Skyline Drive Vacation Packages
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Top Skyline Drive vacation package deals
Price found within the past 48 hours. Click for updated prices.
4.0-star property
DoubleTree by Hilton Hotel Charlottesville
Rio
7.8/10 Good! (1,001 reviews)
Aug 7 - Aug 11
4 night stay
Chicago (ORD) to Charlottesville (CHO)
Spirit Airlines • Coach
Charlottesville (CHO) to Chicago (ORD)
United • Coach
per person
found 1 day ago
Tim the bartender and front desk staff were phenomenal !!!
Reviewed on Jun 21, 2025
2.5-star property
Sleep Inn & Suites Harrisonburg near University
8.4/10 Very Good! (1,002 reviews)
Aug 1 - Aug 8
7 night stay
Chicago (ORD) to Weyers Cave (SHD)
Southwest Airlines • Coach
Weyers Cave (SHD) to Chicago (ORD)
Spirit Airlines • Coach
per person
found 4 hours ago
Room was quiet and has enough space. Bathroom needs deep clean and treatment for mold. Elevator is poorly working and has weird shaking noises. Breakfast is horrible almost not excisting, so plan ahead of time what you gonna eat.
Reviewed on Jun 1, 2025
3.0-star property
English Inn of Charlottesville
The Meadows
9.2/10 Wonderful! (2,261 reviews)
Aug 7 - Aug 11
4 night stay
Chicago (ORD) to Charlottesville (CHO)
Spirit Airlines • Coach
Charlottesville (CHO) to Chicago (ORD)
United • Coach
per person
found 1 day ago
Sheets was blood stained. No communication with cleaning person. Didn’t speak English. Had to sit outside room while she changed sheets. Stay here all the time first experience with all this.
Reviewed on Jun 15, 2025
3.5-star property
The Blackburn Inn and Conference Center
9.2/10 Wonderful! (986 reviews)
Aug 7 - Aug 11
4 night stay
Chicago (ORD) to Weyers Cave (SHD)
Spirit Airlines • Coach
Weyers Cave (SHD) to Chicago (ORD)
United • Coach
per person
found 1 day ago
Nice, quaint property. Hardwood floors and nice view. Only concern is that there are some rooms on the 4th floor which isn't accessible via the elevator.
Reviewed on Jun 13, 2025
2.5-star property
Bluegreen Shenandoah Crossing, Ascend Resort Collection
8.2/10 Very Good! (787 reviews)
Aug 7 - Aug 11
4 night stay
Chicago (ORD) to Charlottesville (CHO)
Spirit Airlines • Coach
Charlottesville (CHO) to Chicago (ORD)
United • Coach
per person
found 1 day ago
The cabin could've been a little cleaner
Reviewed on Nov 19, 2023
Top rated hotels for your Skyline Drive vacation package
English Inn of Charlottesville
2000 Morton Drive, Charlottesville, VA
Free Cancellation
Reserve now, pay when you stay
29.46 mi from city center
At English Inn of Charlottesville, guests enjoy features like an indoor pool, a gym, and free WiFi in public areas. If you decide to drive, there's free parking. Front-desk staff are standing by 24/7 to assist with any requests. Additional amenities include a 24-hour business center, laundry facilities, and a water dispenser.
Massanutten Resort
1822 Resort Dr, McGaheysville, VA
13.94 mi from city center
Massanutten Resort features a golf course, a full-service spa, and 2 indoor pools. There's free parking if you drive. The 24-hour front desk has staff standing by to help with access to locker space and concierge services. If you like to take your furry friend along on your adventures, this pet-friendly property offers food and water bowls and an off-leash area. Other amenities at this ski hotel include a water park, a children's pool, and a gym.
Ramada by Wyndham Harrisonburg
91 Pleasant Valley Rd, I-81 Exit 243, Harrisonburg, VA
Free Cancellation
Reserve now, pay when you stay
23.88 mi from city center
Guests of Ramada by Wyndham Harrisonburg enjoy access to free WiFi in public areas, conference space, and a business center. Free parking is included with your stay. The 24-hour front desk has staff standing by to help with concierge services, dry cleaning/laundry, and securing valuables. Additional amenities include a seasonal outdoor pool, free newspapers, and a terrace.
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.
