Twin Oaks Vacations

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  • Better together

    Save up to ₩234,741 when you book a flight and hotel together*

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    With over 300,000 hotels worldwide, it's easy to create a perfect package

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Twin Oaks Hotel Deals

Round Hill Inn

Round Hill Inn

2.5 out of 5
750 Round Hill Dr., Orange, VA
Fully refundableReserve now, pay when you stay
The price is ₩142,612 per night from Nov 17 to Nov 18
₩142,612
₩157,296 total
Nov 17 - Nov 18
includes taxes & fees
9.4/10 Exceptional! (675 reviews)
Yes

Reviewed on Nov 2, 2025

Round Hill Inn
Bluegreen Vacations Shenandoah Crossing, an Ascend Collection Resort

Bluegreen Vacations Shenandoah Crossing, an Ascend Collection Resort

2.5 out of 5
174 Horseshoe Cir, Gordonsville, VA
Fully refundable
The price is ₩126,779 per night from Dec 15 to Dec 16
₩126,779
₩183,199 total
Dec 15 - Dec 16
includes taxes & 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

Bluegreen Vacations Shenandoah Crossing, an Ascend Collection Resort
Hampton Inn By Hilton Gordonsville

Hampton Inn By Hilton Gordonsville

2.5 out of 5
10800 James Madison Hwy., Gordonsville, VA
Fully refundableReserve now, pay when you stay
The price is ₩173,304 per night from Nov 23 to Nov 24
₩173,304
₩194,620 total
Nov 23 - Nov 24
includes taxes & fees
9.6/10 Exceptional! (120 reviews)
Our family slept well, and the breakfast was delicious.

Reviewed on Nov 12, 2025

Hampton Inn By Hilton Gordonsville
See all 634 properties in Twin Oaks
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.

Frequently asked questions

How much does a Twin Oaks vacation package cost?
From as little as , you can create your own Twin Oaks package the way you want. Simply combine flights, hotels and car rentals and be rewarded with discounts.
How do I get a cheap travel package to Twin Oaks?
Book everything in one place with our Twin Oaks vacation packages. You'll discover deals on hotels, flights and more that'll keep your hip pocket happy and adventurous side satisfied. And, with more than 550 airlines and 1,000,000 properties throughout the world to pick from, you'll have the flexibility to mix and match as you want.
Where should I stay in Twin Oaks?
Choose a place within a stone's throw of Montpelier. This terrific attraction is in the thick of the action and on the must-do lists of most travelers.
How far in advance should I book my Twin Oaks vacation?
Reserving your spot early with Expedia means one less thing to have to worry about. Many air carriers advertise tickets up to a year in advance. This is generally the cheapest time to book. If circumstances have left you booking late, discount tickets to Twin Oaks sometimes occur a few weeks before departure.
What does an Expedia Twin Oaks travel package include?
It's up to you! You can select from a range of Twin Oaks packages, such as a rental car, hotel and flight. You can also book a hotel with a flight, or a rental car with a flight. Once you've made your booking, you can add on the fun stuff like activities and tours. Whatever your Twin Oaks getaway looks like, you'll save!
Can I choose my airline with a Twin Oaks Expedia vacation package?
Yes, definitely. Expedia has more than 550 airline partners to pick from worldwide. With all that choice, finding the perfect carrier to whisk you away to Twin Oaks will be a snap.
If I'm not able to travel, can I cancel my Twin Oaks vacation package?
Plans can change in the blink of an eye, so yes. You may be able to amend or cancel your Twin Oaks vacation package for free if you've booked in the last 24 hours. For bookings older than that, you can still cancel or make changes, but your car rental company, hotel or airline may charge a fee. Need more information? Take a look at our Customer Service Portal. We're here to help make sure your getaway goes off without a hitch.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.