The Chessie Trail Vacation Packages
Book a Stay + Flight or Car to save on your trip
Top The Chessie Trail vacation package deals
Price found within the past 48 hours. Click for updated prices.
2.5-star property
Affordable Corporate Suites of Overland Drive
9.4/10 Exceptional! (330 reviews)
Aug 25 - Aug 28
3 night stay
Dallas (DFW) to Roanoke (ROA)
Delta • Non-stop roundtrip • Coach
Price was $1,085, price is now $653 per person
$653
per person
found 10 hours ago
Great place! Easy checking, friendly employees, clean, very quiet!! Queen bed exceptionally comfortable! Will stay again!
Reviewed on Oct 15, 2023
2.0-star property
Days Inn by Wyndham Salem
7.2/10 Good! (291 reviews)
Aug 25 - Aug 28
3 night stay
Dallas (DFW) to Roanoke (ROA)
Delta • Non-stop roundtrip • Coach
Price was $1,042, price is now $630 per person
$630
per person
found 10 hours ago
Nice clean hotel. The breakfast was very convenient.
Reviewed on Jun 3, 2026
2.0-star property
The Promissory Hotel
Downtown Roanoke
9.6/10 Exceptional! (81 reviews)
Aug 25 - Aug 28
3 night stay
Dallas (DFW) to Roanoke (ROA)
Delta • Non-stop roundtrip • Coach
Price was $1,230, price is now $751 per person
$751
per person
found 10 hours ago
Amazing new property adn what set the place apart was the amazing staff. So welcoming and helpful!
Reviewed on Apr 11, 2026
Top rated hotels for your The Chessie Trail vacation package
Howard Johnson by Wyndham Lexington
2836 North Lee Highway Lexington VA
Free Cancellation
Reserve now, pay when you stay
5.46 mi from city center
$60 nightly
The price is $69 total per night
$69 total
Jun 8 - Jun 9
Total with taxes and fees
At Howard Johnson by Wyndham Lexington, guests have access to a 24-hour gym, free WiFi in public areas, and conference space. There's free parking if you drive. The 24-hour front desk has staff standing by to help with securing valuables and luggage storage. Additional amenities include a business center, a seasonal outdoor pool, and coffee/tea in a common area.
Pool
Breakfast included
Wingate by Wyndham Lexington
1100 N Lee Hwy Lexington VA
Free Cancellation
Reserve now, pay when you stay
2.13 mi from city center
$95 nightly
The price is $110 total per night
$110 total
Jun 11 - Jun 12
Total with taxes and fees
At Wingate by Wyndham Lexington, guests have access to an indoor pool, free WiFi in public areas, and a hot tub. If you drive, put free parking to good use. The 24-hour front desk has staff standing by to help with dry cleaning/laundry, luggage storage, and securing valuables. Additional amenities include meeting rooms, conference space, and a 24-hour business center.
Pool
Hot Tub
Tru by Hilton Lexington, VA
22 Hotel Dr. Lexington VA
Free Cancellation
Reserve now, pay when you stay
1.68 mi from city center
$85 nightly
The price is $98 total per night
$98 total
Jun 28 - Jun 29
Total with taxes and fees
At Tru by Hilton Lexington, VA, guests enjoy an indoor pool, a gym, and free WiFi in public areas. Free parking is available if you drive. The 24-hour front desk has staff always at the ready. Additional amenities include a business center and coffee/tea in a common area.
Pool
Breakfast included
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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