
Twin Oaks Vacations from $405
Book a Hotel + Flight or Car together to unlock savings
The Latest Twin Oaks Vacation Packages
Price found within the past 48 hours. Click for updated prices.

Shenandoah Wilderness Traveler
Price was $525, price is now $405 per person
$405
per person
Jan 15 - Jan 19
found 23 hours ago
Roundtrip non-stop flight included
Dallas (DFW) to Charlottesville (CHO)
17.2/10 Exceptional! (65 reviews)
It was a lodge and it was picturesque on water and all around. It was pastures full of beautiful horses. The rooms were really small but they worked and the one thing that I was surprised is when I paid through Expedia I thought I was paid 100% but when I got there, they charge a $25 per day resort fee. Because they also have an RV and cabins and they have a playground basketball court things like that so I guess they charge a resort fee personally it should just be part of the rental so you’re not getting any surprise charges when you get there, otherwise it was lovely and I would actually consider going back there.
Reviewed on Oct 21, 2025


Little Mod Hotel at the University
Venable
Price was $1,206, price is now $983 per person
$983
per person
Dec 31 - Jan 7
found 1 day ago
Roundtrip flight included
Boise (BOI) to Charlottesville (CHO)
18.4/10 Exceptional! (281 reviews)
All of the above. Super friendly and helpful front desk!
Reviewed on Nov 13, 2025

Bluegreen Vacations Shenandoah Crossing, an Ascend Collection Resort
Price was $528, price is now $431 per person
$431
per person
Jan 15 - Jan 19
found 23 hours ago
Roundtrip non-stop flight included
Dallas (DFW) to Charlottesville (CHO)
16.4/10 Exceptional! (823 reviews)
The staff was lovely and so were the rooms, the lake and the horses. The restaurant serves tasty food with large portions
Reviewed on Nov 19, 2025

The Doyle Hotel
Starr Hill
Price was $1,001, price is now $815 per person
$815
per person
Jan 1 - Jan 7
found 1 day ago
Roundtrip flight included
Boise (BOI) to Charlottesville (CHO)
17.2/10 Exceptional! (944 reviews)
This is a strange hotel. Checkins are done remotely, which is fine, but if you run into an issue, as we did, and a friend traveling with us did, it's difficult to get assistance. Staff in the cafe were lovely, and the common space at the hotel was really nice. Our room was not cleaned to our expectations, including used sheets shoved in a closet. Overall the hotel met our needs, but I'm not sure I'd book again.
Reviewed on Nov 18, 2025
Twin Oaks Hotel Deals

Round Hill Inn
750 Round Hill Dr. Orange VA
Fully refundableReserve now, pay when you stay
$115 nightly
The price is $127 total per night from Nov 23 to Nov 24
$127 total
Nov 23 - Nov 24
Total with taxes and fees
9.4/10 Exceptional! (678 reviews)
Everything was great, except the very loud heater/ air conditioner unit. Tried two rooms and they were both annoyingly loud.
Reviewed on Nov 18, 2025

Bluegreen Vacations Shenandoah Crossing, an Ascend Collection Resort
174 Horseshoe Cir Gordonsville VA
Fully refundableReserve now, pay when you stay
$101 nightly
The price is $114 total per night from Nov 20 to Nov 21
$114 total
Nov 20 - Nov 21
Total with taxes and fees
8.2/10 Very Good! (822 reviews)
Room was tiny…not even a chair to sit on. However, staff was great, room was clean and very comfortable!
Reviewed on Nov 14, 2025

Hampton Inn By Hilton Gordonsville
10800 James Madison Hwy. Gordonsville VA
$119 nightly
The price is $134 total per night from Nov 30 to Dec 1
$134 total
Nov 30 - Dec 1
Total with taxes and fees
9.6/10 Exceptional! (120 reviews)
Our family slept well, and the breakfast was delicious.
Reviewed on Nov 12, 2025
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.
Discover the most popular places to visit in Twin Oaks

James Madison's Montpelier
4.5/5(53 reviews)
You can learn about the history of Orange with a visit to James Madison's Montpelier. Stroll along this family-friendly area's lakeside, or simply enjoy its bars.
St. Thomas Episcopal Church
St. Thomas Episcopal Church is just one of the places to see in Thornhill, so why not enjoy the other things to explore during your travels? Amble around this relaxing area's lakeside, or seek out the horseback riding.
James Madison Museum
You can spend an afternoon studying the exhibits at James Madison Museum during your travels in Thornhill. Stroll along the lakeside in this relaxing area, or seek out the horseback riding.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.


















