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.
2.0-star property
Relax Inn By OYO Natural Bridge I-81
5.6/10 (150 reviews)
Jan 15 - Jan 17
2 night stay
Seattle (SEA) to Roanoke (ROA)
American Airlines • Non-stop roundtrip • Coach
Price was $527, price is now $502 per person
$502
per person
found 11 hours ago
better than expected for the price. It was clean. Everything worked. Bed was comfortable.
Reviewed on Sep 10, 2024
4.0-star property
Monterey Inn
9.6/10 Exceptional! (37 reviews)
Jan 22 - Jan 25
3 night stay
Atlanta (ATL) to Weyers Cave (SHD)
American Airlines • Coach
Weyers Cave (SHD) to Atlanta (ATL)
Contour Airlines • Coach
Price was $897, price is now $806 per person
$806
per person
found 12 hours ago
Incredible and beautiful space. Wonderful sleep and breakfast
Reviewed on Mar 8, 2025
4.0-star property
The Omni Homestead Resort & Spa
8.6/10 Excellent! (973 reviews)
Jan 22 - Jan 25
3 night stay
Atlanta (ATL) to Roanoke (ROA)
American Airlines • Coach
Roanoke (ROA) to Atlanta (ATL)
Contour Airlines • Coach
Price was $1,212, price is now $1,109 per person
$1,109
per person
found 12 hours ago
I booked trough orbitz and payed in advance a deposit, to my surprise they did charge again that total amount. As they claim not to had charged my card. So I got a freeze of the entire money twice.
Reviewed on Jan 22, 2025
2.5-star property
TRU by Hilton Lynchburg
9.4/10 Exceptional! (552 reviews)
Jan 15 - Jan 17
2 night stay
Seattle (SEA) to Lynchburg (LYH)
American Airlines • Non-stop roundtrip • Coach
Price was $596, price is now $569 per person
$569
per person
found 11 hours ago
This was my first TRU stay. It was awesome. I may not go back to Hampton Inns. We did have one issue with our A/C and they immediately offered to move us. Excellent customer service.
Reviewed on Jul 28, 2025
Top rated hotels for your The Chessie Trail vacation package
Wingate by Wyndham Lexington
1100 N Lee Hwy Lexington VA
Free Cancellation
Reserve now, pay when you stay
2.13 mi from city center
$68 nightly
The price is $78 total per night
$78 total
Dec 26 - Dec 27
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 luggage storage, dry cleaning/laundry, and securing valuables. Additional amenities include meeting rooms, conference space, and a 24-hour business center.
Comfort Inn Lexington Virginia Horse Center
62 Comfort Way Lexington VA
Free Cancellation
Reserve now, pay when you stay
1.8 mi from city center
$71 nightly
The price is $82 total per night
$82 total
Dec 22 - Dec 23
Total with taxes and fees
Renovated in 2019, Comfort Inn Lexington Virginia Horse Center offers an indoor pool, free WiFi in public areas, and coffee in a common area. There's free parking if you drive. Front-desk staff are standing by 24/7 to assist with any requests. Additional amenities include express check-out, laundry facilities, and a picnic area.
Hampton Inn Lexington-Historic District
401 E Nelson St Lexington VA
Free Cancellation
Reserve now, pay when you stay
0.33 mi from city center
$103 nightly
The price is $117 total per night
$117 total
Dec 22 - Dec 23
Total with taxes and fees
Hampton Inn Lexington-Historic District offers a gym, free WiFi in public areas, and a hot tub. Free parking is included with your stay. The front desk is staffed 24/7 to help secure valuables, and answer any questions about the accommodations. Additional amenities include a business center, a seasonal outdoor pool, and coffee/tea in a common area.
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.
Explore More Ways to Travel with Travelocity
- Apartments in Buena Vista
- Cabin Rentals in Buena Vista
- Pet Friendly Hotels in Buena Vista
- Buena Vista Hotels
- Vacation Homes in Buena Vista
- Rv Parks in Buena Vista
- Hotels near Washington and Lee University
- Hotels near Virginia Horse Center
- 4 Star Hotels in Lexington
- Farmstay in Lexington
- Apartments in Lexington
- B&B in Lexington
- Cabin Rentals in Lexington
- Beach Resorts & in Lexington
- Boutique Hotels in Lexington
- Cheap Hotels in Lexington
- Business Hotels in Lexington
- Kid Friendly Hotels in Lexington
- Gay Friendly Hotels in Lexington
- Golf Resorts & in Lexington
- Historic Hotels in Lexington
- Hotels with Pool in Lexington
- Hotels with Balconies in Lexington
- Hotels with Bar in Lexington
- Hotels with Free Breakfast in Lexington
- Hotels with Hot Tubs in Lexington
- Hotels with an Indoor Pool in Lexington
- Luxury Hotels in Lexington
- Pet Friendly Hotels in Lexington
- Romantic Getaways & Hotels in Lexington
- Ski Resorts & in Lexington
- Spa Resorts & in Lexington
- Hotels with a Wedding Venue in Lexington
- Winery Hotels in Lexington
- Lexington Hotels
- Inns in Lexington
- Lodges in Lexington
- Motels in Lexington
- Town Houses in Lexington
- Hotels near Southern Virginia University
- Hotels near Lee Chapel and Museum
- Hotels near Virginia Military Institute
- Hotels near Boxerwood Gardens
- Hotels near VMI Museum
- Hotels near Stonewall Jackson Grave
- Hotels near The Lexington Golf & Country Club
- Hotels near Stonewall Jackson Memorial Cemetery
- Hotels near Stonewall Jackson House
- Flights from Atlanta to Buena Vista
- Flights from Boston to Buena Vista
- Flights from Dallas to Buena Vista
- Flights from Denver to Buena Vista
- Flights from Los Angeles to Buena Vista
- Flights from Minneapolis - St. Paul to Buena Vista
- Flights from Salt Lake City to Buena Vista
- Flights from Durango to Buena Vista
- Flights from Portland to Buena Vista
- Flights from Buena Vista
- Flights from Myrtle Beach to Buena Vista
- Flights from Newark to Buena Vista
- Flights from Spokane to Buena Vista
- Flights from Grand Rapids to Buena Vista
- Flights from Rapid City to Buena Vista
- Flights from Bozeman to Buena Vista
- Flights to Lexington
- Flights from Newark to Lexington
- Flights from Lexington
- Buena Vista Vacations
- The Toy Museum at Natural Bridge of Virginia
- Winton Country Club
- Lyndhurst Vacations
- Natural Bridge Zoo
- Natural Bridge Caverns
- Lynchburg Vacations
- Lexington Vacations
- Goode Vacations
- Staunton Vacations
- American Shakespeare Center
- Bold Rock Hard Cider Nellysford Cidery
- Natural Bridge Vacations
- Arrington Vacations
- Montebello Vacations
- Miller Center
- Forest Vacations
- Wintergreen Vacations
- Millboro Springs Vacations
- Nellysford Vacations
- Stuarts Draft Vacations
- Virginia Safari Park
- Eagle Rock Vacations
- Raven's Roost Overlook
- Clifton Forge Vacations
- Wintergreen Resort
- Stoney Creek Golf Course
- Swoope Vacations
- Hot Springs Vacations
- Goshen Pass Natural Area Preserve
