Penn Laird Flight + Hotel Packages

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

The Summit at Massanutten Resort by Tripforth

$656

per person

Oct 5 - Oct 9

found 1 day ago

Roundtrip non-stop flight included

New York (NYC) to Weyers Cave (SHD)

Stay at this vacation home in McGaheysville. Enjoy free parking, a fitness center, and a pool table. Popular attractions Massanutten Water Park and MPOA Go-Kart Track are located nearby.

Massanutten is always my go to vacation spot! I love it!

Reviewed on Jun 16, 2026

Oakhurst Inn at the University

$880

per person

Oct 2 - Oct 6

found 4 hours ago

Roundtrip flight included

Newark Liberty Intl. Airport (EWR) to Charlottesville (CHO)

Book a stay at this business-friendly hotel in Charlottesville. Enjoy free WiFi, breakfast (surcharge), and a sauna. Our guests praise the helpful staff in our reviews. Popular attractions John Paul Jones Arena and Downtown Mall are located nearby.

Love this place! Stay here!

Reviewed on Jul 20, 2026

Little Mod Hotel at the University

$829

per person

Oct 2 - Oct 6

found 4 hours ago

Roundtrip flight included

Newark Liberty Intl. Airport (EWR) to Charlottesville (CHO)

Stay at this hotel in Charlottesville. Enjoy free WiFi, breakfast (surcharge), and a picnic area. Our guests praise the helpful staff in our reviews. Popular attractions John Paul Jones Arena and Downtown Mall are located nearby.

Dinsmore Boutique Inn

$901

per person

Oct 2 - Oct 6

found 4 hours ago

Roundtrip flight included

Newark Liberty Intl. Airport (EWR) to Charlottesville (CHO)

Book a stay at this business-friendly B&B 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 John Paul Jones Arena are located nearby.

Beautiful Inn. Walk to the university (across the street). Wonderful bed and comfortable room. Great breakfast. Feels like home.

Reviewed on Jul 20, 2026

Virginia Guesthouse Hotel

$1,101

per person

Oct 2 - Oct 6

found 4 hours ago

Roundtrip flight included

Newark Liberty Intl. Airport (EWR) to Charlottesville (CHO)

Stay at this hotel in Charlottesville. Enjoy free WiFi, breakfast (surcharge), and a fitness center. Popular attractions John Paul Jones Arena and Downtown Mall are located nearby.

English Inn of Charlottesville

$740

per person

Oct 2 - Oct 6

found 4 hours ago

Roundtrip flight included

Newark Liberty Intl. Airport (EWR) 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 John Paul Jones Arena and Downtown Mall are located nearby.

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Reviewed on Jul 21, 2026

Iris Inn and Cabins

$1,381

per person

Oct 2 - Oct 6

found 4 hours ago

Roundtrip flight included

Newark Liberty Intl. Airport (EWR) to Weyers Cave (SHD)

Book a stay at this luxury resort in Waynesboro. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Wildlife Center of Virginia and Shenandoah Valley Art Center are located nearby.

The view and the grounds were absolutely beautiful. The room was clean and comfortable as well, and the staff was helpful and friendly.

Reviewed on Jul 12, 2026

Hampton Inn & Suites Charlottesville-At the University

$672

per person

Oct 5 - Oct 9

found 1 day ago

Roundtrip non-stop flight included

New York (NYC) to Charlottesville (CHO)

Book a stay at this business-friendly hotel in Charlottesville. Enjoy free breakfast, a fitness center, and parking (surcharge). Our guests praise the helpful staff in our reviews. Popular attractions Downtown Mall and John Paul Jones Arena are located nearby.

Penn Laird Vacation Packages 3-4 Night Stays

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