
Deals on vacations and trips to The Chessie Trail
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The Chessie Trail flight + hotel vacation packages
Price found within the past 48 hours. Click for updated prices.

Affordable Corporate Suites of Overland Drive
Price was $682, price is now $557 per person
$557
per person
May 18 - May 24
found 1 day ago
Roundtrip non-stop flight included
Minneapolis (MSP) to Roanoke (ROA)
This motel features a picnic area, laundry facilities, and free parking. Barbecue grills are provided for your convenience.

The West End Flats
West End
Price was $740, price is now $564 per person
$564
per person
May 25 - May 30
found 1 day ago
Roundtrip non-stop flight included
Minneapolis (MSP) to Roanoke (ROA)
This aparthotel doesn't skimp on freebies - guests receive free WiFi and free self parking. Business travelers can take advantage of the express check-out. There's a bar/lounge on site, and laundry facilities and concierge services are also provided.

The Promissory Hotel
Downtown Roanoke
Price was $1,032, price is now $824 per person
$824
per person
May 18 - May 24
found 1 day ago
Roundtrip non-stop flight included
Minneapolis (MSP) to Roanoke (ROA)
This hotel features a restaurant, a 24-hour gym, and a bar/lounge. WiFi in public areas is free. Self parking, a coffee shop, and luggage storage are also offered.

Lakeinn
Price was $680, price is now $562 per person
$562
per person
May 18 - May 24
found 1 day ago
Roundtrip non-stop flight included
Minneapolis (MSP) to Roanoke (ROA)
Staff at the 24-hour front desk can provide around-the-clock assistance. If you want to take your pet along, this pet-friendly property offers everything you'll need for your pet including an off-leash area. Take advantage of the free self parking.

Colony House Motor Lodge
Franklin-Colonial
Price was $807, price is now $669 per person
$669
per person
May 18 - May 24
found 1 day ago
Roundtrip non-stop flight included
Minneapolis (MSP) to Roanoke (ROA)
This hotel doesn't skimp on freebies - guests receive free WiFi and free self parking. If you want to take your pet along, this pet-friendly property offers everything you'll need for your pet including an off-leash area. Enjoy the seasonal outdoor pool and conveniences like a 24-hour front desk and laundry facilities.
Top The Chessie Trail hotels deals

Best Western Lexington Inn
850 N Lee Highway Lexington VA
Free Cancellation
Reserve now, pay when you stay
$68 nightly
The price is $78 total per night
$78 total
Apr 19 - Apr 20
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 business center and free internet in public areas. There's a gym on site, and a 24-hour front desk and a fireplace in the lobby are also provided.
Breakfast included
Pet friendly

Howard Johnson by Wyndham Lexington
2836 North Lee Highway Lexington VA
Free Cancellation
Reserve now, pay when you stay
$60 nightly
The price is $69 total per night
$69 total
Apr 9 - Apr 10
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 will appreciate freebies like continental breakfast and free self parking.
Pool
Breakfast included

The Gin Hotel, an Ascend Collection Hotel
30 South Main Street Lexington VA
Free Cancellation
$111 nightly
The price is $126 total per night
$126 total
May 3 - May 4
Total with taxes and fees
This hotel features a restaurant, a gym, and a bar/lounge. Traveling on business? Take advantage of the free WiFi in public areas and onsite conference space. Guests will appreciate freebies like on-the-go breakfast and free self parking.
Breakfast included
Parking included

Hampton Inn Lexington-Historic District
401 E Nelson St Lexington VA
Free Cancellation
Reserve now, pay when you stay
$108 nightly
The price is $123 total per night
$123 total
Apr 20 - Apr 21
Total with taxes and fees
This hotel features a gym and a seasonal outdoor pool. Traveling on business? Take advantage of the business center and free WiFi in public areas. Enjoy the hot tub and free perks like buffet breakfast and free self parking.
Pool
Hot Tub

Holiday Inn Express Lexington by IHG
880 N Lee Hwy Lexington VA
Free Cancellation
$93 nightly
The price is $107 total per night
$107 total
Apr 19 - Apr 20
Total with taxes and fees
This hotel doesn't skimp on freebies - guests receive free buffet breakfast, free WiFi, and free self parking. Traveling for business? Take advantage of the 24-hour business center, express check-in, and conference space. Express check-out, dry cleaning, and luggage storage are also on offer.
Breakfast included
Pet friendly

Wingate by Wyndham Lexington
1100 N Lee Hwy Lexington VA
Free Cancellation
Reserve now, pay when you stay
$84 nightly
The price is $97 total per night
$97 total
Apr 15 - Apr 16
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 will appreciate freebies like continental breakfast and free self parking.
Pool
Hot Tub
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.
Popular places to visit

Virginia Military Institute
4.5/5(144 reviews)
Explore the campus of Virginia Military Institute, during your travels in Lexington. Attend a sporting event in the area, or seek out the horseback riding.
Washington and Lee University
4.5/5(149 reviews)
Enjoy the collegiate vibe when you visit Washington and Lee University, during your travels in Lexington. While you're here, you can savor the top-notch restaurants.
Virginia Horse Center
4.5/5(55 reviews)
You can take time to visit Virginia Horse Center during your travels to Lexington. Attend a sporting event in the area, or seek out the horseback riding.
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