Book Hotels in The Chessie Trail, VA

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Oct 2 - Oct 4
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Top The Chessie Trail hotels

Tru by Hilton Lexington, VA

Tru by Hilton Lexington, VA

2.5 out of 5
22 Hotel Dr. Lexington VA
Fully refundableReserve now, pay when you stay
$98 nightly
The price is $113 total per night from Oct 12 to Oct 13
$113 total
Oct 12 - Oct 13
Total with taxes and fees
This hotel features an indoor pool and a gym. There's no skimping on freebies - guests receive free continental breakfast, free WiFi, and free self parking. ...
"It was a stop on our way to our destination"

Reviewed on Sep 25, 2026

Opens in a new windowTru by Hilton Lexington, VA
The Gin Hotel, an Ascend Collection Hotel

The Gin Hotel, an Ascend Collection Hotel

3 out of 5
30 South Main Street Lexington VA
Fully refundable
$126 nightly
The price is $143 total per night from Oct 4 to Oct 5
$143 total
Oct 4 - Oct 5
Total with taxes and fees
This hotel features a restaurant, a gym, and a bar/lounge. Traveling on business? Take advantage of the 3 conference rooms, along with free WiFi in public areas. ...
"Hotel is well located but in severe need of a cleaning and refurbishing. Paint scuffed, all looks worn and dated. Poor parking situation and "breakfast" is minimal. Disappointing."

Reviewed on Sep 25, 2026

Opens in a new windowThe Gin Hotel, an Ascend Collection Hotel
Wingate by Wyndham Lexington

Wingate by Wyndham Lexington

3 out of 5
1100 N Lee Hwy Lexington VA
Fully refundableReserve now, pay when you stay
$71 nightly
The price is $81 total per night from Oct 4 to Oct 5
$81 total
Oct 4 - Oct 5
Total with taxes and fees
This hotel features an indoor pool and a hot tub. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Guests ...
"Would not recommend. Very outdated and not very clean. Staff wasn't helpful at all. Breakfast was horrible. Would not recommend this property"

Reviewed on Sep 28, 2026

Opens in a new windowWingate by Wyndham Lexington
Comfort Inn Lexington Virginia Horse Center

Comfort Inn Lexington Virginia Horse Center

2.5 out of 5
62 Comfort Way Lexington VA
Fully refundable
$70 nightly
The price is $80 total per night from Oct 4 to Oct 5
$80 total
Oct 4 - Oct 5
Total with taxes and fees
This hotel doesn't skimp on freebies - guests receive free buffet breakfast, free WiFi, and free self parking. Traveling on business? Take advantage of the express ...
"Clean centrally located. The staff was excellent"

Reviewed on Sep 27, 2026

Opens in a new windowComfort Inn Lexington Virginia Horse Center
Howard Johnson by Wyndham Lexington

Howard Johnson by Wyndham Lexington

2 out of 5
2836 North Lee Highway Lexington VA
Fully refundableReserve now, pay when you stay
$67 nightly
The price is $77 total per night from Sep 30 to Oct 1
$77 total
Sep 30 - Oct 1
Total with taxes and fees
This hotel features a 24-hour gym and a seasonal outdoor pool. Traveling on business? Take advantage of the business center and free WiFi in public areas. Guests ...
"Breakfast could use more protein - eggs for instance"

Reviewed on Sep 27, 2026

Opens in a new windowHoward Johnson by Wyndham Lexington
Country Inn & Suites by Radisson, Lexington, VA

Country Inn & Suites by Radisson, Lexington, VA

3 out of 5
875 N Lee Hwy Lexington VA
Fully refundable
$86 nightly
The price is $99 total per night from Oct 18 to Oct 19
$99 total
Oct 18 - Oct 19
Total with taxes and fees
This hotel features an indoor pool and a gym. Business travelers can take advantage of the free WiFi in public areas. Enjoy the hot tub and free perks like on-the-go ...
"Clean Rooms"

Reviewed on Sep 27, 2026

Opens in a new windowCountry Inn & Suites by Radisson, Lexington, VA
Sleep Inn & Suites Virginia Horse Center

Sleep Inn & Suites Virginia Horse Center

2.5 out of 5
95 Maury River Rd Lexington VA
Fully refundable
$76 nightly
The price is $87 total per night from Oct 4 to Oct 5
$87 total
Oct 4 - Oct 5
Total with taxes and fees
This hotel doesn't skimp on freebies - guests receive free buffet breakfast, free WiFi, and free self parking. Traveling on business? Take advantage of the laundry ...
Opens in a new windowSleep Inn & Suites Virginia Horse Center
Best Western Lexington Inn

Best Western Lexington Inn

2.5 out of 5
850 N Lee Highway Lexington VA
Fully refundableReserve now, pay when you stay
$70 nightly
The price is $80 total per night from Oct 4 to Oct 5
$80 total
Oct 4 - Oct 5
Total with taxes and fees
This hotel doesn't skimp on freebies - guests receive free self-serve breakfast, free WiFi, and free self parking. Traveling on business? Take advantage of the ...
Opens in a new windowBest Western Lexington Inn
Holiday Inn Express Lexington by IHG

Holiday Inn Express Lexington by IHG

2.5 out of 5
880 N Lee Hwy Lexington VA
Fully refundable
$105 nightly
The price is $121 total per night from Oct 18 to Oct 19
$121 total
Oct 18 - Oct 19
Total with taxes and fees
This hotel doesn't skimp on freebies - guests receive free buffet breakfast, free WiFi, and free self parking. Traveling on business? Take advantage of the 2 ...
Opens in a new windowHoliday Inn Express Lexington by IHG
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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.

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