Search Deals onGreenville Vacation Packages
Greenville Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.
The Blackburn Inn and Conference Center
Price was $551, price is now $453 per person
$453
per person
Nov 13 - Nov 15
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Weyers Cave (SHD)
Stay at this hotel in Staunton. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Staunton Railroad Station and American Shakespeare Center are located nearby.
Massanutten's Regal Vistas by Tripforth
Price was $1,102, price is now $983 per person
$983
per person
Oct 31 - Nov 3
found 1 day ago
Roundtrip non-stop flight included
Charleston (CHS) to Weyers Cave (SHD)
Stay at this vacation home in McGaheysville. Enjoy free WiFi, free parking, and a fitness center. Popular attractions Massanutten Water Park and Massanutten Resort are located nearby.
Everything was great the check-in the home was clean would absolutely stay again
Reviewed on Aug 26, 2026
Hotel 24 South
Price was $514, price is now $459 per person
$459
per person
Nov 13 - Nov 15
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Weyers Cave (SHD)
Book a stay at this historic hotel in Staunton. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the helpful staff and the convenient parking in our reviews. Popular attractions American Shakespeare Center and R.R. Smith Center for History & Art are located nearby.
The room was clean and the grab bars in the shower helpful.
Reviewed on Aug 26, 2026
Mountainside Villas at Massanutten by Tripforth
Price was $872, price is now $798 per person
$798
per person
Oct 31 - Nov 3
found 1 day ago
Roundtrip non-stop flight included
Charleston (CHS) to Weyers Cave (SHD)
Stay at this vacation home in McGaheysville. Enjoy free parking, a fitness center, and conference space. Our guests praise the helpful staff in our reviews. Popular attractions Massanutten Water Park and MPOA Go-Kart Track are located nearby.
Great spot for large group.
Reviewed on Aug 21, 2026
Holiday Inn Staunton Conference Center by IHG
Price was $1,384, price is now $1,293 per person
$1,293
per person
Oct 18 - Oct 23
found 13 hours ago
Roundtrip flight included
Chicago (ORD) to Weyers Cave (SHD)
Book a stay at this golf hotel in Staunton. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. Popular attractions Factory Antique Mall and Bertie Murphy Deming Fine Arts Center are located nearby.
The hotel seemed nice....looked good. What made it a terrible stay for me was the bed/ matress comfort. It was so hard. It felt like I was in a sleeping bag on the floor. It hurt so bad that I slept on top of four pillows just to have any comfort. The box spring was metal...no spring. I almost slept in my car. Very disappointing for Holiday Inn!! I will not stay here again.
Reviewed on Aug 22, 2026
Massanutten Resort
Price was $1,411, price is now $1,335 per person
$1,335
per person
Oct 18 - Oct 23
found 14 hours ago
Roundtrip flight included
Chicago (ORD) to Weyers Cave (SHD)
Book a stay at this spa hotel in McGaheysville. Enjoy free WiFi, free parking, and 2 indoor pools. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Massanutten Water Park and MPOA Go-Kart Track are located nearby.
Nice property and many activities at the resort. The condo itself is very spacious and clean. We loved our stay here!
Reviewed on Aug 26, 2026
Spark by Hilton Waynesboro
Price was $1,353, price is now $1,308 per person
$1,308
per person
Oct 18 - Oct 23
found 14 hours ago
Roundtrip flight included
Chicago (ORD) to Weyers Cave (SHD)
Book a stay at this business-friendly hotel in Waynesboro. Enjoy free breakfast, free WiFi, and a 24-hour fitness center. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Fastrax and P. Buckley Moss Gallery are located nearby.
Hotel used to be a Days Inn I believe. Doesn’t meet Hilton standards in my opinion. It has been updated it appears but still has a disappointing feel. Breakfast was a disappointment as well. Probably will find something different next time.
Reviewed on Aug 25, 2026
Holiday Inn Express & Suites Waynesboro East by IHG
Price was $1,460, price is now $1,416 per person
$1,416
per person
Oct 18 - Oct 23
found 14 hours ago
Roundtrip flight included
Chicago (ORD) to Weyers Cave (SHD)
Stay at this hotel in Waynesboro. Enjoy free breakfast, free WiFi, and a fitness center. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Fastrax and P. Buckley Moss Gallery are located nearby.
Greenville Vacation Packages 3-4 Night Stays
Price found within the past 48 hours. Click for updated prices.
Greenville Vacation Packages 5-7 Night Stays
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