
The Chessie Trail Vacation Packages
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Price found within the past 48 hours. Click for updated prices.

2.0-star property
Days Inn by Wyndham Staunton
7.2/10 Good! (1,004 reviews)
May 15 - May 17
2 night stay
Houston (HOU) to Weyers Cave (SHD)
American Airlines • Non-stop roundtrip • FirstClass
Price was $842, price is now $823 per person
$823
per person
found 1 hour ago
The beds are always comfortable there, but they need to keep the place clean and replace the towels. Most the towels and wash clothes have stains on them. Apart from that, it’s a decent and affordable place to sleep over while traveling
Reviewed on Nov 13, 2025

3.0-star property
Holiday Inn Staunton Conference Center by IHG
8.2/10 Very Good! (1,001 reviews)
May 15 - May 17
2 night stay
Houston (HOU) to Weyers Cave (SHD)
American Airlines • Non-stop roundtrip • FirstClass
Price was $903, price is now $862 per person
$862
per person
found 1 hour ago
The restaurant on sight is very sporadic and depends on available employment. When the restaurant is open, this place is great! It’s our go to pit stop between Tennessee and New York. Everyone is so friendly here, and if the restaurant isn’t open, there are numerous choices just a short drive away and some even deliver to the hotel. All in all we love this place and definitely recommend it. If you have kids, they have an indoor pool and if you have pets they are welcome in certain rooms. Very convenient!
Reviewed on Dec 1, 2024


3.0-star property
Valley Extended Suites
9/10 Wonderful! (217 reviews)
May 15 - May 17
2 night stay
Houston (HOU) to Weyers Cave (SHD)
American Airlines • Non-stop roundtrip • FirstClass
Price was $857, price is now $833 per person
$833
per person
found 1 hour ago
Facility was nice but the noise from upstairs renters was all night long and then construction started on another phase at 7:30. Just not restful. Staff was great though
Reviewed on May 11, 2024

2.5-star property
avid hotel Staunton by IHG
9/10 Wonderful! (1,000 reviews)
May 15 - May 17
2 night stay
Houston (HOU) to Weyers Cave (SHD)
American Airlines • Non-stop roundtrip • FirstClass
Price was $967, price is now $946 per person
$946
per person
found 1 hour ago
If you like breakfast then this might not be the best choice. I was hoping for either pancakes or waffles like most hotels have but they didn’t have either. I wish hotels could list their breakfast menu online so you’d know ahead of time. For most people that might not matter, but when you have an Autistic child who only eats specific things, then it matters. Live and learn I guess. Overall the hotel was very nice though.
Reviewed on May 29, 2025
Top rated hotels for your The Chessie Trail vacation package

Best Western Lexington Inn
850 N Lee Highway Lexington VA
Free Cancellation
Reserve now, pay when you stay
1.61 mi from city center
$68 nightly
The price is $78 total per night
$78 total
Mar 29 - Mar 30
Total with taxes and fees
Renovated in 2025, Best Western Lexington Inn offers a gym, free WiFi in public areas, and a business center. A stay here includes free parking. Front-desk staff can answer questions 24/7, and assist with securing valuables, dry cleaning/laundry, and luggage storage. If you like to take your furry friend along on your adventures, this pet-friendly property offers an off-leash area. Additional amenities include a computer station, express check-in, and express check-out.
Breakfast included
Pet friendly

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
$106 nightly
The price is $120 total per night
$120 total
Apr 1 - Apr 2
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.
Pool
Hot Tub

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
$58 nightly
The price is $67 total per night
$67 total
Apr 19 - Apr 20
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 luggage storage and securing valuables. 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.
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