Madison Flight + Hotel Packages

Price found within the past 48 hours. Click for updated prices.

Holiday Inn Staunton Conference Center by IHG

$713

per person

Nov 19 - Nov 22

found 1 day ago

Roundtrip non-stop flight included

Houston (HOU) 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.

Wonderful staff, clean, onsite Restaurant!

Reviewed on Oct 19, 2026

Hotel Madison & Shenandoah Conference Ctr

$721

per person

Nov 19 - Nov 22

found 9 hours ago

Roundtrip non-stop flight included

Houston (HOU) to Weyers Cave (SHD)

Book a stay at this business-friendly hotel in Harrisonburg. Enjoy free WiFi, a 24-hour fitness center, and parking (surcharge). Our guests praise the restaurant and the helpful staff in our reviews. Popular attractions Harrisonburg Farmers Market and Eagle Field at Veterans Memorial Park are located nearby.

Massanutten Resort

$870

per person

Nov 30 - Dec 4

found 1 day ago

Roundtrip non-stop flight included

San Antonio (SAT) 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 Massanutten Resort are located nearby.

Nice accommodations.

Reviewed on Oct 20, 2026

Mountainside Villas at Massanutten by Tripforth

$1,059

per person

Nov 30 - Dec 4

found 1 day ago

Roundtrip non-stop flight included

San Antonio (SAT) 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 Resort and Massanutten Water Park are located nearby.

The home is dated, but it was clean and that is the most important think to me. Very convenient location. Had everything we needed. Would recommend and would stay here again.

Reviewed on Oct 19, 2026

English Inn of Charlottesville

$892

per person

Nov 24 - Nov 28

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Charlottesville (CHO)

Book a stay at this business-friendly hotel in Charlottesville. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our reviews. Popular attractions Downtown Mall and Monticello are located nearby.

Room was very clean and it was nice to be on the ground floor after a few days of sightseeing. Breakfast was great and the staff were all pleasant.

Reviewed on Oct 20, 2026

Hotel 24 South

$1,108

per person

Nov 24 - Nov 28

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) 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 very small, difficult to walk round with two Sui

Reviewed on Oct 20, 2026

The Blackburn Inn and Conference Center

$748

per person

Nov 19 - Nov 22

found 1 day ago

Roundtrip non-stop flight included

Houston (HOU) 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.

Cool property, helpful staff, comfortable beds. Unfortunately had to switch rooms due to sheets not being clean. Frustrating after a long day of travel. But was handled promptly by staff on duty. Only other complaint is the morning noise. Historic old hardwood floors but if you’re on the 1st floor you wake up hearing all movement above you.

Reviewed on Oct 20, 2026

Country Inn & Suites by Radisson, Charlottesville-UVA, VA

$898

per person

Nov 24 - Nov 28

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Charlottesville (CHO)

Book a stay at this business-friendly hotel in Charlottesville. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Downtown Mall and Monticello are located nearby.

Madison Vacation Packages 3-4 Night Stays

Price found within the past 48 hours. Click for updated prices.