
includes taxes & fees
24 Dec - 25 Dec
Red Roof Inn Winchester - Lexington East
Free daily continental breakfast
Econo Lodge Lexington Southeast

Econo Lodge Lexington Southeast

Econo Lodge Lexington Southeast
2.0 star property
16.3 km from Winchester Traveling Trail
6.4 out of 10, (759)
"Staff very friendly and helpful. Hotel was clean and in a nice location close to restaurants and local venues."
United States
Heather N
The price is Rp865.640
Rp1.004.749 total
includes taxes & fees
12 Jan - 13 Jan 2026
Econo Lodge Lexington Southeast
Indoor pool, pool loungers
La Quinta Inn & Suites by Wyndham Lexington South / Hamburg

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
8.8 out of 10, Excellent, (1230)
"Friendly and Clean!"
United States
Roy
The price is Rp1.460.600
Rp1.695.268 total
includes taxes & fees
23 Dec - 24 Dec
La Quinta Inn & Suites by Wyndham Lexington South / Hamburg
Reception
Hotel LEX, Trademark Collection by Wyndham

Hotel LEX, Trademark Collection by Wyndham

Hotel LEX, Trademark Collection by Wyndham
3.0 star property
16.4 km from Winchester Traveling Trail
8.4 out of 10, Very good, (566)
"We enjoyed our stay! "
Canada
Carla
The price is Rp1.210.188
Rp1.404.664 total
includes taxes & fees
26 Dec - 27 Dec
Hotel LEX, Trademark Collection by Wyndham
Outdoor pool, pool umbrellas, pool loungers
Homewood Suites Lexington-Hamburg

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, (661)
"Clean and very nice room. Nice and helpful staff too. You get some noise from the highway if it’s raining just due to the location. Otherwise, very quiet rooms. Breakfast is just ok with not many options for the kids, but great overall stay. "
United States
Mike
The price is Rp1.565.790
Rp1.817.412 total
includes taxes & fees
16 Jan - 17 Jan 2026
Homewood Suites Lexington-Hamburg
Terrace/patio
Home2 Suites by Hilton Lexington Hamburg

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, (1002)
"room was very clean- bed was comfortable - breakfast was good."
United States
BRENDA
The price is Rp1.634.465
Rp1.897.123 total
includes taxes & fees
28 Dec - 29 Dec
Home2 Suites by Hilton Lexington Hamburg
Exterior
avid hotel Lexington - Hamburg Area by IHG

avid hotel Lexington - Hamburg Area by IHG

avid hotel Lexington - Hamburg Area by IHG
2.5 star property
19 km from Winchester Traveling Trail
9.2 out of 10, Wonderful, (873)
"Will stay at this place again"
United States
Don
The price is Rp1.239.500
Rp1.438.688 total
includes taxes & fees
23 Dec - 24 Dec
avid hotel Lexington - Hamburg Area by IHG
Exterior
Holiday Inn Lexington - Hamburg by IHG

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, (1003)
"Clean room, close to restaurants"
United States
andrea
The price is Rp1.407.000
Rp1.633.105 total
includes taxes & fees
26 Dec - 27 Dec
Holiday Inn Lexington - Hamburg by IHG
Restaurant
Residence Inn Lexington South/Hamburg Place

Residence Inn Lexington South/Hamburg Place

Residence Inn Lexington South/Hamburg Place
3.0 star property
19.9 km from Winchester Traveling Trail
9.4 out of 10, Exceptional, (362)
"Great place to stay for a family of five adults "
United States
dee
The price is Rp1.869.300
Rp2.169.696 total
includes taxes & fees
16 Jan - 17 Jan 2026
Residence Inn Lexington South/Hamburg Place
Lobby
Hyatt Place Lexington

Hyatt Place Lexington

Hyatt Place Lexington
3.0 star property
18.6 km from Winchester Traveling Trail
8.8 out of 10, Excellent, (1007)
"Appreciate the noon check out time; it gave me a morning to work before leaving"
United States
Scott
The price is Rp1.643.175
Rp1.907.233 total
includes taxes & fees
22 Dec - 23 Dec
Hyatt Place Lexington
Snack bar
Tru By Hilton Lexington Hamburg

Tru By Hilton Lexington Hamburg

Tru By Hilton Lexington Hamburg
2.5 star property
19.7 km from Winchester Traveling Trail
9.2 out of 10, Wonderful, (160)
"Amazing location, we always stay at Tru, Room was clean and spacious. The staff were very friendly and welcoming. The breakfast buffet was delicious. Plenty of parking. We will definitely return in the future."
United States
Lisa
The price is Rp1.391.088
Rp1.614.637 total
includes taxes & fees
28 Dec - 29 Dec
Tru By Hilton Lexington Hamburg
Property amenity
TownePlace Suites by Marriott Lexington South/Hamburg Place

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, (909)
"A very pleasant stay with convenience to shopping and dining."
United States
Dale
The price is Rp1.551.887
Rp1.801.276 total
includes taxes & fees
25 Dec - 26 Dec
TownePlace Suites by Marriott Lexington South/Hamburg Place
Breakfast and dinner served, American cuisine
Hilton Garden Inn Lexington Hamburg

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, (848)
"Clean Room staff was great"
United States
Richard
The price is Rp1.396.280
Rp1.620.662 total
includes taxes & fees
28 Dec - 29 Dec
Hilton Garden Inn Lexington Hamburg
BBQ/picnic Area
Courtyard Lexington South/Hamburg Place

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, (374)
"Very nice lobby and very nice staff"
United States
Tracey
The price is Rp1.907.825
Rp2.214.412 total
includes taxes & fees
28 Dec - 29 Dec
Courtyard Lexington South/Hamburg Place
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

Top Winchester Traveling Trail Hotel Reviews

Home2 Suites by Hilton Lexington Hamburg

Home2 Suites by Hilton Lexington Hamburg

10/10 Excellent
"room was very clean- bed was comfortable - breakfast was good."
BRENDA 1-night trip
Posted 6 days ago
Home2 Suites by Hilton Lexington Hamburg
Spark by Hilton Lexington Hamburg

Spark by Hilton Lexington Hamburg

10/10 Excellent
"La habitación y el personal muy amable."
Danny 3-night trip
Posted 6 days ago
Spark by Hilton Lexington Hamburg

Hotels near other Winchester Traveling Trail attractions

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

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. You'll find 17 hotels and other accommodations within a few miles for a convenient home base.
What's the best place to stay near Winchester Traveling Trail?
Best Western Winchester Hotel is one of the top choices for your stay based on our traveller data, and this hotel offers free breakfast and free parking. It's located 1.2 mi (1.9 km) from Winchester Traveling Trail. Other good choices in the area include La Quinta Inn & Suites by Wyndham Lexington South / Hamburg and GuestHouse Lexington.
How many hotels will I find close to Winchester Traveling Trail?
Expedia has 17 hotels and other accommodation options a few miles 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.