Twin Oaks Vacations from $433
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The Latest Twin Oaks Vacation Packages
Price found within the past 48 hours. Click for updated prices.
English Inn of Charlottesville
The Meadows
per person
Sep 10 - Sep 11
found 8 hours ago
Roundtrip non-stop flight included
Las Vegas (LAS) to Charlottesville (CHO)
9.2/10 Wonderful! (2,264 reviews)
It worked fine but was rough needed some TLC and clearly half ass cleaned. But it was the cheapest around that's for sure.....
Reviewed on Jul 9, 2025
Hollymead House
Hollymead
per person
Sep 25 - Sep 27
found 8 hours ago
Roundtrip flight included
Las Vegas (LAS) to Charlottesville (CHO)
10/10 Exceptional! (6 reviews)
I enjoyed staying at Hollymead for a wedding weekend. I would definitely stay in the guest house again. The owners were very welcoming and the room was so comfortable.
Reviewed on Oct 24, 2022
Dinsmore Boutique Inn
Venable
per person
Sep 10 - Sep 11
found 8 hours ago
Roundtrip non-stop flight included
Las Vegas (LAS) to Charlottesville (CHO)
9.4/10 Exceptional! (273 reviews)
An absolutely lovely stay. A treat to stay in this historic inn. Very quiet, lovely room, great bed and a nice breakfast at the Farm Bell Kitchen. Tea and coffee always available with a nice touch to offer wine for sale as well. Easy walk to the campus and to get around the Charlottesville area. I’d definitely stay again.
Reviewed on Jul 7, 2025
Little Mod Hotel at the University
Venable
per person
Sep 10 - Sep 11
found 8 hours ago
Roundtrip non-stop flight included
Las Vegas (LAS) to Charlottesville (CHO)
9.2/10 Wonderful! (224 reviews)
The place has a great location, the staff was super friendly and helpful and the room was cute . Despite two window shades ( presumably one was room darkening) the outside light made our room much less dark than we would have preferred for sleeping .
Reviewed on Jul 10, 2025
Twin Oaks Hotel Deals
Round Hill Inn
Orange
Fully refundableReserve now, pay when you stay
$100 nightly
The price is $110 total per night from Jul 20 to Jul 21
$110 total
Jul 20 - Jul 21
Total includes taxes and fees
9.4/10 Exceptional! (631 reviews)
"Loved everything. I just wish they took pets so my wife could join me."
Reviewed on Jul 8, 2025
Boardwalk Hotel on Lake Anna by Kasa
200 Boardwalk Way, Louisa, VA
$132 nightly
The price is $149 total per night from Jul 13 to Jul 14
$149 total
Jul 13 - Jul 14
Total includes taxes and fees
9/10 Wonderful! (33 reviews)
"The hotel was incredibly clean. I love the location and I loved it that it’s right beside a restaurant and right on the lake… The problem was was that there were an immense amount of mosquitoes and gnats in the room from the time we got there."
Reviewed on Jul 2, 2025
Comfort Inn & Suites Orange - Montpelier
334 Caroline St, Orange, VA
Fully refundableReserve now, pay when you stay
$93 nightly
The price is $102 total per night from Jul 20 to Jul 21
$102 total
Jul 20 - Jul 21
Total includes taxes and fees
8.2/10 Very Good! (746 reviews)
Very nice hotel for the price
"Pretty much brand new hotel. Very friendly staff with small town feel."
Reviewed on Jun 29, 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 relaxing area's lakeside, or simply enjoy its bars.
St. Thomas Episcopal Church
You can learn about the history of Thornhill with a trip to St. Thomas Episcopal Church. Stroll along this family-friendly area's lakeside, or simply enjoy its wineries.
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 family-friendly 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.