Search Deals onShenandoah Vacation Packages
Shenandoah Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.

Shenandoah Wilderness Traveler
Price was $502, price is now $430 per person
$430
per person
Sep 3 - Sep 7
found 16 hours ago
Roundtrip flight included
Orlando (MCO) to Charlottesville (CHO)
Stay at this hotel in Gordonsville. Enjoy free WiFi, free parking, and 3 outdoor pools. Popular attraction Graves Fine Art Gallery is located nearby.
Beautiful place.
Reviewed on Jul 28, 2026

The Doyle Hotel
Save 100% on your flight
Price was $1,377, price is now $995 per person
$995
per person
Sep 3 - Sep 7
found 16 hours ago
Roundtrip flight included
Orlando (MCO) to Charlottesville (CHO)
Book a stay at this business-friendly hotel in Charlottesville. Enjoy free WiFi, 2 restaurants, and 2 bars/lounges. Our guests praise the bar and the helpful staff in our reviews. Popular attractions Downtown Mall and John Paul Jones Arena are located nearby.
Excellent location and clean rooms.
Reviewed on Jul 28, 2026

Little Mod Hotel at the University
Price was $1,517, price is now $1,150 per person
$1,150
per person
Sep 25 - Sep 27
found 8 hours ago
Roundtrip non-stop flight included
New York (JFK) 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.
This is advertised as a hotel but is a motel. My daughter and I arrived at 9:30pm and there was no one there and instead, a sign to call a sister hotel. The light in front was blinking and I didn’t feel safe staying. I tried to get a refund through the hotel and Expedia as we did not stay and both refused. Absolutely terrible
Reviewed on Jul 26, 2026

Oakhurst Inn at the University
Price was $1,665, price is now $1,263 per person
$1,263
per person
Sep 25 - Sep 27
found 8 hours ago
Roundtrip non-stop flight included
New York (JFK) 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.
Great place to stay right next to UVA. Wonderful charm. It was a great stay for us and the staff was very accommodating to any of our requests.
Reviewed on Jul 26, 2026

Dinsmore Boutique Inn
Save 100% on your flight
Price was $936, price is now $721 per person
$721
per person
Sep 3 - Sep 7
found 16 hours ago
Roundtrip flight included
Orlando (MCO) 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.
The building and room were very charming and beautifully decorated. We loved our room, but if you have mobility issues or problems with stairs, it might be difficult to navigate.
The staff was very communicative and the checkin process was easy. The location was perfect and the UVA grounds were easily accessible. The breakfast was delicious, and I can see why Farm Bell is a popular restaurant. Would definitely stay here again!
Reviewed on Jul 25, 2026


The Blackburn Inn and Conference Center
Price was $556, price is now $438 per person
$438
per person
Sep 25 - Sep 27
found 1 day ago
Roundtrip flight included
New York (JFK) 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 Wilson Park and Staunton Railroad Station are located nearby.

Massanutten Resort by Tripforth
Price was $653, price is now $550 per person
$550
per person
Sep 3 - Sep 7
found 16 hours ago
Roundtrip flight included
Orlando (MCO) to Weyers Cave (SHD)
Book a stay at this spa vacation home in McGaheysville. Enjoy free parking, a full-service spa, and a fitness center. Popular attractions Massanutten Water Park and MPOA Go-Kart Track are located nearby.
The resort was really nice. The water park a little pricey. And almost everything in the resort closed at 5:00 p.m.😡. But all in all it’s nice and peaceful
Reviewed on Jul 28, 2026
Shenandoah Vacation Packages 3-4 Night Stays
Price found within the past 48 hours. Click for updated prices.



Top Flight Deals
Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Tue, Sep 29 - Thu, Oct 8
ORD
O'Hare Intl.
SHD
Shenandoah Valley Regional
$234 Roundtrip, found 2 days ago
$234
Roundtrip
found 2 days ago

Mon, Sep 14 - Tue, Sep 22
LGA
LaGuardia
CHO
Charlottesville-Albemarle
$253 Roundtrip, found 1 day ago
$253
Roundtrip
found 1 day ago

Thu, Sep 17 - Sat, Sep 19
JFK
John F. Kennedy Intl.
CHO
Charlottesville-Albemarle
$273 Roundtrip, found 2 days ago
$273
Roundtrip
found 2 days ago

Tue, Sep 15 - Sat, Sep 19
IAH
George Bush Intercontinental
CHO
Charlottesville-Albemarle
$301 Roundtrip, found 1 day ago
$301
Roundtrip
found 1 day ago
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